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

“This was such a fun day - not a cloud in the sky. Sammy was the best captain - we had a couple of birthdays on the boat and they made the birthday ladies feel extra special.”

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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

“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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4.Prickly Pear Catamaran Trip from St Maarten Including Lunch

Enjoy a full-day catamaran cruise from St. Maarten to Anguilla's Prickly Pear Cay, snorkeling, a buffet lunch, and island swimming for $135.

★ 4.5

“This isn't the first time that my family and I book this experience with Aqua Mania Adventures. We love their energy and how much fun we had with the crew. The drinks are unlimited, the snacks and food were delicious. I highly recommend this experience…”

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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

“My wife and I went with Captain Niko and Snyder, we had a fantastic time snorkeling, hanging on the boat and beach, and exploring Anguilla. Niko and Snyder were super helpful, and we would recommend this trip to anyone looking to go see multiple spots…”

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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

“This is one of the best excursions I have ever taken. Although we could not go to the original places as prescribed due to the weather, our tour guides Sammy and Nacho made our tour fun and informative. The lunch provided was very good (hint…”

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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

“The experience was excellent, we really enjoyed. I do not like boats, so took my dremamine and had a great time, it was a speed boat, the captain and co captain were great, knowledgeable and ensured we had a great 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

“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

“Where do I begin?! Our captain ATN was AMAZING and so accommodating to our special asks/itinerary. This tour was definitely the highlight of our trip! The islands (Anguilla & St M) are so beautiful AND wonderful with some of the nicest pRead 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

“Sam was very responsive the day before our tour, promptly answering our questions, and he was there to meet us as soon as we arrived. There were six of us, and we specifically wanted a private experience to fully enjoy the day without tRead more”

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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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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.