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Top Philipsburg Wine Tasting Tours

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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.

Sint Maarten Wine Tasting Brewery Shopping and Jet-Blast Tour

4 to 5 hoursFree Cancellation

Shared Departure Transfer: Hotel to St Maarten Airport

1 hourFree Cancellation

Price varies by group size

UTV/ ATV

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

3 hours 30 minutesFree 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

5 to 6 hoursFree Cancellation

Cole Bay Hill look-out point

For hotel guests: Guided ATV Tour Dutch/French St. Maarten - Highlights & Beach

4 hoursFree Cancellation

Custom Jeep Rental in St Maarten

1 to 31 daysFree Cancellation

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.

Private Tropical Gondola Dinner Cruise Simpson Bay

2 hoursFree Cancellation

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!

Tropical Gondola Day Cruise & French Beach Tour

3 hoursFree Cancellation

1 ATV Rental Ride or Tour

1 dayFree Cancellation

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.

Luxury Private Picnic in Paradise Beach

3 hours 30 minutesFree Cancellation

Maho and Orient Beach Day in St Maarten

Swim and lounge at Orient Beach and Maho Beach on this half-day excursion from St Maarten. Jet ski, paraglide or sail at Orient Beach, then grab a snack at one of the many bars and restaurants there. Travel to Maho beach and watch jumbo jets fly overhead to land at the nearby airport. A guide, complimentary refreshments and round-trip transportation from your St Maarten hotel are included on this excursion.

St Maarten Half-Day Trip to Orient and Maho Beach

5 hoursFree Cancellation

Top Attractions in Philipsburg

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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

Front Street

Attractions

Front Street

Simpson Bay

Attractions

Simpson Bay

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