Flagship SXM — 48ft Leopard Catamaran with Gourmet Dining and Clothing-Optional Sails
Luxury day charters on a spacious 48ft Leopard catamaran from Bobby's Marina, with continental breakfast, gourmet lunch, full bar, and optional clothing-optional sails.
Why Go
Flagship SXM sails a 48-foot Leopard catamaran out of Bobby's Marina in Philipsburg, with a service level that starts with continental breakfast (pastries, fruits, mimosas) and builds through a gourmet multi-course lunch with homemade dessert. The clothing-optional charter option adds a unique dimension — few operators on the island offer this.
The Experience
The Leopard 48 is one of the most respected production catamaran designs in the world — spacious, stable, and built for the kind of comfortable cruising that transforms a boat trip from an activity into a lifestyle experience. Flagship SXM uses this platform to deliver a day charter that treats dining as seriously as the sailing. The morning starts with continental breakfast as you motor through the lagoon and reach the open Caribbean. Appetizers and salad set up the main course — dishes like chicken stew prepared fresh onboard — followed by homemade dessert. The full open bar serves premium spirits, rum punch, wine, beers, and soft drinks throughout the day. Destinations span the full range: Tintamarre, Pinel Island, Long Bay, Happy Bay, Mullet Bay, Maho Beach, and for Anguilla trips, Prickly Pear and Rendezvous Bay. Snorkeling often produces sea turtle encounters, and the paddleboarding equipment is available throughout the day. The clothing-optional charter is a distinctive offering for open-minded guests, reflecting the naturist traditions that Orient Bay on the French side has long supported. Private charters (half-day 6-hour options available) allow full customization of the itinerary and experience.
What to Try
Book the shared day sail for the full gourmet experience from breakfast through dessert. Request a private charter for complete customization of the route and dining. Try the clothing-optional sail for a liberating Caribbean experience. Snorkel at multiple stops to compare the reef life at each site.
Insider Tip
The continental breakfast mimosas set the tone for the day. Do not skip breakfast by arriving late — the morning pastries and fruit on the water, with the Philipsburg harbor receding behind you, is one of the best starts to a day on St. Maarten.
The Practical Stuff
Departing from Bobby's Marina, Philipsburg, Dutch side. Vessel: 48ft Leopard catamaran. Options: group day sails, private charters (half-day, full-day), clothing-optional sails. All-inclusive: continental breakfast, gourmet multi-course lunch, homemade dessert, full premium bar, snorkel gear, paddleboards. Destinations: Tintamarre, Pinel, Long Bay, Happy Bay, Maho, Anguilla. Price range: premium ($$$).
Pair It With
- The Greenhouse Guide — Bobby's Marina restaurant for evening dining after returning from the sail
- Bay Side Gift Shop & Cigar Lounge Guide — Cigar and gift shopping near the marina for a post-sail browse