The Best Events This Summer in Martha’s Vineyard and Nantucket

The East Coast oases of Martha’s Vineyard and Nantucket in Massachusetts are undeniably two of the most exclusive summer hideaways in the U.S. But even as jet-set destinations, both places also maintain a reputation for friendliness and a welcoming atmosphere.

Photo credit Harbor View Hotele

Spacious outdoor landscapes and a relaxing atmosphere define Martha's Vineyard and Nantucket, as does a soothing charm that feels a world away from the crowded bustle of the Northeast’s metropolitan cities. Even so, each location also boasts a wide array of events and activities throughout the summer months. Additionally, both destinations are easily accessible by Tradewind Aviation’s regularly scheduled shuttle flights, private shuttles, and private charters.

For those looking for a much-needed escape this summer, we've put together a full line-up of events in Martha's Vineyard and Nantucket, as well as our favorite places to stay and eat.  

Martha's Vineyard 

Located just south of Cape Cod, Martha's Vineyard has long been a top summer getaway spot. The largest island off Massachusetts' coast boasts the classic East Coast architecture of gingerbread houses and stoic lighthouses, as well as abundant sandy beaches, chic boutiques, and a watery horizon dotted with dozens of sailboats on any given day.

Stay at Harbor View Hotel, which is fresh off a top-down renovation of its coastal-contemporary décor. Located less than half a mile from the center of Edgartown (a three-minute bike ride), Harbor View is the quintessential Vineyard place to stay. Amenities include an outdoor, heated seawater pool, as well as a new fitness center. At the hotel, the main inn is the center of the action, but families should also take note of the specialty accommodations, including the one- to three-bedroom Captain’s Cottages and the 2,270-square-foot Presidential Skyhouse (boasting four beds, five baths, and spectacular views).

Harbor View Hotel / Image courtesy Harbor View Hotel

When it comes to top dining spots around town, look no further than the Atlantic Fish & Chophouse, beloved for its USDA Angus, branzino, and numerous lobster dishes, from the lobster arugula salad to the crowd-pleasing black truffle lobster mac & cheese.

The bulk of summer events in the Vineyard land in July and August, starting with the annual 4th of July parade in downtown Edgartown and fireworks in the Edgartown harbor. While each of the Vineyard's six main towns host their own distinct Fourth of July events, Edgartown stands out for its time-honored traditions. The day centers around a late-afternoon parade at 5pm, where onlookers watch as immaculate floats, classic cars, and marching bands make their way down Main Street. Arrive early to claim a spot in the historic town center, known for its white Greek Revival-style architecture. 

Late July means just one thing in Martha's Vineyard: Edgartown Race Weekend, one of the nation's oldest distance races. The main event is the Martha's Vineyard Round the Island race, taking place July 24, but the events kick off July 22 with two days of Round the Buoys races. A staple on the East Coast racing calendar, these highly competitive but also lighthearted races attract boats and teams of all sizes and calibers from around the world.

Grand Illumination Night / Image courtesy Martha’s Vineyard

Dating back to 1869 and taking place every third Wednesday in August ever since (save for last year due to the pandemic), Grand Illumination Night is a magical evening during which thousands of colorful Japanese lanterns illuminate the Gingerbread Cottages and Tabernacle in Oak Bluffs. This year's event, which also includes a community sing and live music, takes place Wednesday, August 18.

The following day, August 19, kicks off the traditional Agricultural Country Fair in West Tisbury. A four-day event, the fair features old-school competitions such as a corn shucking contest, a horse pull, skillet toss, and livestock shows. On Friday night, August 20, lay back and enjoy the show of fireworks lighting up the sky.

Nantucket

Nantucket, translated as "The Faraway Land" from the native Wampanoag language, is a small place with a big history. One of the major whaling ports in North America up until the 1880s, it now attracts visitors from around the globe drawn in by its natural beauty, festivals, restaurants, and overall sense of serenity.

Stay at Hotel Pippa, newly opened in 2018 and featuring chic mid-century modern style, contemporary sophistication, and curated artwork made by leading Nantucket artists. Centrally located in Nantucket's historic downtown district mere blocks from the harbor, the hotel's expert staff have their fingers on the pulse of the top restaurants, excursion opportunities, experiences, and anything else you might be seeking.  

Sushi at Nautilus / Photo by Georgie Morley

For the freshest seafood (and freshest takes on classic seafood dishes) head to The Nautilus. The tapas-focused restaurant offers a wide array of small plates ranging from yellowfin tuna lettuce wraps to grilled lamb chops, each designed to share with the table and pair with the larger plates of wagyu steak, Thai BBQ chicken, and blue crab fried rice. Savor New American dining at its finest at Òran Mór Bistro. Located up a flight of copper stairs in a historic Nantucket home, the intimate eatery specializes in truly unique dining experiences, from handcrafted cocktails using local spirits to the menu of fresh pastas, locally sourced meat and fish, and decadent small plates (think foie gras torchon and Spanish octopus paired with pork belly).

