Top Philipsburg Sailing Tours

Explore St. Maarten’s natural landscape away from the crowded beaches on a boat cruise that departs from Bobby’s Marina. To ensure your comfort and a personal experience, the boat crew provide a buffet lunch, open bar, and snorkeling gear. Stops on the itinerary range from top landmarks to secluded snorkeling locations often missed by visitors.

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.

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.

Getting from your hotel to the airport at the end of your journey can be stressful if you don't have a taxi lined up. Make things easier on yourself and save money when you prebook a group transfer from your hotel to Princess Juliana International Airport in the comfort of a climate-controlled bus.

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.

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.

Finishing your vacation with a taxi ride can really be a terrible ending to a great trip. This St. Maarten Airport Private Departure Transfer is the perfect alternative to taxis and public transport. You'll ride (with your own private group) in a comfortable vehicle from your St. Maarten hotel to the Princess Juliana International Airport.

Take a private sightseeing tour of St Maarten with a knowledgeable local guide. This flexible tour can be customized to include landmarks and highlights that are of interest to you and your party. Travel at your own pace and spend as much or as little time as you like at each stop. Focus on beach hopping, shopping, sightseeing, cuisine tasting, activity parks/entertainment or a combination. Along the way, learn about St Maarten from your private guide and sip complimentary refreshments like beer, soft drinks and guavaberry rum punch.