Top St Maarten Day Trips

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.

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.

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!

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.

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.

Climb aboard the catamaran "The Phoenix" for a 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, paddle boards, 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).

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.

Sail to Anguilla aboard a catamaran on this full-day cruise from St. Maarten. Stop at Prickly Pear Cay to lounge in the shallows of the small island's pristine beach or snorkel among the tropical fish that inhabit the colorful coral reef. Enjoy a buffet lunch right onboard and an open bar.

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.

Sample some of St. Martin’s best rum and get a better understanding of how the amber nectar is made on a tour of Topper’s Rhum Distillery. Go behind the scenes to learn how the rum is fermented, distilled, and filtered, accompanied by over 20 samples at the tasting bar. Choose from 124 flavored rums, rum cake, rum-infused Italian gelato, as well as how to prepare food with rum.

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.

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.

Spend a day away from the crowds and discover the best that St. Maarten has to offer on this sightseeing excursion. Join a small group and explore both the French and Dutch sides of the island stopping at various points of interest. See planes taking off from the famous Maho Beach, visit an open flea market in Marigot, take in the views of the island from Cole Bay, and more.

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.

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!

Explore the coast of St. Maarten and its many attractions aboard a power catamaran on this full-day cruise. You’ll have access to a host of equipment and activities—paddleboards, snorkeling gear, and fun floatation devices—so you can splash around and get to know the marine world. Sidle up to the bar for premium signature cocktails and enjoy a barbecue lunch midday.

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.

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.

Maho Bay Beach at the Princess Juliana International Airport has become a popular attraction for plane spotters due to its proximity to low flying airplanes. Witness the thrilling experience on this guided tour. Along the way to the beach, enjoy views of Dutch St. Maarten and learn about its history from your guide. Also, briefly stop on Cole Bay Hill for a photo opportunity.

Take in what St. Maarten has to offer on this island sightseeing tour. Covering natural and historical highlights, enjoy stops at the Moses Walk, Maho Beach, and the island capital, Marigot. Learn about the island’s heritage from your guide as you drive to each location. Perfect for visitors who want an introduction to St. Maarten, as well as those with limited time on the island.

Watch the sunset and dine on Creole fare aboard a catamaran during this excursion from St. Maarten. Sip drinks from the open bar and munch on complimentary appetizers while the sun sinks below the horizon. Once twilight falls, enjoy a buffet-style Creole dinner, followed by dessert and Caribbean rum. Hit the dance floor to island beats while the boat sails back to the marina.

Our ATVs and buggies are well maintained and easy to use. We are very close to the cruise terminal and will provide transportation from there. In this 6-hour tour, we will immerse you in an amazing journey and introduce you to the best sightseeing spots in Sint Maarten. Only your group will be in your Buggy. You can request the tour guide to drive your Buggy when booking.

With our tours we not only take you to a location but we also provide the history of the location for the customer so they can make their own memories of the tour. Our Tour guides and drivers are verse in the history of the island and are multilingual. Some tours can be groups and we also provide private tours as it is booked by the customer. Tailor made tours as per the customer requests.