Regatta / Photo by Louisa Gould

Returning for its 50th year is the annual Figawi sailing race. The long-distance sailing regatta was born in 1972 out of the spirit of camaraderie and competition between sailors and today is a favorite local tradition. To celebrate its 50th year, the event has decided to expand from one to two days for the first time ever, covering both Saturday, May 29, and Sunday, May 30.

June and July are filled with celebrations of the arts and nature. The Nantucket Film Festival takes place this year from June 17–28—the first time in its 26 years that it will span 11 days. The annual festival will feature a well-rounded, expansive program of online screenings, drive-in screenings, and intimate garden screenings and conversations. (All in-person gatherings are being planned in compliance with local and state public safety guidelines.)

Come July, enjoy the back-to-back events of the Nantucket Garden Festival (July 13–15) and the Nantucket Comedy Festival (July 15–17). Postponed in 2020, the celebration of floral beauty this year returns for its 12th year in 2021 and highlights the unique and beautiful garden ecosystems on Nantucket, with an emphasis on sustainability, conservation, and gardening ethics for the long-term health of the island. Get your belly laugh on at the comedy festival, which benefits Stand Up & Learn, a local comedy education program, and this year features three nights of top-notch talent as well as a kids' night.

Regatta sailing during Nantucket Race Week / Photo by Louisa Gould

Immerse yourself in the world of sailing during Nantucket Race Week, taking place August 14–22. The nine-day event includes a bevvy of regattas, parties, and awards ceremonies, all hosted by the Nantucket Yacht Club and Great Harbor Yacht Club to benefit Nantucket Community Sailing, which supports youth sailing for local children.

 While it takes place after Labor Day, another event highly worth noting is The Nantucket Project, happening September 23–26. A gathering of spirited practitioners and bright thinkers, the annual four-day gathering includes live talks, music, experiences, and film. Celebrating its 10th anniversary this year, The Nantucket Project never falters in making good on its promise that audience members will "come curious and leave inspired."

To learn more about Tradewind’s scheduled shuttle flights, private shuttles, and private charter flights to Martha’s Vineyard and Nantucket and booking your vacation, please visit our website. To receive a private charter quote, please complete our charter request form or contact our specialists at charter@flytradewind.com or 1-800-376-7922. To learn more about Tradewind’s comprehensive safety plan, please visit our COVID-19 Response page. For the latest travel updates, please visit our Travel Advisory page.

A Romantic Island Retreat to Puerto Rico

The most romantic month of the year is upon us, and what better way to celebrate your love than with a dreamy retreat to Puerto Rico? The Island of Enchantment is home to stunning beaches, nature-filled adventures, delectable cuisine, and countless awe-inspiring locations to soak up with your special someone.

To help you plan your perfect getaway, we've put together three outing options, each designed to highlight Puerto Rico's unique offerings. Whether you're craving fine dining on the beach at sunset or a heart-pumping zipline through the rainforest, there's something for every pair here.

Make your Valentine's vacation as smooth as possible with Tradewind Aviation's private charters to and from Luis Muñoz Marín International Airport (SJU) in San Juan. Our fleet of Citation CJ3 light jets offer the latest in comfort and performance, including seating for up to seven passengers and ample luggage space, making them ideal for private charter trips from the East Coast to Puerto Rico.

In addition, when you book your stay at Tradewind partner Condado Ocean Club, you'll enjoy a room upgrade (depending on availability at check-in), complimentary welcome drinks for two, a $25 food and beverage credit, and complimentary 1pm late check-out. Featuring an infinity pool that stretches out toward the ocean, private cabanas, and rooms designed with the sophisticated traveler in mind, this adults-only hotel is designed with maximum relaxation in mind, and is an ideal jumping-off point for the many adventures that await.

To prepare for your trip, please note that travelers entering Puerto Rico are required to fill out a Travel Declaration Form through the Puerto Rico Health Department’s online portal, get a molecular COVID-19 test no more than 72 hours prior to visiting the island, and show proof of a negative result or they must quarantine. Because Puerto Rico is a U.S. territory, you are not required to provide a negative COVID-19 test result to return to the mainland United States.

A Walking Tour of Historic Old San Juan

The best way to get to know a city is by strolling through its streets and taking in its personality one step at a time. Old San Juan is particularly charming to explore on foot. Its colorful buildings, cobblestone avenues, and vibrant atmosphere treat visitors to countless photo-worthy vistas and interesting historical insights — the perfect outing for history and architecture buffs.

Begin your self-guided tour at the Plaza de la Dársena. Here, grab a map from La Casita Tourism Information Center and then head toward your first stop: Castillo de San Cristóbal.

