Private Tour
Luxury Catamaran Private Day Sail from St. Maarten to Anguilla
Overview
Available languages
9 hours 30 minutes
Mobile ticket
Escape to the tranquil and world-renowned island of Anguilla while you sail aboard 42ft of pure luxury.
Freedom, our brand-new 2022 Lagoon 42 is a custom-made sailing catamaran appointed with all the luxuries for a comfortable, safe, and sustainable cruising experience.
This all-inclusive sailing package is a boutique experience complete with your own captain and crew catering to your every need. It's pure luxury every step of the way.
From the moment you slip off your sandals and step aboard Freedom’s sprawling teak deck, you’ll be warmly welcomed with a cool scented towel and nibble a decadent handmade chocolate as you head over to one of the luxurious lounge areas to begin a leisurely morning sail. With a sparkling mimosa in hand, you set the vibe while your experienced captain and crew take care of the rest.
Additional Info
Service animals allowed
Public transportation options are available nearby
Infants and small children can ride in a pram or stroller
Suitable for all physical fitness levels
Suggested travel itinerary may change based on weather and sea conditions.
Minimum age requirement for alcohol consumption is 18 years of age.
Infant, child, youth, and adult PFDs available.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What To Expect
Princess Port de Plaisance
Beginning from Port de Plaisance Yacht Club in Cole Bay, on the Dutch side of St. Maarten, we welcome you aboard with open arms, a brief tour, and safety briefing. Please note that the suggested travel itinerary below may change based on the weather and sea conditions of the day.
Anguilla
Enjoy a tranquil sail over to Anguilla, sipping mimosas while nibbling a sunshine breakfast. Cruise along the picturesque coastline, take a dip in the crystal-clear waters, and explore award-winning beaches and offshore cays with coral reefs perfect for snorkeling. Based on the weather and your preferences, some potential stops are: Prickly Pear – This offshore cay is a natural paradise with a beautiful beach and coral reefs great for snorkeling. Sandy Island: A picturesque islet with a pure white sandy beach fringed with palm trees and translucent waters for snorkeling. Meads Bay: A beloved beach known for its silky-smooth sand, aquamarine waters and gorgeous views. Shoal Bay: An award-winning beach with pinkish-hued white sand and magnificent turquoise water. Relax with a peaceful sail back to St. Maarten as you sip craft cocktails and enjoy happy hour hors d’oeuvres while looking out for dolphins and whales during the winter months.
What‘s Included
Reef-Safe Sunscreen and Towels
Our premium bar is open all day and includes craft cocktails and mocktails shaken up fresh, along with other standard mixed drinks, beer, wine, prosecco, soft drinks and juices, infused water
All Fees and Taxes
Use of Snorkelling equipment
Fuel
Captain and Crew
Paddle Boards X 2
Restroom on board
Floating Lily Pad Mat
Breakfast with fresh fruit, artisanal cheese, and French pastries. Happy hour hors d'oeuvres consisting of Homemade beet and garlic hummus platter served with crudités, pita chips, and rice crackers.
Barbecued skewers, plus a selection of fresh salads, and more, followed by homemade cookies and locally made ice cream.
Gratuity
Hotel pick up and drop off
Options
Luxury Catamaran Private Day Sail from St. Maarten to Anguilla
Reviews
10 reviews
Total reviews and rating from Viator & Tripadvisor
Day trip to Anguilla
Mary Beth D,,Nov 21, 2025
- Review from Tripadvisor
5.00From the moment we stepped on the boat, we were given the right amount of attention! Not too much to be invasive but enough that we never wanted for anything! Diane’s breakfast was delicious and thought it couldn’t be topped but then lunch-wow! Some of the best food we have had! Andre our captain was friendly and so informative. Highly recommend this charter!
“Beyond Perfect — The Ultimate Caribbean Sailing Experience”
D759RZsarahb,,Aug 11, 2025
- Review from Tripadvisor
5.00⭐️⭐️⭐️⭐️⭐️ If you’re looking for the ultimate Caribbean experience, stop searching and book with Renegades right now! This was, without a doubt, the most magical day I’ve ever spent on the water — and it happened on my birthday! From the very first moment, André, and diane welcomed us like old friends. Their warmth, kindness, and genuine passion for making guests happy instantly set the tone for the day. The catamaran itself is a dream — spotless, beautifully maintained, and so comfortable, with huge beanbags at the front where you can stretch out, feel the sea breeze, and watch the turquoise waves glide by. We started with a fresh, delicious breakfast and perfectly chilled mimosas, then sailed toward Anguilla — a jewel of crystal-clear water that took my breath away. The snorkeling was like swimming in an aquarium: colorful fish, vibrant coral, and total serenity. And I say this as someone who lives in Saint Martin and is surrounded by gorgeous beaches every day… this was on another level entirely. Lunch was fantastic, the service was flawless, and the whole day felt effortless thanks to how much care the crew put into every single detail. It’s rare to find people who love what they do this much, and it shines through in every moment. And just when I thought it couldn’t get any better, on our way back, a pod of dolphins swam alongside the boat — the perfect ending to a perfect day. I can’t recommend Renegades enough. Whether it’s your first time in the Caribbean or your hundredth, this experience will steal your heart. Five stars isn’t enough — they deserve ten!
