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Top St Maarten Dining Experiences

Dining Experiences

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Best Seller

A Flavorful Hour of Rum and Island Cuisine Indulge in an intimate 60-minute experience designed for small groups, where curated tastings meet the vibrant flavors of the island. Set against the breathtaking backdrop of the Caribbean’s largest lagoon, guests enjoy a guided rum tasting with exclusive access to Topper’s rare small-batch selections that are perfectly paired with a chef-crafted sampling of rum-infused culinary delights. Highlights: • Duration: 1 hour • Personal tour guide • Leisure lagoon-view dining atmosphere • Welcome Rum Punch • Chef’s “Cooking with Rum” Sampler Platter (Bonfire Shrimp, Drunken Chicken, and Mocha Mama Ribs) • St. Maarten’s National Drink - Guavaberry Colada sampler • Signature & Specialty (exclusive, not sold elsewhere) Rum sampling • Rhum cake • Homemade Rhum-infused Gelato • Shop for exclusive small-batch rhums and island gifts Perfect for: Couples, small groups, foodies, and rum lovers seeking a more exclusive, culinary-driven experience.

Topper's Rhum Culinary and Tasting Tour Rum Food and Fun

1 hourFree Cancellation

2 big nets for you to relax on the boat.

Prickly Pear Catamaran Trip from St Maarten Including Lunch

8 hoursFree Cancellation

Tango Caribbean Dinner Cruise

3 hoursFree Cancellation

The All Ages Tarzan Swing

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

5 hoursFree Cancellation

-All-Inclusive - we take care of every detail so you can simply relax and enjoy: 1. Hotel pick-up and drop-off 2. Private boat cross over - skip the lines 3. Caribbean lunch 4. Fresh fruit and refreshments 5. Beach chairs and umbrella 6. Guided hiking trails with breathtaking panoramic views 7. Guided snorkeling in a protected marine reserve 8. Wildlife encounters with iguanas and tortoises 9.. Complimentary professional digital photos to capture every magical moment -Authentic & Local – Led by passionate local guides, you'll gain insider knowledge of Pinel Island’s natural beauty and history. -This tour is a one-of-a-kind Caribbean escape that delivers unforgettable memories for solo travelers, couples, families, and groups alike. -Discover the true essence of the Caribbean with our all-inclusive, immersive day tour to Pinel Island. -More Than Just a Beach Day – Our tour blends relaxation, adventure, and local culture.

All-Inclusive Local Guided Pinel Island Tour

6 hoursFree Cancellation

Little Bay

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

7 hoursFree Cancellation

Beach activities St. Maarten / St. Martin

Enjoy a relaxed day perfect for families (kids welcome!), couples, and groups. Captain Robert, with years of experience sailing the world’s oceans, shares captivating stories above and below the surround water. We pride ourselves on a welcoming, friendly atmosphere where you'll feel like instant friends with the crew. Enjoy homemade meals with fresh local ingredients, including a light lunch and full dinner. Swim, snorkel, and sailing. No passport required! Gratuities are not included, but all fees and taxes are covered. For special requests, contact Captain Robert directly. What makes us unique? We offer a personal, intimate experience away from the crowds, with tailored itineraries that let you explore hidden beaches and secluded spots. Your day is all about relaxation, adventure, and making memories. Let us create the perfect day on the water—your Caribbean escape awaits!

Hakuna Matata - St Maarten Catamaran day cruise

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

6 hoursFree Cancellation

Likely to Sell Out

FLAGSHIP II interior

Spend a full day exploring St. Maarten’s breathtaking coastline aboard a luxury catamaran, complete with activities and relaxation. From spotting planes at iconic Maho Beach to snorkeling in crystal-clear waters, fishing, or kayaking, the experience is yours to tailor. Drop by Long Bay, Happy Bay, and other beautiful spots. Enjoy all of this at a leisurely pace, with a freshly prepared lunch served onboard to complete the perfect day.