Named after the patron saint of land travelers, Saint Christopher, the fortress is the largest in all of the Americas and took over 150 years to complete. Finished in 1783, its three stories, extensive series of outer defenses, and inner courtyard contain countless stories and gripping moments, many of which are explained by plaques throughout. While there, be sure to check out the two observation posts, each offering incredible views of the coastline.

From here, make your way to El Morro, arguably the most popular landmark in Puerto Rico. Designated a UNESCO World Heritage Site in 1983, El Morro is as picturesque as it is significant. The Spanish began construction of the fortress in 1539, and it took more than 200 years to complete. Over the centuries, El Morro has succeeded in blocking several naval attacks, and continued to prove useful into the 20th century, when the U.S. military used it to track the movements of German submarines. Today, El Morro is a haven of relaxation; on any given afternoon, you'll find locals flying kites, enjoying a picnic, or simply soaking up some rays. Join in the fun and purchase a kite (called a chiringa) of your own from one of the many vendors.

Continue your tour of Puerto Rican history at La Casa Blanca. The home (literally: The White House), built by Puerto Rico’s first governor Juan Ponce de León in 1521, is one of the oldest remaining monuments in San Juan. While Ponce de León himself never lived there, his family inhabited the house for more than 200 years. Made of stone, La Casa Blanca also served as the first military structure on the island.

Next, follow San Sebastián Street to Cristo Street, turn right, and take in one of Old San Juan's busiest and most picturesque streets. Dozens of landmarks dot this stretch, including the lovely El Convento Hotel, La Catedral de San Juan Bautista, and La Capilla del Santo Cristo de la Salud. When you get to Fortaleza Street, turn right and enjoy the beauty of La Fortaleza, the oldest governor’s mansion in the western hemisphere, completed in 1540. 

End your tour (preferably at sunset) at The Raíces Fountain. Considered one of the most romantic spots in Old San Juan, the terraced decks surrounding the fountain provide a lovely place to cuddle and enjoy the bronze masterpiece designed by architect Miguel Carlo to commemorate and celebrate the New World’s 500th anniversary. The statue honors Puerto Rico’s mixed African, Spanish, and Taino/Amerindian heritage, and is made all the more beautiful with San Juan Bay as its backdrop.

Fine Dining With a View

Photo courtesy The Eclipse Restaurant Facebook

When it comes time for a romantic dinner, there are several places sprinkled around the island that provide exquisite cuisine with equally phenomenal views. The menu at The Eclipse, part of Villa Montana Beach Resort (perched on the northwestern corner of the island), showcases the best local produce from this part of Puerto Rico. Each dish is designed to pair with one of the many bottles gracing the restaurant's award-winning wine list.

Photo courtesy Vistas Restaurant Facebook

Located in Ponce, on the south-central coastline of the island, Vistas Restaurant lives up to its name. The eatery is surrounded by several historic sites, features two dining terraces (one on the rooftop, where the views are particularly stunning), and sits in front of the historic Square of Ponce. The menu ranges from fresh seafood dishes to prime steak cuts, à la a classic supper club, as well as local specialties.

Photo courtesy Kikita Beach House Facebook

For breathtaking views of the coast, look no further than Kikita Beach House on the island's northern coast in Dorado. Words can't do the scenery justice; suffice to say, the soothing sounds and rhythms of the crashing waves, sparkling water, white-sand shoreline, and epic sunsets are all perfect pairings for the restaurant's innovative cuisine. The menu features several varieties of risotto, Puerto Rican classic mofongo, fresh fish, specialty lobster dishes, and every type of mojito, margarita, and mule cocktail you can imagine.

Eco-Friendly Natural Wonders

If being active is your love language, Puerto Rico is your perfect match. The island is home to three of the world’s five bioluminescent bays, rare ecosystems in which microscopic, single-celled organisms called dinoflagellates thrive in quantities large enough to produce a “glow-in-the-dark” effect when stimulated by movement. Mosquito Bay, in Vieques, was even recognized in 2006 by the Guinness World Records as the brightest bioluminescent bay in the world. Explore the other-worldly neon blues and greens of the bioluminescent bay in Fajardo's Laguna Grande Nature Reserve with a nighttime kayak tour. Each paddle leads to a new surge of illumination, creating a magical effect that's made even more spectacular when experienced in a kayak with your love. Learn more about booking a bioluminescent bay kayaking tour with Kayaking Puerto Rico.

For adventure on land, head to El Yunque National Rainforest. The only tropical rainforest in the U.S. National Forest Service, it has an average rainfall of 120 inches a year and a supremely diverse ecosystem, hosting hundreds of unique plant and animal species, including the island's famous coquí frog. Whether you opt to embark on an exhilarating hike, zoom through the trees with Yunque Ziplining, or spend a couple of hours on a Carabalí horseback ride, there are endless things to see and do in this unique swath of natural beauty.

