Top St Maarten Day Trips

Get a taste of local culture and history with this highlights tour of St. Maarten. Ideal for first-timers to the island, enjoy an itinerary that includes monuments, museums, and beaches, as well as opportunities to shop. Learn about St. Maarten directly from your guide as you visit Cole Bay, Topper's Rhum Distillery, and Maho Beach. And don’t worry about getting sore feet when going to each destination, with transportation provided between attractions.

St. Maarten Best Island Tour

5 to 6 hoursFree Cancellation

All In One Island Tour of St. Martin | St. Maarten

Price varies by group size

Reaching Anguilla’s most beautiful bays and beaches isn’t easy without a boat. This full-day powerboat excursion from Simpson Bay in St. Maarten gives you direct access to remote stretches of coastline, with multiple stops for swimming, snorkeling, and relaxing around the island. Enjoy lunch served onboard and sip from drinks served at the open bar throughout the day—while the crew handles all the navigation and logistics.

Anguilla Getaway Cruise

Getting out on the water is one of the best ways to experience St. Maarten, but arranging a boat day on your own can be complicated and expensive. This fun catamaran cruise from Simpson Bay makes it simple, with a comfortable vessel and planned stops built into the day. Relax on cushioned seating as you journey along the water, then dive in when the catamaran anchors to enjoy snorkeling or stand-up paddleboarding.

The Best Catamaran Day Sail in St Maarten (public, not private)

Explore the waters around St. Maarten on a 6-hour speedboat tour. Avoid the cruise ship crowds and visit both the Dutch and French sides of the island in a family friendly, small group setting, which includes five stops to see different aspects of the marine environment. You’ll swim and snorkel in a sea turtle habitat, sting rays and tropical fish on uninhabited islands. Sunbathing on some of the finest white sand beaches the Caribbean has to offer while feeling the rush of commercial jets landing directly over your head at the famous airport. Along the way, your captain will share entertaining and engaging commentary and you’ll sip drinks and indulge in unlimited snacks, all included in the price.

Captain Bob Speed Boat, Snorkeling, Beach Tour & Lunch St Maarten

Just north of St. Maarten, the stunning island of Anguilla awaits—known for its powdery white-sand beaches, turquoise waters, and relaxed Caribbean charm. Embark on an unforgettable journey aboard our spacious and powerful catamaran, where you’ll experience the very best of Anguilla in comfort and style. With indoors and outdoor seating our catamaran’s stable design and smooth cruising speed of 15-20 knots promise a comfortable ride over gentle Caribbean waves. Highlights include: • World-Famous Beaches – Sink your toes into the soft sands of the many beautiful beach. • Snorkeling and Swimming – Explore Anguilla’s vibrant underwater life with snorkeling gear included. • Full Bar & BBQ Lunch – Enjoy our signature cocktails and a delicious BBQ lunch onboard. Whether you’re seeking relaxation or adventure, our Anguilla Day Charter is your ticket to paradise. Limited spots fill quickly, so book now!

Boomerang’s Best of Anguilla: Swim with Turtles Adventure

Sail by catamaran to Anguilla and Prickly Pear on this full-day adventure from St. Maarten. Cruise over to the Prickly Pear Cays to snorkel among the tropical fish and abundant coral. Enjoy an open bar and snacks as you head for Anguilla to explore the undersea life there. We will also enjoy a buffet-style lunch onboard, and toast the sunset with Champagne on the way back to St. Maarten's docks.

Ultimate Anguilla Cays & Coves

8 hoursFree Cancellation

Topper's Rhum Distillery Tour in St Maarten

1 hour 30 minutesFree Cancellation

Climb aboard the catamaran "The Phoenix" for a shared half-day sail around the sights of Sint Maarten. Explore the warm Caribbean Sea with ease with the supplied water gear, for a day of swimming, snorkeling, paddleboarding, or relaxing. Indulge in fresh fruit, pound cake, and a freshly prepared lunch alongside refreshing cocktails, beer, and non-alcoholic beverages. Finish the day watching the planes take off as you sail past Maho Beach—a must-do when visiting the island (weather permitting).

Best Luxury Catamaran Day Sail St Maarten on The Phoenix (Public)

St. Maarten 6 Pack Island Tour

Sky Explorer and Flying Dutchman at Rainforest Adventures St. Maarten

3 hoursFree Cancellation

Board sail cat Mambo at Simpson Bay Resort Marina for a leisurely sail across the channel to Cove Bay, Anguilla and then onto Rendezvous Bay. Rendezvous Bay welcomes you with a pristine, white, sandy beach. Enjoy crystal-clear waters for swimming, cooling off, or lounging in the water with a noodle! Relax, you are here to spend the day with great views of St. Maarten across the ocean. At noon, a delicious lunch is served right on board the sailing catamaran. When your food has settled, opt to walk Rendezvous Bay...2 miles of powdery sand to stretch your legs. The call to leave comes all too soon. Board Mambo again and sail home to relaxing rhythms and the sound of the waves hugging the hulls. Your tropical experience is complete. “Tranquility wrapped in blue” is how we like to describe Anguilla!

