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

“Terrific experience! The boats were clean and the equipment was in great shape. The instructions on where to “park” the kayak on Pinel Island, where to snorkel, and where to look for turtles were clear. The operator was very friendly. My hRead more”

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5.Boomerangs Best of Anguilla: Swim with Turtles Adventure

Experience a full day of snorkeling, beach hopping, and delicious Caribbean cuisine on a stylish catamaran tour around Anguilla from St. Maarten.

★ 5.0

“Excellent trip. Crew is like a well oiled machine…on point with everything. Lunch was amazing. Expect that everything you bring WILL get wet. If you plan on swimming and snorkeling use the pool noodle that the boat offers and bring flippers. The current is stronger…”

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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

“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

“This was a wonderful experience. We were in town on a cruise stop. We were picked up right by the port sign. Communication with the operator was excellent. We had a great day away from the hustle and bustle. Would 100% book this again.”

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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

“From sight seeing and snorkeling to eating and more sight seeing, Sam gave us a great overview of Anguilla and St Maarten and we had the most wonderful time.”

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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

“⭐️⭐️⭐️⭐️⭐️ A Truly Unforgettable Sunset Sail with Yes Darling Charter Yacht! Our experience with Yes Darling Charter Yacht was nothing short of spectacular! We went on a sunset sail, and it turned out to be one of the absolute hiRead more”

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More Anguilla Day Trips

Explore St Maarten

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