Fly Personal Across North America and the Caribbean

Guests who fly Tradewind scheduled service to Virgin Gorda and stay 3+ nights at Rosewood Little Dix Bay will receive complimentary VIP Experience for their transfer in San Juan, while private charter guests receive a 5% discount. Once at Rosewood Little Dix Bay, guests receive between $150-$400 resort credit based on the booking room category.

With this exclusive Member-for-a-Stay offer, Tradewind private charter guests can experience The Abaco Club, a Bahamian private club located on Great Abaco Island, and enjoy full-member access along with exclusive benefits during a stay.

Guests who bundle their stay at Atlantis together with a Tradewind scheduled flight can save up to 35% off on their vacation.

Guests who fly Tradewind scheduled service to Anguilla and stay at Cap Juluca, a Belmond Hotel, will enjoy complimentary VIP Experience for their transfer in San Juan or a 5% discount for private charter guests. Once at Cap Juluca, Tradewind guests can enjoy an exclusive 10% discount on their hotel accommodation, as well as a complimentary 60-minute Muscular Energy or Imperial Relaxing Massage.

Exclusive for Goodspeed Card Members, fly to La Romana with Tradewind and stay at Casa de Campo Resort & Villas to receive a $500 resort credit per stay, 5% off any Exclusive or Ocean Front Villa category, complimentary airport pickup and return from the airport, private VIP services, and welcome amenities.

Guests who book a Tradewind private charter to Key West and stay a minimum of 2 nights at Lunara Bay will receive a 5% discount on their air travel. If the trip is on a weekday, guests will receive 15% off on their accommodations, or 10% off on a weekend stay.

Guests who fly Tradewind scheduled service to Anguilla and stay 3+ nights at Zemi Beach House will receive complimentary VIP Experience for transfers in San Juan, or a 5% discount on scheduled flights from Antigua or St Barths. Private charter guests receive a 5% discount on their air travel. Once at Zemi Beach House, receive between $150-600 daily hotel credit and a welcome amenity.

Unwind on Anguilla’s Shoal Bay West with this offer from Tradewind and Altamer Luxury Villas. Receive a 5% discount on your round-trip private charter, as well as a choice of one complimentary add-on experience during your stay.

Guests who fly Tradewind scheduled service to Anguilla and stay at Nevaeh Villa Anguilla will enjoy complimentary VIP Experience for their transfer in San Juan or a 5% discount for transfers from Antigua or St Barths. Tradewind private charter guests will receive a 5% discount on their travel. Once at Nevaeh, Tradewind guests will enjoy a complimentary welcome barbecue dinner serenaded by a guitarist.

Tradewind guests who stay at Nobnocket Boutique Inn can enjoy complimentary pick-up and drop-off from the Martha’s Vineyard Airport, along with a complimentary glass of wine upon arrival.

Fly private with Tradewind to the Chatham Bars Inn for a night of luxury. At Chatham Airport, enjoy a complimentary Lexus shuttle stocked with chilled champagne to the Inn, then bypass check-in and be escorted directly to your room or suite.

Experience Newport’s rich history, architecture, art galleries, and more with Newport Jaguar Tours. Tradewind guests receive an exclusive 10% discount on a private guided tour through Newport’s picturesque streets in classic Jaguar motorcars.