Mambo Sail Catamaran to Rendezvous Bay Anguilla

7 hours 30 minutesFree Cancellation

Your Day of Paradise Includes: The Scenic Sprint: We start from St. Maarten at 9:00 AM sharp. Feel the salt spray and the Caribbean breeze as we cross the turquoise blue—but don't blink, because this paradise waits for no one! Island Secrets Unveiled: Hop off the boat and into our guided sightseeing tour. We’re taking you deep into the heart of Anguilla for a 2-2.5 hours bus tour of hidden gems, breathtaking vistas, and exclusive shopping stops you won't find in the brochures. Snorkeling and Beach top: This is the moment you’ll be talking about all year. Dive into the crystal-clear sanctuary of Anguilla. Whether you want to glide over vibrant reefs with our complimentary snorkeling gear.

Anguilla Explorer Land and Sea Excursion

Tango Caribbean Dinner Cruise

3 hoursFree Cancellation

St. Maarten Pelican Private Tour

2 to 5 hoursFree Cancellation

Prickly Pear Catamaran Trip from St Maarten Including Lunch

8 hoursFree Cancellation

Special Offer

Let us take you on a memorable tour of St Maarten. A must-do for any trip to the Caribbean, you can avoid the crowds by booking with us and exploring the wonders of the town at your own pace. As this is a private tour, we can cater to your needs. Swim in Mullet Bay, enjoy some duty-free shopping, feast on the local cuisine – you pick from our itinerary, and make the day one for the books.

The Best of St Maarten Private Sightseeing Tour

5 to 7 hoursFree Cancellation

Our Tours are one of a kind. our goal is to give you the best experience tour you have ever gotten in your entire life. we focus on Fun, Education and more Fun. what makes us different then the rest tour companies is we make sure you leave St.Maarten with a big smile on your face. Our tours are educational and exploring the most amazing Island views and Beaches that St.Maarten has to offer. Our tour comes with free cold beverages throughout the entire tour.

St.Martin/St.Maarten Magical Tour

2 to 5 hoursFree Cancellation

Combine rides on the Flying Dutchman, the Schooner Ride and the Sentry Hill Zipline on this thrilling combination tour. First, ascend to St. Maarten's highest point on the Sky Explorer for excellent views, then zoom down the mountain on the Flying Dutchmen. Head back up the mountain and clip on to the Sentry Hill Zipline to get views over the island. Finish up with an inner tube ride down the mountain on the Schooner Ride.

Big three-Full Experience at Rainforest Adventures St Maartin

Make the most of your time in the Caribbean with a visit to the neighboring British Island of Anguilla, just 7 miles (11 kilometers) off the coast of St. Maarten. No need to plan logistics: Your guide takes care of the day’s itinerary for you. In addition to a complimentary lunch and open bar, enjoy visits to secluded snorkeling locations and beaches often missed by visitors to St. Maarten.

Anguilla - Discovery Speed Boat tour

Escape to Paradise with Style and Speed! Hop aboard our 40-50 ft sleek speed boats and experience Anguilla like never before. We don’t just take you to Anguilla — we take you to the best of Anguilla: Sandy Island – a dreamy, remote sandbar surrounded by vibrant coral reefs Little Bay – a secluded cove perfect for swimming, snorkeling, or cliffside photos Meads Bay – famous for its calm, clear waters and luxury beach vibes Rendezvous Bay – a wide, peaceful stretch of beach with panoramic views of St. Martin This shared excursion feels relaxed, and effortlessly fun — the perfect mix of island exploration, swimming, social vibes, and laid-back luxury.Whether you’re chasing sun, sea, or new connections, this Anguilla escape is your Caribbean daydream come true.

Anguilla Bliss Beach Hopping & Snorkeling Trip

Join us for a 6 Hours sightseeing, sailing, and snorkeling experience. Your comfort and safety are our main concern. We will do an easy South side Coastal sailing Dutch Side with 2 or more stops for snorkeling, beach time and even spotting the planes as they land on our famous Maho Beach. Caribbean Style buffet lunch, Open bar all day, Snorkeling instruction and equipment, Attentive friendly and professional crew are all the ingredients for a successful day in Sint Maarten! *** NOTE: Alternate stops may be chosen according to weather conditions.

Best Sailing Catamaran, Beach and Snorkel - Cruise Ship Friendly

St. Maarten 6 Pack Island Tour

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Must-Dos in St Maarten

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What are people saying about St Maarten

katherine_g, Oct 2026

Amazing amazing amazing!