One of beach town Cabo Rojo's most special tourist attractions (and favorite Instagram locales), the Pink Salt Flats boast beautiful pink and red tones that contrast with the turquoise color of the Playuela waters. They are one of the true treasures of the island's southwestern coast, and a delight to experience.

Finally, deep in Puerto Rico's mountainous region is the Tanamá river of Utuado. Over millions of years, its waters have carved a network of caverns, canyons, and tunnels into the surrounding limestone cliffs, creating Cañon de Tanamá. The area is a must-visit for adrenaline seekers, and a favorite of locals and visitors alike for caving, cave tubing, rappelling, hiking, and rock-climbing. Experience the area to the fullest on one of the six tours offered by Tanamá River Adventures.

To learn more about Tradewind's private charters to Puerto Rico and booking your vacation, please visit our website. To receive a private charter quote, please complete our charter request form or contact our specialists at charter@flytradewind.com or 1-800-376-7922. To learn more about Tradewind’s comprehensive safety plan, please visit our COVID-19 Response page. For the latest travel updates, please visit our Travel Advisory page.

A Guide to Upstate New York's Winter Playgrounds

The sun is shining, a fresh blanket of snow is glittering, and the temperature is just right for a day spent bundled up outside. Upstate New York is truly a winter paradise, with countless miles of cross-country skiing and snowshoeing trails, fat-tire bike routes, alpine ski and snowboarding runs, and ice-skating rinks.

Just a short Tradewind private charter flight from Westchester, New York, city dwellers can quickly escape their urban surroundings for the pastoral beauty of Lake Placid or Glens Falls (without any testing or quarantine requirements).

To get the most out of your getaway up north, here's a guide to all the snow-filled fun these two upstate hamlets have to offer.

LAKE PLACID

Photo: Whiteface Facebook

In Lake Placid, venues from the 1980 Olympic Winter Games — best known as the site of the epic "Miracle on Ice" game — now double as public facilities for cross-country and downhill skiing, snowboarding, and bobsledding. Visitors can also enjoy 360-degree views of the region from the brand new Skyride, a glass-encased gondola that takes riders to the top of the 120-meter Olympic ski-jumping tower.

At Whiteface Mountain, easily reached from Lake Placid via the Mountain Valley Shuttle (which runs daily December through March), 90 downhill and snowboarding trails stretch over 25 miles and encompass three peaks. The former Olympic site is home to the steepest vertical drop east of the Rocky Mountains, its summit rising 4,867 feet above sea level. Purchasing advance online lift tickets, lessons, and rentals is currently required, and face masks must be worn (except while actively skiing or dining at one of Whiteface's many eateries).

Photo: Regional Office of Sustainable Tourism

Cross-country skiers will be in heaven at Mount Van Hoevenberg, home of the sport’s 1980 Olympic events. More than 50 kilometers of groomed trails — including four kilometers of world championship-rate trails — offer opportunities and challenges for skiers of all skill levels, and a full-service rental shop provides all the equipment needed for a memorable day on the trails. 

If you're more inclined to snowshoe, Mount Van Hoevenberg has that, too (including rentals). Constant trail upgrades are made on the site's rolling Adirondack terrain, which means all you have to think about is which path you want to strike out on to experience the picturesque woods at your own pace.

Recommended airport: Lake Placid, New York (LKP)

GLENS FALLS

A couple hours south of Lake Placid is Glens Falls — small in population, but full of arts venues, museums, shopping, and, come winter, an abundance of snow sports. It is charming in every sense of the word and checks all the boxes for a cozy winter retreat.

Explore the snowy landscape in a new way on a fat-tire bike (or simply ‘fat bike’). Named as such because of their wide tires, which provide float and traction on snow, fat bikes offer far more stability than their skinny-tired cousins and are a fun way to cruise through winter without strapping into skis or snowshoes. Rent a bike for a half or full day from Grey Ghost Bicycles, then head down to Saratoga Spa State Park.

Photo: New York State Office of Parks, Recreation and Historic Preservation

There, you'll find miles of groomed trails perfect for new riders, as well as 12 miles of cross-country ski and snowshoeing trails for members in your party who prefer adventuring by foot rather than on wheels. (Cross-country skis and snowshoes can be rented from Inside Edge Ski and Bike; Saratoga Spa State Park also provides snowshoe rentals.)

More ski and snowboarding trails can be found at Cole's Woods. The trails here are legendary for being the first lighted cross-country ski trails in North America, opening in December 1971, and are favorites among locals. 

Photo: West Mountain

For those looking to zig-zag their way downhill via ski, tube, or snowboard, head to West Mountain. All 31 trails are lit at night and the mountain has snowmakers ready to go when Mother Nature doesn't provide quite enough fluff, making for ideal conditions no matter the forecast. In addition to 126 skiable acres, West Mountain also has a tubing park for anyone looking for a relaxing ride down the mountain. Four- and eight-hour lift tickets are currently being sold online in limited quantities and 24-hour advance reservations for tickets, rentals, programs, and lessons are required, as are face coverings. 

