Top St Maarten Day Trips

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

Price varies by group size

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

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

6 hoursFree Cancellation

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)

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)

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

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

6 hoursFree Cancellation

St. Maarten 6 Pack Island Tour

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

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

Sky Explorer and Flying Dutchman at Rainforest Adventures St. Maarten

3 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

Two nations, one island, one perfect day. IslandGo takes you on the ultimate highlights tour of Saint-Martin stunning beaches, fascinating history, and authentic Caribbean culture all in one unforgettable experience. From the breathtaking views of Cole Bay to the world-famous Maho Beach, the charming French capital of Marigot, and the turquoise waters of Orient Bay your local guide brings every stop to life with real stories and insider tips. Air-conditioned van stay cool all day Complimentary drinks all day rum punch, sodas, cold beverages Hotel & cruise port pickup included Perfect shore excursion back to port on time, guaranteed Small group personal, relaxed, never rushed Multilingual guide English, French, Spanish, Italian & Dutch

Discover St. Maarten Both Sides One Perfect Day

4 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

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

See the best of St. Maarten during this sightseeing tour from Philipsburg. Explore the Dutch and French sides as you visit key towns like Orient Bay Beach, where you can relax on the beach, the French capital of Marigot, the famous Maho Beach where you can watch planes land and take off, and much more. Enjoy complimentary beverages throughout the tour as you admire the idyllic scenery of the island.

FUN DAY St.Maarten Island Sightseeing Tour with Beach

Spend a full day discovering Anguilla! We’ll leave St. Maarten at 9:00 AM by boat and enjoy a beautiful ride across the turquoise Caribbean Sea. Once we arrive, you’ll join a guided 2 hour island tour by bus, where you’ll see scenic viewpoints, local spots, and a special shopping stop. After the tour, you’ll enjoy a beachfront lunch your table will be reserved right by the water. Finish the day with snorkeling and beach time, with complimentary snorkeling equipment.

Sint Maarten to Anguilla Land and Sea Excursion

St Maarten Beach hopping tour (Orient beach and Maho beach combo)

Immerse yourself in the best of two worlds on this Twin City Shopping Tour – Visit Marigot (French Capital) & Philipsburg (Dutch Capital) where elegance meets bargains, and every corner unveils a unique treasure! First, we head out to Marigot for 1.5 to 2 hours of shopping time. Then traverse back to the Dutch side to explore Philipsburg, the shopping paradise of the Caribbean. The bustling boardwalk boasts a dazzling array of shops and vendors, with the highest concentration of jewelry stores globally. Souvenir shops, bars with Caribbean rums, swimwear boutiques, and more await your discovery. Tour Highlights: Marigot: French elegance with sidewalk cafes, designer boutiques, and a vibrant market scene. Don't miss the panoramic view from Fort Saint Louis. Philipsburg: Dutch shopping haven featuring duty-free delights in electronics, perfumes, jewelry, and souvenirs. Indulge in a variety of dining options, from beachside to fine dining.

Twin City Shopping Tour

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

St.Maarten St.Martin Best Prime Tour

4 to 5 hoursFree Cancellation

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Must-Dos in St Maarten

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What are people saying about St Maarten

St. Maarten 6 Pack Island Tour

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.

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

Carolyn_P, Oct 2026

Fun tour of St. Maarten

We had a wonderful time touring the island and learning all about the history and culture with Patrick, our guide. He was punctual, friendly and knowledgeable. He engaged with us the entire time and answered all of our questions along the way. We highly recommend this tour as a way to see the whole island.

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!

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! ❤️🌴🚤

Anguilla Explorer Land and Sea Excursion

Tanya_L, Aug 2026

So much fun!

Alex and Jet are the best! My family of 11 enjoyed their hospitality, kindness, and efforts to make our tour memorable and it was! Extra thanks to Alex for taking the time to play with my 2 and a half year old grandson at Mead beach in the water. My heart was so full! I’d book this tour and request Alex and Jet again!

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.

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.

No1SXM Day Sailing Experience in St. Maarten

Milko_M, Dec 2025

Excellent tri Catamaran Tour.

Tri Catamaran is very stable and roomy. Clean bathroom and excellent seating/lounge area. Family of six and very roomy to spread out. Miriam and Peter were great host and attentive. We had snacks, lunch then dessert. Peter the captain found us a great spot for everyone on the Cat to go swimming and snorkeling. Enjoyed the drinks and lounging around after swimming while planes flew over the boat. Great time spent with family and friends. Thank you