Top St Maarten Wine Tasting Tours

18 results

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Sint Maarten Wine Tasting Brewery Shopping and Jet-Blast Tour

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.

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Sint Maarten Wine Tasting Brewery Shopping and Jet-Blast Tour

4 to 5 hoursFree Cancellation

4.5

(4)

from $130

Topper's Rhum Distillery Tour in St Maarten

1 hour 30 minutesFree Cancellation

4.9

(936)

from $39

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.

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Big three-Full Experience at Rainforest Adventures St Maartin

5 hoursFree Cancellation

3.9

(314)

from $159

Likely to Sell Out

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.

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

5 hoursFree Cancellation

5.0

(1,770)

from $145

UTV / ATV Guided Tour in Philipsburg (Hotel & Airbnb Guests)

3 hours 30 minutesFree Cancellation

4.9

(1,976)

from $120

Per group

Cheese and Wine Tasting

2 hoursFree Cancellation

4.9

(55)

from $113

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!

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Boomerang’s Best of Anguilla: Swim with Turtles Adventure

7 hoursFree Cancellation

4.8

(430)

from $169

Private Tropical Gondola Dinner Cruise Simpson Bay

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.

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Private Tropical Gondola Dinner Cruise Simpson Bay

2 hoursFree Cancellation

3.5

from $240

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!

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St.Martin-St.Maarten: Small Group, History & Cheese Tasting Tour

4 hoursFree Cancellation

5.0

(4)

from $159

St.Martin-St.Maarten: Small Group, Culinary Food Tour

5 hoursFree Cancellation

4.8

(21)

from $199

Tango Caribbean Dinner Cruise

3 hoursFree Cancellation

4.7

(500)

from $85

Likely to Sell Out

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.

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St Maarten Luxury Catamaran Full-Day Group Charter

9 hoursFree Cancellation

4.9

(266)

from $255

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.

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

6 hoursFree Cancellation

4.9

(4,456)

from $149

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.

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Anguilla - Discovery Speed Boat tour

7 hoursFree Cancellation

4.8

(193)

from $149

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.

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Luxury Private Picnic in Paradise Beach

3 hours 30 minutesFree Cancellation

4.6

(8)

from $253

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.

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

8 hoursFree Cancellation

4.9

(565)

from $149

Island Discovery Tour Orient & Maho Beach

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.

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Island Discovery Tour Orient & Maho Beach

6 hoursFree Cancellation

4.3

(137)

from $55

Tropical Gondola Day Cruise & French Beach Tour

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!

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Tropical Gondola Day Cruise & French Beach Tour

3 hoursFree Cancellation

3.5

from $220

Top Attractions in St Maarten

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Top St Maarten Wine Tasting Tours

18 results

Top Attractions in St Maarten

Baie Rouge Beach

Simpson Bay

Happy Bay Beach

Orient Bay Beach

Maho & Mullet Bay

Maho Beach

Baie Rouge Beach

Simpson Bay

Happy Bay Beach

Orient Bay Beach

Maho & Mullet Bay

Maho Beach

Baie Rouge Beach

Simpson Bay

Happy Bay Beach

Orient Bay Beach