St Maarten · ANGUILLA BOAT DAY TRIPS
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Twenty minutes across the channel is some of the whitest sand in the Caribbean. These are the best Anguilla day trips from St Maarten — Shoal Bay and the Prickly Pear cays, which go by public ferry versus private boat, what lunch and beach time you get, and the passport and customs details to sort before you go.
Powerboat day trip from St Maarten to Anguilla with Sandy Island, Little Bay, Meads Bay, snorkeling gear, lunch, and an open bar.
“Had a great time experiencing all the beautiful beaches in Anguilla. The sandwiches were fresh and tasty. The drinks were plentiful...especially the Rum Punch. This is a don't miss day trip. The crew was friendly and knowledgeable.”
Catamaran sail from St. Maarten to Prickly Pear and Anguilla with snorkeling, buffet lunch, unlimited drinks, and sunset champagne.
“What a great day we had. The crew and the captain were amazing!!!!!! Thank You, Thank You, Thank You for such an amazing experience.”
Full-day catamaran from St Maarten to Anguilla’s Prickly Pear Cay and Mead’s Bay with lunch, open bar, and snorkeling gear.
“If you want a 6 hour boat tour where you can drink as much cheap alcohol as you want without any real substance to the boat tour, this trip is for you. On our particular outing in November 2025, we were unable to stop at Prickly Pear whicRead more”
Anguilla day trip from St Maarten by catamaran: turtle snorkeling at Little Bay, 4 beaches, open bar, and BBQ lunch.
“This was a great trip, Anguilla was beautiful. We had a great time. Saw some great fish and turtles as well.”
Speedboat day trip from St Maarten to Anguilla with four beach stops, snorkeling gear, lunch, and an open bar. Simple pickup.
“First, Anguilla is amazing, there beaches are postcard, unbelievable beauty. I’ve been all over the world and I can say, one of the best (if not, THE best I’ve seen). With that being said, there was no need for this tour to be that rushed and done in a hurry. We had an amazing weather, no winds, no rain and everyone came on time, we even left on time, but every stop was only 40-45 minutes. The Viator itinerary says three stops for one hour stay at each place and Meads Bay (the last and the best stop) for one and a half hour. So, why did we only stayed…”
A six-hour speed-boat day trip from St Maarten to Anguilla with four beach stops, snorkeling gear, and drinks plus French-style lunch.
“Great excursion for those that love to beach hop. The 2 man crew was amazing and very friendly. This trip is not to get to know or see the island per se. It is a beach tour where you hop off the boat and into the water and repeat. So you only get to see the island from the boat. That is what I wanted but I can imagine some people not. Food was good and drinks flowed. Snorkeling was ok. We saw some starfish and fish but nothing crazy. Again, I want beaches not snorkeling so it didn't bother me. Overall it was a nice excursion with plenty of…”
Private speedboat day from St. Martin to Anguilla for beaches, runway-plane watching, and flexible snorkeling with an open bar.
“Elliot was engaging and accommodating. We enjoyed the day on his boat that is not actually made of paper, chatting with him and having lunch on the island. Snorkeling was awesome with fish and turtles. Also the beach hopping made for a perfect day. We chartered for my husbands 50th and it was his favorite experience for a birthday.”
Private speedboat charter from St Maarten to Anguilla with a captain-led route, free drinks and snorkeling gear, and beach time.
“Sam was very professional. Our group ranged in age from 16-56 and everyone had a great day. The boat is very clean and the locations were gorgeous. We were on a cruise and booked this as a private excursion…we were not disappointeRead more”
Mambo catamaran from St Maarten to Anguilla’s Rendezvous Bay for beach time, snorkeling gear, lunch, and an open bar.
“Great crew and such a fun day! Maundays bay and Rendezvous bay are stunning 😍 they give you your money's worth in food, booze and hospitality.”
Private speedboat charter from St. Maarten to Anguilla with an open bar, flexible beach stops, and a crew that handles logistics.
“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. I would do this tour all over again in a heartbeat and highly recommend.”
Private 20m yacht YES DARLING for St Maarten, St Barth, and Anguilla. Open-deck style, crew service, drinks, and cove time.
“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 boat trip!”
Private boat day from St Maarten to Anguilla with Pierre, top snorkeling stops, paddleboards, an open bar, and free cancellation for a group of up to 10.
“We had a fantastic experience with Pierre. The boat was very clean and well provisioned. The ride was very smooth and the swimming spots were beautiful. Pierre did a great job of managing the waves and knowing where to take us, he was a great captain and host. I wouldn’t hesitate to book again.”
Private luxury yacht from St Maarten to Anguilla for calm-water beach stops, snorkeling, photos at the Anguilla Arch, and an open bar for up to 10.
“Elliot was a great captain. He took us to a number of bays to swim and snorkel. I would do this again. charcuterie board and drinks were great!”
Private 8-hour catamaran cruise from St Maarten to Anguilla for snorkeling, white-sand beaches, breakfast, lunch, and unlimited cocktails.
“Captain No No and Frank were absolutely fantastic their experience was second to none. Everything about the trip was beautiful the destination, the food, the cocktails , I highly recommend going to Anguilla my wife and I will be back again. It was awesome.”
Luxury 42ft catamaran day sail from St. Maarten to Anguilla with open bar, gourmet food, snorkeling, and a private captain/crew.
“It is all day long, and you will be glad! I nearly cried when the trip was over. It was PERFECT in every way! Andre and Diane were the best!”
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