Fly Personal to Anguilla
First-Class Island Hopping
Tradewind serves Anguilla from San Juan (SJU), St Barths (SBH), and Antigua (ANU) which is conveniently accessible by airline or private service.
Travel to Anguilla in our modern, pressurized and air-conditioned fleet of aircraft with short connections at a nearby hub airport.
Scheduled Service LEARN MORE
Tradewind scheduled service flights are available to Anguilla from San Juan (SJU), St Barths (SBH), and Antigua (ANU), offering modern aircraft comfort and safety, convenient transfer hubs, and flexible ticket terms.
SCHEDULED CONNECTIONS THROUGHOUT THE EASTERN CARIBBEAN
Fly with confidence to your next destination. Scheduled flights to Anguilla return in December 2023!
Flights to Anguilla 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. Known for unsurpassed safety and versatility, the Pilatus PC-12 is ideal for shorter-range flights such as San Juan or St Barths to Anguilla. Guests enjoy complimentary snacks and refreshments including wine and beer onboard. Scheduled service is operated in a commuter-configured aircraft featuring 8 forward-facing seats.
ALL CARIBBEAN SCHEDULED SERVICE ROUTES
Private Service LEARN MORE
POPULAR ROUTES TO ANGUILLA
|Antigua (ANU/TAPA)||33 minutes|
|San Juan, PR (SJU/TJSJ)||50 minutes|
|St Thomas (STT/TIST)||36 minutes|
Tradewind private service provides elevated comfort and convenience for all of your private travel needs. The Tradewind-operated fleet of Pilatus PC-12s is perfect for shorter trips and smaller airports. Our Citation CJ3 Jet aircraft is ideal for mid-range trips such as New York to the Caribbean. For longer-range private flights, we will source the perfect aircraft with our trusted partner network.
An elevated travel experience in the Caribbean.
Modern Aircraft Comfort and Safety
Flights to Anguilla are operated in 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 enjoy complimentary snacks and refreshments including wine and beer onboard.
Convenient Transfer Hubs
Fly through San Juan, Puerto Rico and easily connect with virtually all major airlines from the U.S. Direct flights from Canada, Europe and South America are also available.
Flexible Ticket Terms
Itinerary changes are free and scheduled service tickets are interchangeable with family and friends. Luggage is free (max 50 lbs / 23 kg total per person) and pets are welcome at no charge.
Tradewind has ticketing and luggage transfer agreements with American Airlines, United Airlines and British Airways. Book interline travel with your travel advisor or directly with the airline for a smooth transfer to Anguilla.
The Perfect Itinerary for a Weekend in Anguilla
Small, secluded Anguilla is still one of the more under-the-radar Caribbean destinations, which is a boon to those who visit frequently. Sandy white beaches and crystal-clear waters are the main draws of this island destination, but an
Maundays Bay: The Best Beach on Anguilla
Your guide to exploring the tropical paradise that is Maundays Bay, perhaps the best kept hidden gem in all of the Caribbean.
How to Get to Anguilla
While each island in the Caribbean boasts its own singular personality, many visitors agree that there’s something particularly special about Anguilla. Lined with 33 white-sand beaches and surrounded by shimmering turquoise waters, this sought-after British territory is
Anguilla: A Luxury Enclave with Local Character
Blending sumptuous resorts with low-key Caribbean charm, Anguilla is a paradise for travelers seeking to get off the grid without sacrificing luxury. Renowned as the culinary capital of the Caribbean, the secluded
Check out these exclusive offers available to our guests.
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.
Passengers who fly Tradewind scheduled service to Anguilla and stay at Cap Juluca 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 Cap Juluca, Tradewind passengers will enjoy an exclusive discount on their hotel accommodation.
This Elite Elopment package is the idyllic way to celebrate everlasting love with the Quintessence Hotel and Tradewind Aviation.
Guests who fly Tradewind private service to Anguilla and stay four nights at Zemi Beach House will enjoy a 5% discount on their air travel. 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.