Simpson Bay, St. Maarten

Days Itinerary


Day 1

Enjoy lunch at Captain’s Rib Shack; Take a stroll along Front Street Boardwalk at sunset; Dinner at Chesterfield’s Restaurant at Dock Maarten

Day 2

Start with a snorkeling charter with Aquamania; Have some lunch at Buccaneer Beach Bar. Then back to the marina to play some tennis or take a break and lounge by the pool then head over to The Hollywood Casino and Red Piano Lounge to enjoy the nightlife.

Day 3

Start your day at Maho Beach to experience the beach while planes are arriving and departing right over head. Then grab a bite to eat at the Sunset Beach Bar; get a tour at Topper’s Rhum Distillery and back to the marina to dine. 

Sunset Beach Bar - Fun place to have a drink and watch the massive planes land.

Great Spot to Watch Planes Land!,TripAdvisor Review

DAY 1 

Enjoy lunch at Captain’s Rib Shack; Take a stroll along Front Street Boardwalk at sunset; Dinner at Chesterfield’s Restaurant at Dock Maarten


Treetop Adventures and Ziplining at Loterie Farm; Shopping and lunch at the West Indies Mall; Island exploration on the French side; Dinner at Izzy or Bamboo; Nightlife along the Simpson Bay Strip


Take the Voyager Ferry to Gustavia, St. Barths; Lunch & Cocktails at Le Select where “Cheeseburger in Paradise” by Jimmy Buffet was written; Shopping in Gustavia with a quick stop at Shell Beach; Dinner at Bonito St. Barths; If time permits, take in the sunset at Lorient Beach for the Autour Du Rocher


SCUBA Diving with Aquamania Watersports; Spa treatment at Indulgence by the Sea; Sunset cocktails at Buccaneer Beach Bar


Check out the Fresh Market; Stroll through The Old Salt Factory & Sint Maarten Museum; Lunch at the Hard Rock Café; Try your luck at one of many Phillipsburg Casinos; Dinner at Zoo Rock Cafe & Club; Evening cocktails at Sunset Beach Bar watching planes land at SXM

Aqua Mania Adventures - Our family enjoyed the entire day with the crew and locations we visited! The service was great - snacks, drinks, food. The day was filled with activities that the entire family could join. Highly recommended!

Excellent Day in a Beautiful Place,TripAdvisor Review

Local Attractions

Here is a peek at some of the highlights on the beautiful island of Sint Maarten/Saint Martin. This island has everything you need to keep you entertained both day and night.

SNUBA Diving

Even if you are not a certified diver, you can experience the next best thing. You are tethered to an air tank and able to dive and explore underwater adventures.

Fort Louis

Built in 1967 in Marigot, you can see the island's largest historical monument.

Topper's Rhum Distillery

Visit the home of the "World's Best Tasting Rhum" handmade in St Maarten. A tour guide will show you around the 6000 square foot distillery teaching about rum making process.

Maho Beach

Get some sun and relax on the beach while large jets are flying overhead.


There are 37 beaches in Sint Maarten/Saint Martin. For questions on which beach suits your needs, please don't hesitate to contact the marina office for our recommendations.

Exceptional rhum and well put together your. I’ve been everywhere from Havana to Curaçao on Caribbean distillery tours and Toppers literally tops them all. They educate you and create an experience, and it doesn’t hurt that they have an amazing and large selection of specialty rhum all avail to sample and purchase. Cannot be duplicated, worthy for all travelers.

Toppers Tour,TripAdvisor Review

Annual Events




THE GRANDE CASE TUESDAYS HARMONY NIGHTS - Well known as being the biggest tourist activities on the French Side of the island, The Grande Case Tuesdays Harmony Nights is not to be missed. The main street of Grande Case becomes pedestrian from 6pm to 10pm. It will come alive with the largest traditional market on the island, but also a variety of street entertainment, musical bands, local arts and craft exhibitions and carnival dancers. Not less than 60 exhibition booths, 40 restaurants, 20 shops, a dozen local artists involved in performance every Tuesday evening for a minimum period of three months.



The Heineken Regatta is the oldest and the most famous regatta that has gathered every year for more than thirty years, during three days in March. Several hundred sailors on all categories of sailing vessels, from the lightest “Hobby Cat” to the most impressive “maxi” participate. Sometimes, a few old sailing ships add a nostalgic touch. Since its origin, the biggest names in sailing have come to race many unknown competitors on the Heineken Regatta, to share in the pleasure of fighting against the wind and the waves, as well as to maintain the high level and quality of sailing days. Perfectly organized, this high caliber event is rightly rattled “Serious Fun." There is an unusual dimension added to the race which extends well past the surface of the water and the sporting aspect, as each evening, the crews and public gather to enjoy unforgettable concerts offering a variety of music.


The SXM Festival brings DJs and electronic music talent from all over the world to entertain festival goers for an entire week. This festival takes place in different venues and offers a chance to come together and dance in a communal atmosphere.


St. Maarten Carnival  

Celebrate one of St.Maarten’s most anticipated celebration of vibrate costumes, local cuisine and local music. St. Maarten Carnival takes place every year during late April/Early May! It’s a spectacular event that you won’t want to miss.



Experience Patrimony Day. Each year, the third weekend of September is devoted to culture and to people wishing to discover historical monuments often closed to the public. Several excursions are organized for the public all over the island.


Concordia Cup

Concordia Cup is a friendly annual competition in Mullet Bay between golfers on the French side and their friend on the Dutch side.

St. Maarten's Day Celebration  

Enjoy St. Maarten's Day Celebration. The island was discovered on this day by Christopher Columbus in 1493. It will be filled with official ceremonies and traditional entertainment such as music, cultural heritage and gastronomy.


CARNIVAL ON THE BAY - Experience Carnival in December with The Yacht Club at Isle de Sol. Since the Carnival is celebrated at the end of our season, we want to welcome you back to St. Maarten with the heritage of Carnival. From the colorful costumes to the authentic music of the island, we bring the celebration to you!

excellent food! fabulous service and one of the best views on the island. cant wait to go back next year.

Love this place,TripAdvisor Review