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

“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.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

“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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5.Simpson Bay Full-Day Anguilla and Prickly Pear Boat Tour – St Maarten

Need a dose of adventure and exploration? Join the Simpson Bay Full-Day Anguilla and Prickly Pear Boat Tour 2024 in St Maarten and discover the breathtaking wonders that await you.

★ 5.0

“It was a great day. We visited beautiful beaches. The crew was awesome and very helpful. The lunch was very delicious.”

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6.Anguilla – Discovery Speed Boat Tour

Prepare to be amazed as you plunge into the crystal-clear waters and uncover the mysteries that lie beneath on the Anguilla - Discovery Speed Boat Tour.

★ 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

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

“This excursion had everything!! We saw dolphins, rays and many fish. The ride was much fun and lunch was delicious!!”

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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

“Great hosts. Very concerned about their customers. Great sandwiches, drinks and beautiful beach sites.”

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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

“I booked this experience as a part of my boyfriend’s birthday trip. We had an amazing time. Elliot was super accommodating and gave great recommendations as to where we should travel to during the excursion. He informed as Read more”

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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

“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.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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