Top St Maarten Wine Tasting Tours

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.

Embark on a sensory journey with our Wine & Cheese Extravaganza, a delightful fusion of wine tasting, tapas indulgence, and brewery exploration! Begin your adventure in picturesque Philipsburg, where the first stop invites you to a charming wine tasting experience. Delight in 5 wine tastings paired with exquisite cheese selections, immersing yourself in the rich flavors of St. Maarten. Transition to Simpson Bay for a tapas extravaganza accompanied by a cocktail of your choice. Continue the exploration at a local brewery, where the art of beer-making comes to life. Engage in an informative tour, unraveling the brewing process, and savor 5 distinctive beer samples. Conclude the brewery visit with souvenirs cups and wristbands. For plane-spotting enthusiasts, the adventure extends to Maho Beach for an exhilarating hour of watching planes land in close proximity. For those with a passion for shopping, customize your journey by exploring vibrant local markets and boutiques.

Immerse yourself in the world of cheese and wine during this small-group tasting workshop in St. John's. Martin. Sample 8 to 9 artisanal and farm-made cheeses along with 3 to 4 wine pairings, while learning about the cheeses, how they’re produced, and how to select and enjoy, complete with anecdotes, quizzes, and games.

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.

Navigate St. Maarten's most popular beaches & highlights on an ATV during this half-day adventure from Phillipsburg. Stops include Airport Beach, Mullet Bay, Marigot, and much more. This tour is mainly on-road with a portion off-road. Upon return to Great Bay, Philipsburg, you can take a refreshing swim. This includes bottled water, use of an ATV, and a helmet.

St Martin has the remains of three forts of which two can be visited. Each fort offers a great view of one of the two capitals our small island is rich and forms a lovely background for the history of St Martin. Fort St. Louis offers a great view of the capital of the French side, Marigot (accessible via a concrete stair). Fort Amsterdam offers a great view of the capital of the Dutch side, Philipsburg (accessible via a short, sloping, sand path). Explore the different flavors of our Dutch and French cheese while enjoying the views and learning about the history of our beautiful Caribbean island. Explore our two-nation island and it’s cheeses!

Journey through the lagoon, float beneath bridges, admire the multiple extravagant Mega Yachts frequenting the Island with Planes taking off or landing, as your gondolier sweeps you away under the stars. Navigate through our quintessential experience offering beautiful views and a prospective only appreciated on the water, illuminating the Islands marvels. Savor the moment, as you are serenaded with traditional island music, plush green surroundings and turquoise waters. A cultured and ecofriendly experience, coupled with European touches of romance. This private gondola tour is a must-do, intimate experience for couples, creating unforgettable family memories for special occasions. On your Dinner cruise, create an intimate and romantic memory compared to no other, where you and your guests enjoy a two-course meal accompanied by wine and desert, prepared by a local well-known restaurant as you navigate the water under the stars.

Try the culinary delights of St. Martin on this small group tour. You’ll keep costs down by sharing the tour, but still have an intimate experience since there is a max at six guests. Your guide will show you to the best spots in town for homemade iced-lemongrass tea, Johnny “Journey” cake, rum tasting, and much more on this half-day tour.

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.

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!

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.

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.

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.

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.

Experience the highlights of St Maarten on this 5-hour shore excursion leaving from the cruise port. Ride in an air-conditioned van to Maho Beach on the Dutch side of this Caribbean island and Lucas Bay on the French side. Learn about the culture and history of the island from your guide while enjoying complimentary beer, water and soda. Visit the villages of Grand Case and Marigot before being returned on-time for your cruise ship's departure.

Award yourself with a unique, quintessential retreat, offering a tropical once in a lifetime memory, taking al fresco dinning to a Caribbean Paradise! Started in the 19th Century, picnics have been the ultimate secluded ritual of treasuring the present moment with loved ones. Taking picnics to a new level, join us, in a dream afternoon of picnicking, swimming and sunbathing, combining authentic Caribbean elements coupled with European style and tastes. A once-in-a-lifetime experience perfect for couples, families and small groups. 3 Bullet Points • Two-hour private beach picnic experience with a stunning, styled setup • Beach leisure time to swim, sunbathe, read, or relax • Artfully prepared for the ultimate Caribbean picnic experience.

A cultured and ecofriendly experience, coupled with European touches of romance. This private gondola tour is a must-do, intimate experience for couples, creating unforgettable family memories for special occasions such as engagements, proposals, anniversaries, renewal of vows, birthday parties and more. 3 Bullet Points • 45 Minute enchanting Gondola ride. • Treats Picnic Basket of cold cuts, cheeses, fruits, and baguette- from the local French bakery, paired perfectly with smooth and refreshing wine. • French side, Orient Beach exploration and free time. Message in a Bottle ( addon option) Soak up the romance of the Caribbean, with a customized private “Message in a Bottle”: for your loved one, where your romantic message is inserted into a bottle which the Gondolier will find along your ride. Looking to Pop the Question?!? Chose our additional message in the bottle option to surprise your spouse to be!