St Maarten

15 Best Anguilla Day Trips

The neighbor-island escapes: Anguilla getaway cruises to beaches that make St Maarten jealous, Prickly Pear’s sandbar day and Pinel Island by tandem kayak for the closer hop. Anguilla’s sand is the argument; the boat ride is twenty minutes of foreplay.

2.Pinel Island Adventure: Tandem Kayak Experience

Explore Pinel Island by kayak with this full-day rental from St Maarten. Enjoy stunning scenery, marine life, and flexible exploring at your own pace.

★ 5.0

“Muy buena actividad que no requiere mucha condición, se puede ir a isla Pinel y a otra pequeña que se encuentra justo al lado. Les recomiendo llevar agua y si desean algo de comer. Pueden recorrer isla Pinel, tiene paisajes impresionantes.”

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6.Anguilla – Discovery Speed Boat tour

Experience the best of Anguilla with a 7-hour speed boat tour from St. Maarten. Snorkel, relax, and explore secluded beaches with all-day drinks and lunch included.

★ 5.0

“Great tour a time was had the staff were helpful and friendly the second helper was also a Dj made my experience a day I’ll never forget was my birthday 🎂 experienced so many other beaches I can’t swim I got a life jacket and…”

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8.Anguilla In Style

Experience Anguilla's best beaches and hidden gems on this 6-hour speedboat tour with guides who know how to make every moment memorable.

★ 5.0

“Ride is fun but could be rough, would not recommend if you have a bad back. CJ and Anthony are a wonderful team.”

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9.All-Inclusive Local Guided Pinel Island Tour

Discover the natural beauty of Pinel Island with an all-inclusive guided tour featuring snorkeling, hiking, wildlife encounters, and Caribbean cuisine.

★ 5.0

“You will check in before boarding the ferry, arriving to Pinel island you have the opportunity's; Hiking, swimming, sunbathing, bathrooms, food, drinks, photography, relaxation. The ferry will transport you back as well, overall experience was well worth it!”

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10.Private Full-Day Cruise of St. Martin and Anguilla

Experience a private full-day cruise exploring St. Martin and Anguilla with customizable stops, snorkeling, and free drinks, led by expert guides.

★ 5.0

“Captain William was a gem. He met us at the time and location described and greeted us like old friends. His enthusiastic parties us onto the boat and he offered some ideas for the excursion. Plenty of drinks and lovely snacks. ToRead more”

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11.Private Speed Boat Charter to Anguilla

Discover Anguilla with a private speedboat, personalized itinerary, stunning beaches, snorkeling, and drinks—perfect for those seeking a tailored Caribbean adventure.

★ 5.0

“Just had an awesome day with Sam. Saw beautiful Anguilla and Sam is very knowledgeable and he has a beautiful and well maintained boat. I would highly recommend.”

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12.Billy Bones Exclusive Private Charter to Anguilla

Experience a private speedboat tour from St. Maarten to Anguilla, visiting stunning beaches, snorkeling spots, and enjoying unlimited drinks with expert guides.

★ 5.0

“Capt Junior and 1st Mate Damian on Rum Rush 100%. The Aguilla tour was amazing. These two guys are very good. The island speaks for itself. Go to Billy's Bones, and request Capt Junior Gong and 1st Mate Damian if you want a good experience.”

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14.Yacht YES DARLING – Private Boat St Martin, St Barth & Anguilla

Experience Caribbean luxury with a private yacht cruise visiting St Martin, St Barth, and Anguilla. Enjoy stunning scenery, gourmet food, and personalized service.

★ 5.0

“We had a mother/daughter trip with a group of almost 20, and the Yes Darling Crew made our experience so wonderful! We had great drink service, and we enjoyed all of the destinations during our boat trip., We are all thankful for the gorgeous, fun-filled…”

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More Anguilla Day Trips

Explore St Maarten

Two nations, one island: jet blasts, catamarans and turtle bays.