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Philipsburg Sailing trips & boat tours

Our most recommended Philipsburg Sailing trips & boat tours

Simpson Bay: Lambada Sunset Cruise of Sint Maarten

1. Simpson Bay: Lambada Sunset Cruise of Sint Maarten

Enjoy a perfect ending to a beautiful day in paradise on an evening cruise around the coastline of Sint Maarten. This coastal cruise on board the Lambada catamaran is truly spectacular and a tour that you will remember forever. Enjoy sightseeing as the Lambada sails from Pelican Marina on Simpson Bay up the coast to Long Bay, straight into the setting sun. Great music and an array of tasty snacks and drinks are provided for your enjoyment aboard the boat. Enjoy the spacious decks of the boat and relax on the nets set up on the front of the bow while the experienced crew provide excellent service and cater to your needs.

St. Maarten: Full-Day Catamaran Sail to Prickly Pear Cays

2. St. Maarten: Full-Day Catamaran Sail to Prickly Pear Cays

Enhance your St. Maarten holiday with a full-day sail to the gorgeous and unspoiled islands of sun and sand – Prickly Pear. The Lambada has a 17-year history of boat fun, family gatherings, and an outstanding crew. This is always a top-ranked excursion. Departing from Simpson Bay Resort, the Lambada sails down the coast of St. Maarten and across the Anguillan channel with a heading bound for Prickly Pear Cays. The 16-mile trip from St Maarten is about an hour and 45 minutes. After snorkeling the reefs at Prickly Pear, enjoy a tasty meal at Johnno's Prickly Pear. Choose the BBQ chicken, fish, or ribs, and then enjoy some free time beach combing, swimming, or relaxing in the sun. On the way back to St Maarten, anchor off Mead's Bay for a refreshing dip before pulling up the sails for the trip back to Simpson Bay. During the nice leisurely sail back you’ll be treated to foot-tapping Caribbean rhythms and a tasty rum punch.

St. Maarten: Half-Day Moon Dance Sailing Charter

3. St. Maarten: Half-Day Moon Dance Sailing Charter

Head off shore and explore St. Maarten on a half-day sailing charter. The Moon Dance leaves from Simpson Bay on a voyage of exploration of the St. Maarten coastline, its beaches, and some of the neighboring islands. You can choose to relax on deck and enjoy the beauty of the coastline, or help out and become a part of the crew. You can try your luck fishing with the poles available on board, or use the kayak to access the shore. Whatever you choose to do during the sail the views are guaranteed to be spectacular! Although lunch is not included in the price of the charter you’re welcome to bring along a lunch to enjoy on deck or to opt for a meal at the Lolo Shacks. Make the most of your stay and set sail on a Moon Dance charter!

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What people are saying about Philipsburg

Overall rating

4.7 / 5

based on 42 reviews

Fabulous day out on the catamaran, we visited 2 beautiful beaches and had plenty of time to swim and snorkel. Lunch was very good and drinks were flowing all day. The crew: Preston, Albert, Benjamin and Atiba made this adventure memorable. Highly recommended.

The sunset tour was beautiful and the vibes were exactly what you’d hope for. The crew was great and made sure our drinks were never empty. We would absolutely recommend this to anyone visiting Sint Maarten!

The crew was the absolute best they were very attentive and made for an awesome trip I highly recommend this trip

The cruise was a wonderful experience. The staff was great and I believe a great time was had by everyone.

Great time loved the islands water was amazing food good