Photo: Gore Mountain Facebook

Just 40 miles northwest of Glens Falls is the largest winter playground in New York State: Gore Mountain. With 42 miles of trails sprawled across 439 acres, Gore skiers and snowboarders are treated to seven mountain areas (including four peaks, the largest of which boasts a 2,537-foot vertical drop) and 110 trails. In addition to the downhill runs and terrain parks, Gore Mountain's cross-country trail network includes 11 lighted, groomed loops. Rentals are on offer, and while group lessons are currently on hold, private lessons are available.

Recommended airport: Glens Falls, New York (GFL)

To learn more about Tradewind's private charters to Upstate New York and booking your vacation, please visit our website. To receive a quote, please visit our charter request form or contact our specialists at charter@flytradewind.com or 1-800-376-7922. To learn more about Tradewind’s comprehensive safety plan, please visit our COVID-19 Response page. For the latest travel updates, please visit our Travel Advisory page.

Featured photo: Regional Office of Sustainable Tourism

St. Barths Is the Place to Be on New Year’s Eve

St. Barths is taking the utmost precautions to keep residents and visitors safe. To ensure that you are in accordance with COVID-19 guidelines, please visit our St. Barths’ travel page to learn more.

There's no denying it: St. Barths is the king of New Year’s Eve celebrations. Each December, celebrities, loyal St. Barths regulars, and jetsetters of all stripes flock to the island to ring in the new year together from private yachts, hillside resorts, and the island's chicest restaurants and bars.

It's a party unrivaled by any other, energized by the anticipation of a fresh start in the coming year and the beauty, elegance, and sophistication that make St. Barths the Caribbean gem that it is. After enduring the uncertainties and challenges of the last year, there's no better time or place to celebrate the approach of a fresh start — and there's no better way to get there than on a private charter to St. Barths with Tradewind Aviation. 

Private travel provides a secure, comfortable, and crowd-free way to vacation, especially with Tradewind. All of our aircraft are uniquely positioned to offer a best-in-class private experience from your home to your awaiting St. Barths resort, hotel, or yacht. The experience begins with a luxury private jet charter from anywhere in the U.S. to San Juan, Puerto Rico. Upon arrival at the private jet terminal in San Juan, guests will board the awaiting Tradewind Pilatus PC-12 for a seamless transfer to St. Barths. Once you’ve stepped foot on the tarmac of Gustav III airport, let the celebration begin.

Alternatively, fly commercially into San Juan and connect with a Tradewind Pilatus PC-12 private charter or scheduled service flight into St. Barths.

Where to Stay on New Year’s

Charter yacht accommodations are highly favored for New Year's Eve in St. Barths. There are several agencies to choose from when it comes to finding a boat that best fits your needs, from more intimate 12-passenger crafts to 36-guest beauties, including IYC and Yacht Charter Fleet.

If you’d prefer to take in the festivities by land, seek out a stay at one of the island’s many fine hotels and resorts, including Eden Rock, Hôtel Barrière Le Carl Gustaf, Le Toiny, Le Sereno, Villa Marie, Hotel Manapany, Christopher St. Barths, and Le Barthélemy. Additionally, WIMCO Villas and St. Barth Properties offer private villa rentals (and hotel options with St. Barth Properties!) that are ideal for welcoming in the new year.

Le Sereno

For an even more exclusive getaway, Tradewind has partnered with all of these properties to provide the ultimate St. Barths experience. Each partnership includes exclusive offers only available through this promotion (think complimentary spa treatments, dining experiences, and private boat charters), as well as complimentary round-trip ground transportation, an onboard welcome amenity kit, and a 10% discount on a future trip with Tradewind.

Where to Eat on New Year’s

Maya’s Restaurant

Much like it is in France, gastronomy is one of St. Barths’ greatest passions. From traditional French fare to global dishes inspired by Japan, Peru, Italy, and beyond, there is a restaurant to suit every occasion and craving.

Live music and dishes inspired by chef Yiannis Kioroglou’s Greek upbringing and travels around Europe are on offer at Shellona, located in the heart of Gustavia. At Maya's Restaurant, top-notch farm- and ocean-to-table dishes await. The restaurant has been a favorite destination of locals and loyal St. Barths visitors since it opened in 1984, its welcoming atmosphere providing the ideal setting to let the island time pass by with friends new and old.

Authentic Japanese cuisine is the star of the show at Orega. Since opening in December 2015, the fusion eatery has garnered top ratings and the highest praise from food critics and visitors alike. At Tamarin, enjoy island-influenced French favorites in a gorgeous garden setting. And if your palate is craving Italian flavors, L’Isola has been serving up homemade pasta dishes, antipasti, salads, risottos, meat, and fish since 2008, using ingredients sourced from Italy and local meat and fish based on daily market offerings. 

