Chieftess at anchor in clear turquoise water while guests swim off the stern
All charters

The island-day boat

Chieftess

A good day starts out here.

Meet Chieftess

Easygoing days, open water.

Chieftess is your private ride to a day around St. Maarten, Anguilla or St. Barts, for up to 8 guests. Come for the clear water, stay for the freedom to spend your day your way.

Full days run 10am–⁠5pm. Half days (10am–⁠2pm or 1pm–⁠5pm) are available for St. Maarten charters only; Anguilla and St. Barts are full-day trips. Choose your island and the crew will confirm the route and a personal quote.

The boat
Private day boat
Times
Full day 10am–⁠5pm · all islands
Half day 10am–⁠2pm or 1pm–⁠5pm · St. Maarten only
Guests
Up to 8
Departure
St. Maarten, Anguilla or St. Barts

In St. Maarten, board at Bobby's Marina, Point Blanche; pick-up at Simpson Bay bridge or Marina Fort Louis, Marigot is available at extra cost. For Anguilla or St. Barts departures, we confirm the pickup point with your quote.

Already taken care of

Just bring yourself.

Included on every Chieftess charter.

  • Captain and crew
  • Fresh towels
  • Open bar
  • Snorkel gear

Where to?

Pick an island.

Want to personalize the day? Seabobs, drone footage and extra time can be requested; availability and cost are confirmed with your quote.

Ready when you are

Let's plan your day on Chieftess.

Tell us your date and group size. We reply with availability and a personal quote.