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 operate seasonally between December and April.
AIRCRAFT
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
Fly without compromise to Anguilla with Tradewind Private Service. The Tradewind Pilatus PC-12 fleet is ideal for shorter routes such as Anguilla from San Juan, the U.S.V.I., and Antigua.
POPULAR ROUTES TO ANGUILLA
| From | Flight Time |
| Antigua (ANU/TAPA) | 33 minutes |
| San Juan, PR (SJU/TJSJ) | 50 minutes |
| St Thomas (STT/TIST) | 36 minutes |
AIRCRAFT OPTIONS
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.
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
Goodspeed blog
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
Goodspeed blog
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.
Goodspeed blog
Sunkissed and Sea-Soaked in Anguilla
Explore Anguilla: Scheduled flights return this December! Enjoy seamless travel with Tradewind from San Juan, Antigua, or St. Barths. Discover top-tier accommodations and exclusive perks for a perfect island getaway.
Goodspeed blog
5 Must-Try Destinations for Luxury Travelers in 2024
Tradewind Aviation offers the most seamless experience for arriving at top luxury destinations that might otherwise be difficult to access, including secluded island paradises and snowy winter wonderlands.
Goodspeed blog
Uncover Top Spa Destinations to Unwind and Rejuvenate
Relaxing and unwinding at a destination known for its top spa services will leave you feeling rejuvenated, especially when traveling there is also a relaxing experience.
Goodspeed blog
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
Goodspeed blog
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