Where to Go on New Year’s

Photo: SV Zanshin / Wikimedia

The harbor of Port de Plaisance in Gustavia is the official epicenter of New Year’s celebrations in St. Barths. The dockside berths and anchor moorings sparkle with luxury yachts and their equally refined guests. On shore, the designer boutiques and jewelry shops of the island's capital entice strolling window shoppers with the latest fashions from France, Milan, and New York.

Of course, nowhere in St. Barths is as fashionable or draws as many celebrity guests as Nikki Beach. The swanky venue notably "celebrates life" with ultra-glamorous events and a chic beachfront restaurant and bar featuring fresh seafood and fine wines. In the four days leading up to New Year's Eve this year, Nikki Beach will host a different experience each night, all of which encompass fashion, dance, beauty, and that little extra something only they can produce.

Photo: Copyright CTTSB

Starting in the morning, partake in a fashion show of another sort: the annual New Year's Eve yacht parade. Making a full loop around the island, the beautiful boats vie for best-in-show prizes awarded later at the awards ceremony, each glimmering seafaring vessel more glamorous than the next.

Come evening, it's time for the main event. Fireworks light up the sky at midnight, accompanied by the clinking of champagne flutes. The colorful explosions create a picturesque backdrop unlike any other, their vivid, sparkling streaks serving as metaphors for the hope of the year to come.

To learn more about Tradewind's private charters to St. Barths and booking your vacation for New Year's Eve, please visit our website or contact our specialists at charter@flytradewind.com or 1-800-376-7922. To learn more about Tradewind’s comprehensive safety plan, please visit our COVID-19 Response page. For the latest travel updates, please visit our Travel Advisory page.

Featured photo: Copyright CTTSB

Escape to St. Barths Safely and in Luxury With These Exclusive Packages

This year, an escape to a tropical paradise is more tempting than ever. With winter approaching and the universal desire for a getaway growing, Tradewind Aviation collaborated with several of its partners in St. Barths to create 10 safe, stress-free, and luxurious vacation packages tailor-made for an idyllic island retreat.

St. Barths officially reopened to tourists on June 22, 2020, and is taking the utmost precautions to keep residents and visitors safe. Upon arrival, individuals 11 years of age and older are required to show a negative PCR COVID-19 test that was administered within the previous 72 hours. Additionally, anyone staying longer than seven days must take an additional test on the eighth day of their trip.

Like St. Barths, the health and safety of our guests is Tradewind's top priority. Private jet travel provides a secure, comfortable, and crowd-free way to travel. All of our aircraft are uniquely positioned to offer a best-in-class private experience from your home to your awaiting St. Barths resort.

The Tradewind travel experience begins with a luxury private jet charter from anywhere in the U.S. to San Juan, Puerto Rico. Upon arrival at the private jet terminal in San Juan, guests will board the awaiting Tradewind Pilatus PC-12 for a seamless transfer to St. Barths. Since Puerto Rico is a U.S. territory, there's no need to go through immigration or customs, limiting outside contact even further. (When the time comes to leave St. Barths, the Pilatus will clear immigration and customs at the island's private jet terminal before boarding guests and returning them to the U.S.)

For each private-to-private experience booked, guests will receive complimentary round-trip ground transportation, an onboard welcome amenity kit, and a 10% discount on a future trip with Tradewind. From there, it’s choose your own adventure — here is what each of our luxury partners is adding to the package.

Eden Rock – St. Barths

Tucked away in St. Jean Bay, Eden Rock St. Barths was once the home of French Caribbean aviator and adventurer Rémy de Haene and has hosted celebrities such as Greta Garbo, Gore Vidal, David and Peggy Rockefeller, and Princess Lee Radziwill. Guests who book a stay at Eden Rock’s Villa Nina or Villa Rockstar will receive complimentary use of a Land Rover Defender, plus a welcome amenity kit with Eden Rock goodies. Learn more about Eden Rock – St Barths special offer.

WIMCO

Partake in the private-to-private experience anywhere that WIMCO offers villas, as well as the opportunity to split the cost of your desired route with the "shared charter" opportunity. WIMCO is the premier Caribbean luxury villa vacation specialist and represents private villas on St. Barths as well as 11 additional regional islands. Learn more about WIMCO villas special offer. 

Le Barthélemy Hotel & Spa

Recognized by Condé Nast Traveler as the No. 1 resort in the Caribbean this year, Le Barthélemy Hotel & Spa is a private, luxurious beachside hideaway. Stay at the Suite Ocean Lux Piscine Priveé, complete with a private plunge pool, and enjoy a complimentary two-hour sunset cruise on a private yacht with champagne. Learn more about Le Barthélemy Hotel & Spa special offers.