This tour was amazing! Our tour guide I believe was Mr cutty. He was full of information and he did not stop giving information about the island. He made sure we saw the planes land over the beach. He took us to the Moses walk, to see iguanas, a nude beach, see the airplanes land, have a nice authentic lunch, and finished at an amazing beach. The only negatives we would say was not enough time to see everything but Mr cutty did his best at helping us experience a lot in a short time. The fact that we got to hold an iguana was awesome. We would totally do this tour again.

Anguilla in Style

Melody_d, Sep 2026

Crystal Blue Water & An Amazing Day in Anguilla

Visited some of the most beautiful beaches I’ve ever seen! The water was absolutely incredible, so crystal clear and blue. The entire experience was amazing, and I also met some great people on the boat, which made the day even more enjoyable. One tip: I recommend sitting toward the front or middle of the boat so you can hear what the captain is saying throughout the tour. Overall, such a beautiful and memorable experience. I would definitely recommend this tour!

St. Maarten Best Island Tour

Reese_W, Sep 2026

Book with Cutty if possible!

I wasn't staying near the starting point so they sent someone to pick me up and take me to the cruiser terminal, very much appreciated! I sat for a few minutes then my name was called and we boarded the van. You MUST book with CuttyI He's born and raised here so he knows what he's talking about and genuinely loves what we does. As with any tour aimed to jam everything in for people with limited time off the cruise ship some stops are quicker than others, but luckily our group all agreed on which stops to spend less time at. Cutty brought a cooler with water, soda, rum punch and beer, a nice touch. They also took me back to my starting point at the end of the tour. A great way to get the lay of the land!

Anguilla - Discovery Speed Boat tour

Teresa_M, Sep 2026

The Perfect Birthday Experience — Absolutely Unforgettable!

I booked the Anguilla Discovery Speed Boat Tour for my birthday, and I honestly could not have asked for a better experience. From beginning to end, everything was absolutely flawless. Captain Alex and co-captain Ignacio were AMAZING. They were incredibly friendly, helpful, accommodating, respectful, fun, and easy-going. They made everyone feel comfortable from the moment we got on the boat and were flexible about working around our schedule rather than making the day feel rushed or overly structured. The entire experience was phenomenal. The boat ride, the beautiful beaches, the stops throughout the day, the food—everything came together perfectly. We even had karaoke on the boat, which just added to how much fun the day was! 😂 I was traveling solo for my birthday, and Captain Alex and Ignacio helped make this one of those experiences I know I will remember for the rest of my life. I wanted my birthday in St. Martin/Anguilla to be special, and this trip made it truly once-in-a-lifetime and unforgettable. I cannot recommend this excursion enough. If you’re considering booking it, DO IT. I would recommend Captain Alex, Ignacio, and this experience to anybody and everybody. Thank you both for giving me such an incredible birthday and a memory I will always treasure! ❤️🌴🚤

The Best of St Maarten Private Sightseeing Tour

Shamy, Sep 2026

Great VIP small tour!

It was a fantastic tour of both sides of the island!! Our tour guide Cindy was fantastic. We stopped at a bakery called Sebastien Quillere, what a hidden gem, thank you Cindy for introducing us. The pastries were art pieces and as delicious as they looked! We met the owner who took us to meet the chef which was a pleasant surprise. We got to see and do exactly what we wanted and as little or a lot of time at each stop. It was a great day!

Billy Bones Snorkeling with Turtles for CRUISE SHIP GUESTS

Evan_P, Aug 2026

Best Ever

The BEST … could not ask for more. Nacho and our captain (I can’t remember his name - big funny guy) … small and private not 100 people. Great music. Great drinks. They were fun, funny and super friendly. Knew the spots, gave info, made us laugh. Only regret, we couldn’t go even longer.

Boomerang's Best of St. Martin/Maarten: Swim with Turtles

Minta_A, May 2026

Best of Saint Maarten

This was an excellent experience! The crew are kind, knowledgeable and very accommodating! The food and drinks were perfect! The Captain, Toby, explained everything and gave us plenty of time at all the individual sites. The ship was very comfortable even with all persons on board. I would highly recommend!

FUN DAY St.Maarten Island Sightseeing Tour with Beach

Dustin_D, Apr 2026

Great tour

This was a great experience to learn about the Island, culture, history, and see many of the sites. Our Driver was Eetiem (I’m sure I did not spell that correctly). He was great. We also got to spend time on 2 great beaches and a shopping center. Our 13 year old got bored on the drive but overall it was great.

Ultimate Anguilla Cays & Coves

Sanj_G, Mar 2026

Awesome trip!

What an awesome trip. The Eagle Tours team were fab and professional. The facilities on the catamaran good, food and beverages excellent. A proper over 8 hour trip first to Prickly Pear for a snorkelling stop then over to Meads bay on Anguilla with pristine clear water and beautiful sand. Then back. Options to get off in Philipsburg at the end or back to the start point at Bobby's marina. The photos don't do it justice. Just book it! Btw if you're driving, there is parking at the Marina for 2 EUR per hr, just pay at the kiosk on the way out.