Beyond Perfect – The Best Day at Sea!
Footprints795070,,Aug 11, 2025
- Review from Tripadvisor
5.00We had an unforgettable day cruise to Anguilla with Carla, André, and Diane. From the warm welcome to the delicious food, fun water activities, and fantastic cocktails, everything was perfect. Thank you for making this day so special — it was truly a brilliant experience from start to finish! Totally recommend it, it was tailored :) We had a blast
The perfect day on the water- to Anguilla!
Margo E,,Jun 10, 2025
- Review from Viator
5.00It 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!
Amazing Catamaran experience!
robertjV6241QJ,,Jan 13, 2025
- Review from Tripadvisor
5.00Outstanding day with Andre and Diane aboard the Renegade. Both worked very hard to ensure our family and friends (group of 8) had a memorable and fun experience. Both were professional, polite, and very fun. Gave our group time to do what we desired on our own but still willing to engage. We even showed up to leave and had neglected to fill out some forms in advance with passport information. Andre and Diane went into action and got us an expedited service for review with Customs and resolved the problem. Very grateful to them but to others out there, don't do this. Food was great! Diane works very hard, and it shows she has a passion for this. Andre captained the boat like a pro and also assisted as needed. The views were amazing and overall, one of the highlights of our trip! Highly recommend this and will definitely be chartering them again when back on the island. Cheers!
Highlight of Our SXM Trips!
196sherip,,Dec 19, 2024
- Review from Tripadvisor
5.00Highlight of our trips! 1st fabulous experience in January 2024 - from an easy and pleasant booking with Carla to an amazing day aboard the immaculate and well-equipped “Freedom,”Captain Andre and Diane know how to spoil guests! The seas were rough, but Captain Andre expertly navigated to a calm bay in Anguilla where he grilled, and they served us a scrumptious lunch and drinks all day as if we were royalty! The turquoise waters of Anguilla were mesmerizing and crystal clear to see tarpon and other fish while snorkeling, swimming and paddle boarding. Then, October 19, 2024 (2nd trip with Renegades), called a few weeks prior and spoke with Carla to book a celebration for my husband’s “big” birthday on a sunset sail. Carla was professional, super kind and accommodating. Captain Andre and Diane outdid themselves again! Carla had communicated well to them, and they made our evening very special! October 26, 2024, (3rd trip), when we shared a beach day with friends, they encouraged us to book a sunset sail. I reached out to Captain Andre who made it happen! So, my husband and I were blessed to have 2 Highlights of our October 2024 Trip! Thank you, Captain Andre and Diane for your professionalism, hard work and attention to details while making us feel we’ve become good friends! We’re already planning another spectacular day with Renegades in 2025!
Amazing
Melvin G,,Nov 25, 2024
- Review from Viator
5.00The day was amazing. If anyone complains about the experience on the SV Freedom, they are simply impossible to please. From the moment we arrived we were pampered and treated like long time friends. There are not enough stars to give
Amazing! Worth every...
Bryanna L,,Apr 27, 2024
- Review from Viator
5.00Amazing! Worth every penny. Our trip to Anguilla was gorgeous with crystal clear water, the food was out of the world, and the crew are wonderful. Captain Andre and Diane provided the best service and experience possible. I would book again in a heartbeat!
Great day on the water
Sigmonster,,Mar 8, 2024
- Review from Tripadvisor
5.00It was a great day on the water. The boat is new and in great shape. Capt. Andre and mate Diane were very pleasant, informative, and hospitable. Food and drinks were very good. We would definitely recommend going for at least a day of your trip to Sint Maarten.
Best decision we made all trip!!
amandabI4371BL,,Jun 17, 2023
- Review from Tripadvisor
5.00What a dream! We were sent a couple different catamarans from our travel agent, and we chose Renegades due to the fact it was the newest boat that was sent to us-however, we could not have known that not only was the boat the newest, but the service and hospitality was unmatched. Word to the wise, pay special attention to the departure time as the bridge only lifts 2 times each morning-8:30 and 10:30. Once onboard, prepare yourself for an amazing experience-Lisa and Andre are the definition of unmatched hospitality. Lisa is so joyful in serving you and took pleasure in preparing and serving their beautifully crafted cocktails. Three Sheets to the Gin was a favorite, but it was hard to choose as each was made with care and expertise. One of us went straight down the cocktail menu trying each offering. Jose Made Me Do It was also delicious! We loved it so much the first day, we moved our food tour to be able to book a second day to Anguilla! We all agreed it was the best decision we made all trip. p.s.the food served was thoughtful and delicious. Mediterranean buffet style lunch the first day, and the Ultimate Burger plated for the second lunch!
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