Le Sereno

After undergoing a complete rebuild following Hurricane Irma in 2017, the iconic Le Sereno hotel is back. Featuring brand-new waterfront suites overlooking Grand Cul De Sac and an expanded spa, reserve the Villa Le Sereno and enjoy a complimentary half-day private boat charter on a 47-foot catamaran. Learn more about Le Sereno special offer.

Hôtel Barrière Le Carl Gustaf

Inspired by the elegant shape of a yacht’s bow and deck, the Hôtel Barrière Le Carl Gustaf overlooks Gustavia harbor and offers 21 rooms, suites, and bungalows imbued with a home-away-from-home relaxed luxury. Book one of the refined accommodations as part of this luxury package and enjoy a complimentary 45-minute tailored spa treatment at Diane Barrière Spa, as well as an in-room amenity kit, including a bottle of champagne, beach bag, and beach accessories. Learn more about Hôtel Barrière Le Carl Gustaf special offer.

Hotel Manapany

Environmentally friendly and designed to embrace the lush nature of St. Barths, Hotel Manapany is a five-star boutique hotel hidden away on Anse des Cayes Bay. Free yoga and Pilates sessions are offered daily, and guests who book the Tradewind package will also enjoy a complimentary dinner for two, featuring either grilled lobster or black angus sirloin steak plus a bottle of champagne, at On the Rocks restaurant. Learn more about Hotel Manapany special offer.

Villa Marie

Villa Marie reopens November 20, 2020. From its perch in the hills above Colombier Beach, the resort’s chic bungalows and villas provide spectacular views of Flamands Bay and the property’s lush tropical gardens. Guests who book this package and stay at Villa Marie will receive a $100 credit at Villa Marie's bar or spa, as well as a welcome kit that includes a Pure Altitude beauty set. Learn more about Villa Marie special offer.

Hotel Le Toiny

Twenty-two luxuriously appointed individual villa suites make up Le Toiny, each offering a private pool, extended terrace, and incomparable views of beautiful Toiny Bay. Guests who book a one-bedroom suite will receive VIP amenities including full daily breakfast, access to a full mini bar, and a bottle of champagne. Learn more about Hotel Le Toiny special offer.

Christopher St. Barths

Reopening to guests on November 25, 2020, Christopher St. Barths is nestled between Pointe Milou and the azure waters of the Caribbean. It is an intimate, contemporary, and timeless tropical retreat offering guests who book with Tradewind’s exclusive package top VIP amenities and a Mini Cooper to use during their stay. Learn more about Christopher St. Barths special offer.

St. Barth Properties

Photo: Copyright CTTSB

Partnering with St. Barths’ top hotels and villas, St. Barth Properties provides 24/7 concierge access and guaranteed best pricing for guests. Their team of specialists have an intimate knowledge of the island as well as all of their partner properties, and are experts at matching individuals with the ideal location. Book using the Tradewind promotion and enjoy a VIP beach picnic lunch, complete with your choice of food and wine, chairs, and an umbrella. Learn more about St Barths Properties special offer.

To learn more about all of these packages and book your next vacation, contact them directly at 1-800-376-7922 or charter@flytradewind.com.

Top Five Places for Apple Picking in the Northeast

Few things complement one another better than apple picking and autumn. The sweet smell of ripe apples and the satisfying crunch of fallen leaves, hot apple cider and a crisp breeze rustling through the trees… it’s a match made in autumnal heaven — especially in the Northeast.

From Upstate New York to the coast of Rhode Island, this region of the U.S. is rife with independent orchards and apple varieties not found anywhere else. To get the full fall experience, plan your getaway to one of these five countryside locales, all located within a short drive from one of Tradewind Aviation’s private charter destinations.

Rocky Brook Orchard — Middletown, Rhode Island

Photo: Rocky Brook Orchard website / CC BY

More than 80 apple varieties fill the trees at Rocky Brook Orchard. The family-run orchard is open Friday-Sunday for you-pick guests, and they update their Facebook page weekly with which apple varieties will be ripe the following weekend. Additionally, every tree is color-coded based on the time of year that it’s ripe; in October, look for trees tagged yellow, green, and blue.

Among the varieties available at this Aquidneck Island orchard is the Rhode Island Greening, the state’s namesake apple, first discovered in the mid-1600s and ideal for making pies, crisps, and other appley treats.

Recommended airport: Newport State Airport (NPT)

Nashoba Valley Winery — Bolton, Massachusetts

A farm, winery, brewery, distillery, restaurant, and pick-your-own apple orchard all wrapped up into one picturesque package, Nashoba Valley Winery in Bolton, Massachusetts, takes “a day at the orchard” to a whole new level. Nashoba grows more than a dozen varieties of apples available for picking and offers three different “experiences” for visitors interested in filling up their bags. Reservations are required, and picking time this year is limited to 45 minutes per group (no more than five people allowed per group).

Before and after loading up on Golden Delicious, Mutsu, Baldwin, and Rhode Island Greenings, enjoy a picnic lunch of salads and sandwiches (including several vegan options) or dinner from J’s Restaurant (reservation required; open for lunch Thursday-Sunday, and dinner Thursday-Saturday).

