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Simpson Bay

Sailing Trips & Tours

Our most recommended Simpson Bay Sailing Trips & 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.

Edge Ferry Day-Trip to St Barts

2. Edge Ferry Day-Trip to St Barts

St Barts is aptly called "The Jewel of the Caribbean". Just 45 minutes from Pelican Marina with the "Edge" ferries. Depart at 9 am from Simpson bay marina to arrive in Gustavia Harbour, the hub of activity. Sidewalk cafes offer crepes and croissants for breakfast, car rentals meet the boat, the taxi stand is a few feet away, and boutiques are open for business. This exceptional island has white sandy beaches, good snorkeling, great restaurants and a unique shell museum. A day guaranteed to entertain with sights and delights. The taxi tours offer island sightseeing and a stop at St Jean Beach for shopping, beaching and lunch, and then return to Gustavia with a short time to spare for shopping before the ferry departs. Check in for the boat is at 3:45pm, for departure at 4pm. Arrival at Pelican at approximately 4:45pm. St. Barts also has some great scuba diving. Little pinnacles, reefs and wrecks are abundant with marine life and local dive shops are available. Dive trips can be arranged with St. Barts Plongee or Plongee Caraibes

Saint Martin: Trimaran Sailing Cruise with Lunch

3. Saint Martin: Trimaran Sailing Cruise with Lunch

Listen to the music of the wind in the sails and the waves against the hull on a sailing experience in the Caribbean Sea. At the meeting point you will be greeted by the captain. Board a dinghy to be taken to the trimaran, anchored in Simpson Bay. After taking off your shoes you will be welcomed aboard and offered a drink.  Find comfortable seating either in the cockpit or lounge, on one of the 2 large trampolines. Your captain and mate will hoist the sails and leave port, sailing along the south western coast of Saint Martin. Depending on wind conditions, you will enter the Anguilla Channel for some great views of the French side of the island.  There will be a stop for swimming, snorkeling and a gourmet sandwich lunch after which a tropical fruit platter is served on board the boat. The captain will find a calm bay to anchor in, to assure your comfort and easy access to the water. As well as lunch, drinks and snacks are offered on board throughout the cruise. At the end of your tour, you will be dropped back ashore by dinghy.

Sand Dollar Half Day Snorkel Cruise St. Martin

4. Sand Dollar Half Day Snorkel Cruise St. Martin

Sand Dollar is a great half day trip offering sightseeing, snorkeling and swimming. Captain Nevison Jr. is one of our most complimented staff members. The cruise takes guests through the lagoon, along our beautiful coastline and up to Creole Rock, off Grand Case. Creole Rock is a large rock formation with a reef extending out towards to the mainland, about a mile offshore. Waters are shallow and calm and provide excellent snorkeling. The boat picks up a mooring in a large sandy patch, in about 8' of water. A large cooler provides beers and sodas, and French baguette and Gouda cheese are served to hungry snorkelers. Guests should bring towels, hats and sun block, and have bathing suits on. Underwater cameras are sold in our boutique. Non swimmers are always welcome. The boat ride is enjoyable with great views of Anguilla from Creole Rock, and refreshments included on board. This trip is very popular in the afternoon at 2 pm for combo divers and snorkelers. Often a family member would like to accompany a diver and snorkel, Sand Dollar offers this opportunity. The site is a shallow one for divers, but the reef life is great with chances of seeing the rare frog fish, puffer fish, occasional barracuda and many different varieties of reef fish.

St. Martin Tango Dinner Cruise

5. St. Martin Tango Dinner Cruise

Ride along the waters of Simpson Bay on a 3-hour dinner cruise from St. Martin. At Pelican Marina, board Tango, a large, 63-foot catamaran, sister ship to Lambada. Then you will set sail on a Caribbean-style dinner cruise. Show up in informal dress and relax as Tango sets off. You will be served drinks and snacks and can enjoy a full open bar while sailing the coastline of the island. Just after sunset, the anchor is dropped and a buffet dinner is served on board the catamaran. Dine on a sumptuous choice of Creole chicken, succulent baby back ribs, salads, breads, rice and beans, and steamed veggies. Afterward, you will be treated to dessert. Then enjoy music and dancing until the evening comes to an end.