St Maarten Luxury Catamaran Full-Day Group Charter

9 hoursFree Cancellation

Topper's Rhum Distillery Tour in St Maarten

1 hour 30 minutesFree Cancellation

stingrays

Cruise around St. Maarten with stops at Tintamarre, Creole Rock, and Grand Case on this full-day sailing excursion. Explore the lovely natural beauty of Tintamarre, then head to Creole Rock for some of the island's best snorkeling. Lunch is then served on board. Cruise down the coast after lunch and sail down pass Marigot, Low Land with a stop at Long Beach for our Floating Bar. Sunset sail back with our festive crew.

The Original Eco Tour Full-Day Around the Island of Sint Maarten

8 hoursFree Cancellation

Parasailing Orient Bay Beach Sint Maarten

15 minutesFree Cancellation

Meads BAy Floating 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.

Ultimate Prickly Pear and Anguilla Experience

8 hoursFree Cancellation

Embark on a truly unique journey, where your experience is shaped by your desires. Perfect for families, couples, or groups, our flexible itinerary allows you to explore around our stunning islands waters at your own pace. Indulge in a selection of homemade meals, including fresh sandwiches, grilled dishes, and locally foraged ingredients, all crafted with care by our crew. With over 20+ years of experience sailing, Captain Robert will lead you on an unforgettable adventure, sharing tales of the islands, the sea, and his global voyages—each one more fascinating than the last. Choose how you spend your day: relax with a drink on deck, snorkel in crystal-clear waters, hike to hidden beaches. Should the weather not cooperate, we’ll happily reschedule your trip for another day. For any special requests or questions, feel free to contact us directly. Set sail with us for a day of Caribbean relaxation and adventure—tailored just for you!

Private St. Maarten Cruise - Hakuna Matata Catamaran

from $1,830

Schooner

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

5 hoursFree Cancellation

Luxury Private Full-Day Catamaran Charter in St Maarten & Saint-Martin

7 to 9 hoursFree Cancellation

Price varies by group size

Complement your time relaxing on the beach with a visit to one of St. Maarten’s most popular breweries: this behind-the-scenes tour offers the chance to learn more about the brewing process, and enjoy plenty of samples. Pick from multiple start times, make your own way to the brewery, and get ready to explore: you’ll discover every step of how beer is made before unwinding in the taproom with your fresh brews.

St. Maarten Brewery & Beer Tours

1 hour 30 minutesFree Cancellation

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.

Luxury Catamaran Private Day Sail from St. Maarten to Anguilla

9 hours 30 minutesFree Cancellation

Price varies by group size

Get the mega yacht experience 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.

Luxury Catamaran Private Charter in St. Maarten/St. Martin

7 hours 30 minutesFree Cancellation

Price varies by group size

Mini-Speed Boat 3 Hour Snorkeling Adventure

3 hoursFree Cancellation

The charter will take place on one of our sail catamarans ranging from 38ft-44ft. Boat choice depends on group size and availability.

Join us on our luxury sail catamaran for an amazing day on the water. In groups of maximum 12 people, you will enjoy all the beauty our island has to offer. Our attentive crew will pamper you with our on-board offer and captivate you with stories and fun facts along the way. Our shared charter come with our selection of drinks and snacks, lunch and plenty of activities for you to enjoy such as snorkeling gear, swimming noodles, paddle board and a floating mat (or should I say floating bar)! Disclaimer* Minimum capacity of 6 passengers needs to be reached in order for the charter to take place.

Full Day Shared Catamaran Cruise in St Maarten

7 to 8 hoursFree Cancellation

Cheese and Wine Tasting Platter in Saint Martin

1 hour 30 minutesFree Cancellation

Jet Blast

Plane Overhead Maho Beach Day

4 hoursFree Cancellation

St Martin Gd Case Private cruise: dinner and night in Tintamarre

22 hoursFree Cancellation

from $2,516

Top Attractions in St Maarten

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Aerial view of Maho & Mullet Bay on the Caribbean island of St.Maarten.

Attractions

Maho & Mullet Bay

Huge airplane landing above the Maho Beach in St. Maarten Island.

Attractions

Maho Beach

Simpson Bay

Attractions

Simpson Bay

Baie Rouge Beach

Attractions

Baie Rouge Beach

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