On demand, anywhere you need us.
First-class island hopping throughout the Caribbean. Seamless connections to St Barths, the BVI, USVI, Anguilla, St Kitts and Nevis, Antigua, Dominican Republic, and beyond!
Caribbean Private Charter Experience
Our in-fleet Pilatus PC-12 and Citation CJ3 Jet aircraft are excellent options for short to medium range flights. For larger groups and longer distances, we’ll secure the best medium and large cabin options from our trusted network of operators.
Convenient Transfer Hubs
Fly through San Juan, PR and easily connect with virtually all major airlines from the U.S. Direct flights from Canada, Europe and South America are also available. Fly to Antigua from London on British Airways or Virgin Atlantic for a convenient one-stop transfer to St Barths.
All Tradewind guests connecting through San Juan can relax and enjoy refreshments and complimentary WiFi in our private lounge. Once ready for boarding, guests are escorted through expedited security screening and directly out to the awaiting aircraft.
Complimentary VIP Experience
Our popular VIP Experience in San Juan is complimentary for private charter guests for a seamless transfer between flights. A Tradewind representative will meet you at the arriving airline gate and escort you to the Tradewind private lounge. Luggage is retrieved by a Tradewind representative and checked in while you relax in comfort and style.
Private Jet Connections
Connecting from another private jet? Our team will meet your aircraft arrival for a smooth transfer to your awaiting Tradewind connection.
Private Flights in the Caribbean
Discover the best way to travel throughout the Caribbean in the Tradewind-operated modern fleet of Pilatus PC-12 aircraft. Our San Juan hub features VIP transfers, an exclusive private lounge, and expedited security and boarding. Conveniently transfer from an airline or private jet and fly to your destination in comfort and style.
For frequent flyers, our Goodspeed Card Program offers block time discounts within our service regions in our Pilatus PC-12 fleet and other membership perks.
Goodspeed Card Program
Fly with Freedom with a Goodspeed Charter Card. Take advantage of significant savings and simplified pricing on private charter in the Tradewind fleet of Pilatus PC-12 aircraft.
SIMPLE & TRANSPARENT
- Pay only for the time you fly. No repositioning fees
- No initiation or membership fees, peak day surcharges or blackout dates
- Cancel up to 24 hours prior to departure with no penalty
- No lead time requirement. Book a trip at your convenience
- Access to smaller runways like Montauk, Fishers Island, and Provincetown
- Three convenient service regions: Northeast U.S., Southeast U.S., and Caribbean
- 20-30% less expensive than comparable programs
- 30% discount on day trips & 20% discount on overnight trips
- Discounts on Tradewind Scheduled Service routes & Tradewind Citation Jet charter
- Discounted charter rates starting at only 10 hours
*Discounts based on retail rate of $5,440
Subject to fuel surcharge, FET and international fees where applicable.
Large Jet Aircraft
Large Jet Aircraft
A Proven Performer! The ultimate in comfort, reliability, and safety, the Pilatus PC-12 features a pressurized and air-conditioned cabin with equal and ample room for 8 passengers. On scheduled routes, the Pilatus is configured with 8 forward-facing seats, which allows for more room for luggage. Private service is operated in an executive-configured aircraft featuring a four-person club plus two rows of forward-facing seats and a fully enclosed lavatory.
Tradewind Aviation’s fleet of Citation CJ3s is the newest standard in light jet comfort and performance. With the latest technology avionics and engines, the CJ3 climbs to 45,000 feet easily and cruises long distances efficiently. The interior of the CJ3 provides adjustable seating for six passengers in a center club arrangement around two executive foldout tables. A five-inch dropped aisle yields a 57-inch high cabin, which is approximately 58-inches wide and 15-feet long, providing plenty of cabin space. Enjoy complimentary WiFi on domestic flights in our Citation CJ3s.
Mid-size Aircraft: Should your trip require a larger cabin or longer range than our in-fleet Citation CJ3s and Pilatus PC-12s, we will happily assist you with securing the ideal aircraft for your journey. Each operator is vetted to ensure a strong safety record and high level of service. As an operator ourselves we know just what to look for and the necessary questions to ask. We’ve booked trips for clients like a one-way trip from New York to Antigua on a Challenger 350, a Super-mid jet. Our reach includes all the latest models of Mid-size jets including Falcon, Challenger 350, Hawker and Citation Xs, among others.
Large Jet Aircraft
Should your trip require a larger cabin or longer range than our in-fleet Citation CJ3s and Pilatus PC-12s, we will happily assist you with securing the ideal aircraft for your journey. Each operator is vetted to ensure a strong safety record and high level of service. As an operator ourselves we know just what to look for and the necessary questions to ask. We’ve booked trips for clients like a round trip from Zurich to Miami on a Global Express, a large cabin jet. Our reach includes all the latest models of Large cabin jets including Gulfstream and Global Express, among others.
Partner Experiences in the Caribbean
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 book this offer and stay at a WIMCO St Barth Properties villa will receive 24/7 concierge service, a complimentary rental car during their stay, and gourmet food and wine pre-stocked in their villa.
This Elite Elopment package is the idyllic way to celebrate everlasting love with the Quintessence Hotel and Tradewind Aviation.
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 the Island Explorer Package.
Guests who fly Tradewind private service to Anguilla and stay four nights at Zemi Beach House will enjoy a 5% discount. Once at Zemi Beach, redeem a complimentary 5th night, a 10% discount at Zemi’s Thai House Spa, and a $200 resort credit per room.
Guests who fly a Tradewind private charter to Anguilla and stay at Cap Juluca will receive a 5% discount. Once at Cap Juluca, Tradewind guests will enjoy an exclusive discount on their hotel accommodation.
Visitors who book this offer and stay at Le Barthélemy in the Suite Ocean Lux Piscine Priveé for 5 nights or more will enjoy a 2 hour sunset cruise on a private yacht with champagne.
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.
Visitors who book this offer and stay at Le Sereno will enjoy a complimentary 45 minute massage at Valmont Spa and an in-room amenity kit containing a beach bag and bottle of champagne.
Visitors who book this offer and stay at Hôtel Manapany will receive a complimentary dinner for two with Grilled Lobster or Black Angus Sirloin steak served with a bottle of champagne at the On the Rocks restaurant.
Guests who book this offer and stay at Villa Nanne will enjoy one welcome bottle of champagne per occupied room and two one-hour long massages per occupied room.
Visitors who book and stay at Villa Marie will receive a $100 bar or spa credit and complimentary sun loungers at Gyp Sea Beach Club.
Looking for your next adventure? Whether for business or pleasure, Tradewind can take you there.