Beer and cider enthusiasts will love the options at Bolton Beer Works, all brewed onsite using local grains, fruits, and herbs. For wine drinkers, there are more than 30 bottles to choose from at Nashoba Valley Winery, including non-grape offerings (think peach, plum, pear, and blueberry) as well as traditional varietals such as Sauvignon Blanc, Vignoles, and Malbec.

For something a little stronger, head over to Nashoba Valley Spirits. The distillery was the first in Massachusetts to receive a farmer-distiller license in 2003, and produces and sells brandies, eau de vie, cordials, and 100% apple-distilled vodka.

Recommended airport: Minute Man Air Field (6B6)

Hickory Hill Orchards — Cheshire, Connecticut

Owned and operated by Fred and Lynn Kudish for more than 40 years, Hickory Hill Orchards is a 33-acre fruit-filled paradise. Peaches, pears, plums, and nectarines grow alongside more than 20 varieties of apples — all available for picking, or to purchase at the onsite country store. Also grown at Hickory Hill are gourds and pumpkins, which can also be purchased at the store or hand-picked from the field.

The orchard’s pick-your-own schedule is easy to remember: 9:30am - 6pm daily, from mid-August through November. In October, look for the following apple varieties to take home, listed in order of early- to late-ripening: Ida Red, Golden Delicious, Mutzu, Cameo, Rome, Winesap, Braeburn, and Granny Smith.

Before you head home with your bushels of fruit, be sure to grab a few snacks from the store for the road. In addition to their fruit, the Kudish’s sell cider donuts, apple fritters, local goodies including Vermont maple syrup, and fresh-pressed cider to wash it all down.

Recommended airport: Meriden Markham Municipal Airport (MMK)

Poverty Lane Orchards — Lebanon, New Hampshire

Photo by Brenda Bailey Collins

Apples are king at Poverty Lane Orchards, a picture-perfect hillside farm overlooking the Connecticut River Valley. Owned and operated by Steve Wood and Louisa Spencer, who also run Farnum Hill Ciders on the same property, the fields of Poverty Lane once belonged to dairy farmers, but starting in the 1960s were planted to classic New England apple varieties for local consumption and regional wholesale.

When top-quality McIntosh, Macoun, and Cortland became less popular in the market, Wood and Spencer began cultivating apple varieties foreign to most everyday apple eaters, many of which are pressed and fermented for their traditionally made Farnum Hill Ciders. (In 2014, Steve Wood was a James Beard Award semifinalist in the “Outstanding Wine, Beer, or Spirits Professional” category due to his cidermaking achievements.) Today, their most marketable apples are "bittersweet" and "bittersharp" cider varieties, grown for their fermentable juices and which help other cidermakers achieve more complex flavors.

New policies for pick-your-own guests in 2020 include pre-purchasing a bag to fill in the fields — half-peck (about 5 pounds full), peck (about 10 pounds), or half-bushel (about 20 pounds) — and the requirement that anyone over the age of 2 wear a mask. Pick-your-own apple varieties are most plentiful in the earlier months of autumn in northern New England, so picking may not be available come mid- to late-October. However, the orchard is open through Halloween (Monday, Thursday, and Friday, 9am - 6pm; and weekends, 10am - 5pm), offering tractor rides, room to roam, cider tasting, and a retail stand full of apples and other local treats for purchase.

Recommended airport: Lebanon Municipal Airport (LEB)

Indian Creek Farm — Ithaca, New York

Tucked away in the Finger Lakes region of upstate New York, Indian Creek Farm is more than 100 years old and is home to 60 apple varieties, plus dozens of vegetables and fruits available for you-pick June through November.

Northern Spy, Rome Beauty, Red Delicious, and Mutsu apples are the stars of the show in late autumn. The orchard was brought back to life in 1997 by Stephen Cummins: son of Dr. Jim Cummins who, during his tenure at the Cornell University Experiment Station, cross-pollinated and produced more than 30,000 hybrid apple seeds. Together with a crew of dedicated co-founders, farmers, friends, and relatives, Cummins ensures that his 60-acre farm honors the land upon which it resides through education and careful cultivation.

Indian Creek Farm updates its homepage seasonally with available you-pick produce, hours, farm-stand goodies (don’t miss the fresh cider donuts), and “fresh crop alerts.”

Recommended airport: Ithaca Tompkins Regional Airport (ITH)

Tradewind offers charter flights year-round to Newport, Bolton, Cheshire, Lebanon, and Ithaca. To receive a quote, please visit our charter request form or contact our charter specialists at charter@flytradewind.com or 1-800-376-7922. To learn more about Tradewind’s comprehensive safety plan, please visit our COVID-19 Response page. For the latest travel updates, please visit our Travel Advisory page.