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Sail to Anguilla aboard a luxury catamaran on this full-day trip from St Maarten. Stop at Prickly Pear Cay to lounge in the shallows off the small island's the pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Visit lively Road Bay Beach for a barbecue lunch at Roy's Bayside Grill, then hit up some of the beach bars before climbing back aboard the two-hulled sailboat for the trip back to your departure point. Round-trip transportation from select hotels on St Maarten is included, depending on day of tour.


  • Full-day trip to Anguilla by boat from St Maarten
  • Snorkel at an excellent coral reef location off Prickly Pear and see a bounty of Crayola-colored marine life
  • Relax in the shallow waters along Prickly Pear’s shoreline and explore its waters
  • Dig into a delicious BBQ lunch at Roy's Bayside Grill on Road Bay Beach
  • Light refreshments, lunch, snorkeling gear, port fees and round-trip boat transport between St Maarten and Anguilla included
  • Pickup and drop-off from select St Maarten hotels included Tuesday through Friday

Recent Photos of This Tour

What You Can Expect

Anguilla Day Trip from St Maarten Including Lunch

Sail around the Caribbean waters!

Either the tour company will pick you up at your hotel in St Maarten (see Important Info for included hotels) or you'll make your way to Simpson Bay's Pelican Marina to board your boat.

Find a spot in the sun or shade on the decks of the luxurious catamaran, the 'Lambada,' and enjoy the scenery as the boat sails up the western coast of the island to Plum Point, then across the channel to the neighboring island of Anguilla. Get to know your friendly crew and purchase a few rum punches from the cash bar on the way to your first stop, Prickly Pear Island.

The boat will moor at Prickly Pear, a small uninhabited cay off of Anguilla, so you can enjoy the quiet and solitude among the white sand and palm trees. Slip on some of the provided snorkel equipment and dive in, or simply swim up to the beach to lounge in the bathwater-warm shallows. Snorkelers will float among the vibrant coral and groups of darting tropical fish. The crew may instead steer the boat towards the reefs off Prickly Pear Cay, depending on the weather and conditions.

After your visit to Prickly Pear Cay and its surrounding reefs, climb back aboard the boat and dry out in the sun as the captain steers towards Road Bay, a lively stretch of beach on Anguilla proper.

Upon landing on Anguilla, enjoy the provided barbecue buffet at Roy's Basyide Grill that includes ribs, fish and chicken. Hang out at Road Bay Beach for the afternoon. Relax, stroll the stretch of sand or hit up one of the many beachside bars. 

Your 8-hour adventure in Anguilla ends with a sail back to St Maarten, and drop-off at select hotels.

Customer Reviews

Robin H

5 star rating: Highly Recommended October 2016

The crew was so nice and had a great time

John D

5 star rating: Highly Recommended August 2016

Great trip, crew was very friendly, food was great and the drinks went all day

cecilia h

5 star rating: Highly Recommended July 2016

The captain and crew were amazing!! So helpful and accommodating. Always asking if we needed anything. The snacks on board were plenty and were the drinks! The lunch on Anguilla was big and delicious...we both had the fish. Definitely worth every penny. Highly recommended!

Dadrie R

5 star rating: Highly Recommended July 2016

This tour was amazing!


5 star rating: Highly Recommended July 2016

Highlight of our two weeks spent in Sint Maarten. Family of 4, children aged 15 and 13. Professional and safety conscious,this crew was fun, outgoing, multilingual and hardworking. The Lambada was a very large catamaran that had lots of room for our 55 guests,plus 4 crew. We travelled under sail and motor on the outbound trip and mostly sailed on our return by an experienced captain. First stop, Prickly Pear for snorkeling off the boat, the water was crystal clear and lots of colourful fish to see. Second stop, Road Bay Anguilla for a delicious lunch that was well organized and eaten on picnic tables with our toes is the sand with protection overhead from the sun. The beach was BEAUTIFUL. An open bar all day, wonderful music, great guests and fantastic crew this is a 5 star day trip. Wear your swim suit, pack sun screen and bring your sense of adventure.

Megan T

5 star rating: Highly Recommended July 2016

This tour was fantastic!! All the rum you can drink! The snorkeling portion was the perfect amount of time, lunch was delicous and the views were beautiful! The crew we had were very fun and not afraid to pump up the music for us and take requests! We will definitely book this tour again !

Miriam D

5 star rating: Highly Recommended June 2016

Great trip to outstanding locations and venues. Wonderful captain and crew who met our every need. We would definitely go on another of their trips.

Ruth K

5 star rating: Highly Recommended September 2015

The tour was a blast! The captain and crew were fantastic!

Yvette J

5 star rating: Highly Recommended September 2015

Great ride to Prickly Pear, but unfortunately didn't get to see Anguilla. Crew was great but we were told that the resorts were closed for 2 months so we didn't go ashore.

Michael K

5 star rating: Highly Recommended May 2015

Great crew. They really take care of you. The tour is really amazing.

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