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.

1.Anguilla Getaway Cruise

Discover Anguilla on a full-day powerboat tour from Sint Maarten, with beaches, snorkeling, delicious onboard lunch, and open bar — a lively, scenic island hop.

Most Popular★ 5.0

“Had a fantastic day with Captains Nicolas & Lucas a couple days ago! The seas were a bit rough, which made for an interesting trip across, but it was fun. Just be prepared to possibly get wet / soaked! And make sure you have all…”

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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

“This was definitely worth it!! Highly recommend. I went with my husband, and we had a great time kayaking to Pinel. It was short and an easy trip, even for those with little experience. We were told where to go to see turtles and stingrays,…”

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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

“Had an amazing day despite the bad weather. The beaches were beautiful and the snorkeling was great. Lucas always made sure we had a drink in our hands whether we were on or off the boat.”

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

Discover St. Maarten’s best snorkeling and island sights on a small-group speedboat tour featuring Tintamarre, Pinel Island, marine life, and stunning views.

★ 5.0

“Amazing experience. Our captain at Rum Rush was the best!!!! We were a family of 7 with 2 small children and we had a great time. The group was small which made the experience even more enjoyable. We hopped to every corner of the island…”

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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

“Fun day of beach hopping. We missed two beach stops because the water was too choppy, but Alex and Elias were great hosts. I’d recommend adding a stop somewhere commercial on Anguilla and permit a stop to eat outside of the boat. A good time…”

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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 Elliott worked hard to meet our needs including ensuring we had a better experience on a different day due to weather. He accommodated our drink requests and was flexible with our timing!”

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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

“Sam was an awesome guide. He offered to take us anywhere we wished in the area but we deferred to him and he had a great itinerary in mind. We hit all the nice spots on the island, had a reserved table on Pinel for…”

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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

“We have Captain Sam and co captain Jr on our tour. This tour was amazing! We saw beautiful beaches, lunch was great, and the crew was great! I would recommend bringing a waterproof bag to bring your cell phone from the boat to the beaches.…”

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13.Mambo Sail Catamaran to Rendezvous Bay Anguilla

Discover the beauty of Anguilla with a full-day sailing trip on Mambo Catamaran, featuring stunning beaches, delicious onboard lunch, and snorkeling.

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

★ 5.0

“Yes Darling was so accommodating! We had the most fun and relaxing day. Plenty of food and beverages. Lots of water activities. Our entire family had the best time. Could not recommend this yacht more!”

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More Anguilla Day Trips

Explore St Maarten

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