Chieftess at anchor in clear turquoise Caribbean water under a blue sky

Private Charters & Sportfishing

St. MaartenAnguillaSt. Barts

Private charters

Two boats for island days.

Private charters with flexible island pickup. Anguilla and St. Barts are full-day only (10am–⁠5pm); St. Maarten also offers half days at 10am–⁠2pm or 1pm–⁠5pm. Towels, an open bar and snorkel gear are on board.

Caballero, the Reel Charters 33ft Cabo Express sportfishing boat, underway with outriggers and towerCaballero · 33ft Cabo Express

Sportfishing aboard Caballero

Lines in. Blue water ahead.

Head offshore on Caballero, our 33ft Cabo Express. Private trips for up to 6 anglers, with your preferred departure island requested during booking.

Full day8am–⁠4pm
Half day8am–⁠1pm

St. Maarten boarding at Bobby's Marina, Point Blanche; other islands on request

  • All fishing gear
  • Captain and crew
  • Drinks
  • Snacks
Meet Caballero
Solara, a teal and white Sunseeker 52, at anchor in a turquoise Caribbean cove
Island days includeTowels · Open bar · Snorkel gear

On board

Just bring yourself.

Island days on Solara and Chieftess come with the essentials taken care of, so the only plan is to enjoy the water.

  • Captain and crew
  • Fresh towels
  • Open bar
  • Snorkel gear
  • Breakfast fruit platter on Solara
Make it yours
  • Seabobs
  • Drone footage
  • Extra time
Available on request. We confirm availability and cost with your quote.
Shell Beach in St. Barts with blue water and a rocky headland

Private transfers

Island to island, in private.

Travel between St. Maarten, Anguilla and St. Barts on a private boat with just your group on board. Choose where you are starting and where you want to go, and we confirm availability.

  • Private transfer to AnguillaChoose your departure island when booking
  • Private transfer to St. BartsChoose your departure island when booking

Bring a valid passport. We confirm entry arrangements for your date.

Plan your day

Let's get you out on the water.

Prefer to talk? Reach us directly.

Book your trip

Solara · St. Maarten → St. Maarten · Full day 10am–⁠5pm

Your trip
This will be treated as a local private charter around St. Maarten.
Add extras on request
About you

Review your request

Charter
Solara · private charter
Departure
St. Maarten
Destination
St. Maarten
Date
Choose a date above
Schedule
Full day · 10am–⁠5pm
Guests
2
Pickup
Bobby's Marina, Point Blanche

We'll reply with availability and a personal quote. No payment is taken on this website. Privacy