St. Maarten / St. Martin Sailing Blog

St. Maarten has one of the most active sailing communities of the Caribbean. Sailing charters or tours can be booked here year round, but many sail in with their own ship. Around the Simpson Bay Lagoon, one finds a variety of marinas, services and restaurants with dinghy harbors for hungry and thirsty sailors. Most famous are St. Maarten sailing events like the annual Heineken Regatta and the Caribbean Multihull Challenge. Let us keep you in the loop with this blog!

St. Maarten Auction Items April 2025

April 16, 2025

The St. Maarten Auction April Specials!

Is St. Maarten on your bucket list this year?   Cross it off your list and kick back in paradise! Visit StMaartenAuction.com to score dreamy getaways, oceanfront dining, and private pool cabana vibes with Great Bay beach just steps away!

sailing boats in the sea for the Heineken Regatta

April 16, 2025

One Love, One Island, One Regatta: Highlights from the 45th St. Maarten Heineken Regatta Celebrations

The official film of the 45th St. Maarten Heineken Regatta has just dropped, and it’s a vibrant tribute to four and a half decades of sailing, island spirit, and unforgettable “Serious Fun!” This annual Caribbean celebration has, for 45 years,

Aerial view of Icon of the Seas

April 8, 2025

Today in the St. Maarten Cruise Port: Icon of the Seas

Cruise Port St. Maarten report: Icon of the Seas   In our weekly review of special ships docking in the Philipsburg St. Maarten cruise port today, we chose to highlight the largest cruise ship in the world, the Icon of

announcement activity of the week: santino around the island with aqua mania adventures

March 17, 2025

Visit St. Maarten / St. Martin Activity of The Week: Santino Around The Island with Aqua Mania Adventures

Explore St. Maarten/St. Martin’s hidden gems with the Santino Motor Boat Cruise! Enjoy stops at Long Beach, Creole Rock for snorkeling, Grand Case for a Lolo BBQ lunch, Tintamarre Island to spot sea turtles, and Pinel Island to relax. Captain

boats on the water for the heineken regatta

March 12, 2025

Celebrating 45 Years of “Serious Fun!” at the St. Maarten Heineken Regatta

That’s a wrap on the 45th St. Maarten Heineken Regatta! The Regatta Village has been broken down, visitors have checked out to fly home, and boats have casted off through Simpson Bay bridge one final time to head to their