St Maarten

15 Best Anguilla Day Trips

I keep this list for the day trips that turn Anguilla into an easy add-on to a St Maarten stay. The crossing from Marigot takes about 25 minutes, and charter boats often push on to Prickly Pear or Shoal Bay East, two of the whitest beaches in the Caribbean. Bring your passport; Anguilla is a separate British territory with its own immigration.

1.Anguilla Getaway Cruise

Join us on the Anguilla Getaway Cruise for a journey filled with excitement and discovery, where every moment is a treasure waiting to be uncovered - but what lies beyond the horizon?

Most Popular★ 5.0

“I can’t say enough good things about this tour. Junior ( the boat captain) and his mate were excellent. They made the excursion so enjoyable. The food and drinks were plentiful. The beaches of Anguilla are stunning. Calm crystal clear waters. This excursion is worth…”

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2.Discover Pinel Island: Kayak Adventure for Couples & Families

Yearning for an extraordinary escape? Join us on a Kayak Adventure to uncover the hidden wonders of Pinel Island, where enchantment awaits around every corner.

★ 5.0

“MUST DO!!! Super nice tour and beautiful surroundings, we visited little key and pinel island with just the two of us in the canoe. It was wonderfully quiet and were sometimes the only ones on the water. we have seen a lot of turtles and…”

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3.Ultimate Prickly Pear and Anguilla Experience

Uncover the secrets of the Caribbean on the Ultimate Prickly Pear and Anguilla Experience, where adventure awaits at every turn.

★ 4.5

“We had an amazing time on this excursion! The crew went above and beyond! We had 2 great snorkeling spots as well as a lovely time sailing from Mead's Bay back to St. Maarten! Cannot recommend this trip enough!”

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7.Speed Boat & Snorkeling Tour Pinel & Tintamarre Islands for CRUISE SHIP GUESTS

Embark on a thrilling Speed Boat & Snorkeling Tour to Pinel & Tintamarre Islands, where hidden underwater wonders and unforgettable beachside lunch await cruise ship guests.

★ 5.0

“Nicolas and Snyder were fantastic! They took us on a great adventure around St. Martin. Visiting multiple locations, we were able to get off the boat and explore, snorkel, swim, and enjoy a great local lunch. We never felt rushed, probably because they were not…”

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8.Anguilla In Style

Experience a luxurious day exploring Anguilla’s best beaches and hidden gems by speedboat, with expert guides, delicious food, and snorkel fun.

★ 5.0

“It was better than I could have imagined! The crew was amazing and friendly. The boat itself was very clean and comfortable. Even the sandwich was tasty 😂”

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9.All-Inclusive Local Guided Pinel Island Tour

Discover the beauty of Pinel Island with this all-inclusive guided tour featuring snorkeling, hiking, wildlife encounters, and a Caribbean feast—perfect for a memorable day.

★ 5.0

“We booked spur of the moment and we could not have made a better choice! My sister and I had an amazing time. We were treated like queens and Nick our tour guide went out of his way to make sure we had a fantastic…”

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

Experience a private full-day cruise around St. Martin and Anguilla with customizable stops, snorkeling, and an open bar—perfect for a relaxing island adventure.

★ 5.0

“This was the highlight of our two week vacation in St. Martin! We experienced such amazing beaches in this wonderful Anguilla tour. Jean-Claude was the BEST host and captain.... So very attentive and was very knowledgeable about the islands. 20 out of 10.”

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11.Private Speed Boat Charter to Anguilla

Take a thrilling ride through the Caribbean waters on a private speed boat charter to Anguilla and uncover the secrets that await.

★ 5.0

“Sam and Mel were fantastic! They met us at the dock with hot coffee and croissants. We had a little paperwork to fill out before we departed and they took care of all of that. They took us to some fabulous spots in and around…”

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12.Full-Day Private Charter to Anguilla

Embark on an extraordinary journey to the Caribbean paradise of Anguilla and discover the hidden wonders that await, starting with a full-day private charter.

★ 5.0

“Junior and coco made this experience exceptionally fun and safe. The expertise they give to the customers was great. I was able to overcome some fears I had. Thank you for a great experience.”

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13.Mambo Sail Catamaran to Rendezvous Bay Anguilla

Prepare for a luxurious adventure onboard the Mambo Sail Catamaran to Rendezvous Bay Anguilla, where a private chef awaits with a gourmet lunch like no other.

★ 4.5

“The service was great, and the crew always made sure they had drinks in your hand, whether it be rum punch, wine, beer, soda or fruit punch. We were told from the beginning that the ride to Anguilla would be choppy (as is expected sinRead…”

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

Experience a luxurious private yacht tour through Saint Martin, Saint Barthélemy, and Anguilla with stunning coves, 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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