The 2025 Nantucket and Martha’s Vineyard Ticket Book Sale is Now Live!
Fly Personal to Puerto Rico
Tradewind serves Puerto Rico via private and scheduled service flights.
Puerto Rico is conveniently located in the Caribbean, making it a perfect location for our Tradewind Caribbean Headquarters and a central hub for island hopping via scheduled service or private charter.
Scheduled Service Flights
Tradewind’s Caribbean hub is located in San Juan, Puerto Rico, and is a convenient location for the origin of our scheduled service flights. These flights operate from San Juan to Anguilla (AXA), St Barths (SBH), Virgin Gorda (VIJ), Tortola (EIS), and Antigua (ANU), offering modern aircraft comfort and safety, private lounges, convenient transfer hubs, and flexible ticket terms.
SCHEDULED CONNECTIONS THROUGHOUT THE EASTERN CARIBBEAN
Travel with confidence to your next destination.
Aircraft
Flights to St Barths, Anguilla, Virgin Gorda, and Antigua are operated in a Swiss-built Pilatus PC-12 turbine-powered aircraft flown by two pilots with air-conditioning, a comfortable pressurized cabin, and plenty of room for luggage. Guests on our scheduled service routes enjoy complimentary snacks and refreshments including wine and beer onboard.
- Pilatus PC-12: The most popular private charter aircraft in its class. Known for unsurpassed safety and versatility, the Pilatus PC-12 is ideal for shorter range flights such as San Juan to St Barths, Virgin Gorda, Anguilla, and Antigua.
Private Charter Flights Learn more
Experience the ultimate convenience and comfort with private charters directly to and from Puerto Rico!
Popular private charter destinations include:
- Luis Muñoz Marín International Airport (SJU/TJSJ)
- Fernando Luis Ribas Dominicci Airport (Isla Grande Airport) (SIG/TJIG)
- Rafael Hernández International Airport (BQN/TJBQ)
- José Aponte de la Torre Airport (NRR/TJRV)
- Benjamín Rivera Noriega Airport (CPX/TJCP)
- Mercedita International Airport (PSE/TJPS)
- Antonio Rivera Rodríguez Airport (VQS/TJVQ)
POPULAR ROUTES TO PUERTO RICO
IN THE PILATUS PC-12:
From | Flight Time |
Virgin Gorda (TUPW/VIJ) | 35 minutes |
St. Thomas, USVI (TIST/STT) | 23 minutes |
St. Croix, USVI (STX/TISX) | 30 minutes |
St. Barths (SBH/TFFJ) | 54 minutes |
Anguilla (AXA/TQPF) | 50 minutes |
Nevis (NEV/TKPN) | 60 minutes |
AIRCRAFT OPTIONS
Now operating the largest fleet of on-demand Pilatus PC-12s in the United States, Tradewind offers the best availability in the industry for private charter flights to and from Puerto Rico. The Swiss-built Pilatus PC-12 features a pressurized cabin, air-conditioning, and comfortable seating for eight passengers with a full complement of luggage.
Should your trip require a larger cabin or longer range, Tradewind can secure the ideal aircraft for your journey through our network of vetted partners. Our reach includes all the latest models of light, mid, super-mid, and heavy jets.
Tradewind is a Part 135 operator of Pilatus PC-12 aircraft. Any travel arranged by Tradewind using a different aircraft type is neither owned nor operated by Tradewind.
Goodspeed Blog
Partner Experiences
Explore our exclusive offers available to guests visiting Puerto Rico.
Fairmont El San Juan Hotel
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.