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.

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, while scheduled service transfers through Antigua and St Barths enjoy a 5% discount. Tradewind private charter guests will receive a 5% discount on their travel. Once at Cap Juluca, Tradewind guests will enjoy an exclusive 10% discount on their hotel accommodation.

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.

Experience the vacation of a lifetime, every time. Exclusive Resorts is a members-only club designed for families with a private portfolio of 400+ luxury residences and rare experiences. As an exclusive offer to Tradewind Goodspeed Card Members and Ticket Book Holders, become an Exclusive Resorts Member to receive $20,000 off an Exclusive Resorts membership plus $5,000 towards upcoming Tradewind travel.

Guests who fly Tradewind to North Eleuthera and stay at The Cove will receive a resort credit to use during their stay on food, beverage, spa, or property activities.

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 book this package will receive a 5% discount on their private charter, and between 10-15% off their accommodation depending on booking dates.

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.

The Romance Package at Fairmont El San Juan Hotel includes everything couples need for a romantic weekend to set the stage for an unforgettable proposal.

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.

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.

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 personalize your stay at Altamer by choosing amenities from either the Island Bliss Package or Island Explorer Package, or a standard discount off your stay.

Visitors who book this experience and check into a luxury one bedroom suite at Hotel Le Toiny will enjoy a private pool, VIP amenities including full daily breakfast, access to a full mini bar, and a special bottle of champagne.

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.