St.Maarten No1Sxm Sunset Sailing Trimaran

6. St.Maarten No1Sxm Sunset Sailing Trimaran

At the meeting point, boarding for this sailing cruise, you will be met by Captain Pieter. With our dinghy you will be taken to the trimaran which is at anchor in Simpson Bay. After taking of your shoes you will be welcomed aboard and offered a drink. Find comfortable seating either in the cockpit or lounge on one of the 2 large trampolines. After hoisting the sails and leaving port we will sail along the south western coast of Sint Maarten & Saint Martin, of course depending on wind conditions. The entire time we will be under sail. The music on board is the wind in the sails and water against the hulls. During the one and half hour sailing experience we offer drinks and snacks. After the sailing cruise we will drop you back ashore with our dinghy.

Full-Day Edge Ferry to Saba

7. Full-Day Edge Ferry to Saba

Named the Unspoiled Queen, Saba is an Eco-Paradise and quite the getaway for avid divers, hikers and nature enthusiasts. She is as beautiful on top as she is underneath. Edge ferries provide a regular schedule year round – Wed through to Sun each week. The journey is 75-90 minutes, and docks in Fort Bay, the only proper access to the sea on Saba. Taxis meet the passengers at the boat and tour up into the island. First stop is a village called The Bottom, on up to Windwardside, where the trails start for hiking and tours continue over through Hells Gate with a look down to the airport, precariously balanced out on a lava overflow. Taxi tours are the only way to get up and into the island as the walk up from Fort Bay to The Bottom is vertical and strenuous. The views are spectacular. The hiking in Saba's rain forest is not to be missed with the main trail, Mt. Scenery, being the most popular. Scuba Diving in Saba is world renowned. Many divers will ensure that a day trip to Saba is part of their dive vacation plan. All dive shops offer the highest standards of service and professionalism, and meet the divers as the ferry arrives. Saba is very unspoiled and a refreshing change from the cosmopolitan hustle and bustle that St. Maarten and St. Barts provide.

Simpson Bay: Sunset Cruise with Open Bar and Snacks

8. Simpson Bay: Sunset Cruise with Open Bar and Snacks

Set sail from Simpson Bay down St. Maarten’s scenic coast on this catamaran cruise. Relax on the front nets while enjoying an open bar and warm snacks served by the crew. Look towards the horizon as the sun sets. After boarding the 65-foot catamaran, simply sit back and relax as your experienced crew takes you on an unforgettable journey. Along with your snacks, choose from beers, rum punch, wines, Prosecco, and soft drinks at the open bar. As you cruise on the calm waters, look towards the horizon and you might catch the green flash during one of the amazing St. Maarten sunsets. 

Discover Scuba Diving on St. Maarten

9. Discover Scuba Diving on St. Maarten

While vacationing in the sunny Caribbean, there is a quick and easy way to find out whether scuba is really something for you. It is called Discover Scuba Diving Instructors provide a briefing with a flip chart, then off to a coral reef for a shallow 30' dive. With the instructor's guidance, you can see the wonders of reef life and experience the tranquility of the underwater world. This course also makes for an excellent refresher for certified divers.

Full-Day Catamaran Sail to Prickly Pear and Anguilla

10. Full-Day Catamaran Sail to Prickly Pear and Anguilla

Enhance your St. Maarten holiday with a full-day sail to the gorgeous and unspoiled islands of sun and sand – Anguilla and Prickly Pear. The Lambada has a 17-year history of party boat fun, family gatherings, and an outstanding crew, and is always a top-ranked excursion. Departing from Simpson Bay Resort, the Lambada sails up the west coast of St. Maarten, and from Plum Point across the channel, and to Prickly Pear Island for snorkeling. Non-swimmers can also enjoy the beach and shallow clear water! Enjoy a tasty meal at Johnno's Prickly Pear. Choose the BBQ chicken, fish, or ribs buffet, and then enjoy some free time beach combing, swimming, or relaxing in the sun. Stop for swim at a beach on the way home. Like all the beaches on Anguilla, the sand is white and the waters a breathtaking turquoise blue. During the nice leisurely sail back you’ll be treated to foot-tapping Caribbean rhythms and a tasty rum punch.

Frequently asked questions about Simpson Bay Sailing Trips & Tours

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What people are saying about Simpson Bay

Overall rating

4.8 / 5

based on 25 reviews

Most people who are able to swim a lap in an Olympic pool won't need the floats. Do bring a waterproof camera and cash to tip the captain. We gave $20 USD each. This is a really good experience for first-time snorkelers.

The sunset tour experience was excellent. Calm waters, knowledgeable and friendly crew, nice drinks and appetizers. The boat was also in a very good shape. We would definitely do other tours offered by No1Sxm.

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!

What a fabulous evening in the Caribbean! The crew was amazing and dinner was very tasty! We made new friends & enjoyed dancing! I highly recommend this cruise!

Beautiful sunset tour! Super organized. A highlight of our vacation.