Private Charter or Rental in San Jose

Customize a private outing for up to 9 people

5.0 stars• 29 reviews

Duration

4 or 6 hrs

Highlights

Customize a private charter or bareboat rental in San Jose around your group’s plans.

Choose a private charter for groups of up to 6 people
Rent bareboat for groups of up to 9 people
Customize your private outing
Gather your group for a charter or rental

Important details

Complete a waiver for private charters
Expect a captain fee for bareboat rentals; it is not included in the listed price

Cancellation Policy

Private charters require 2 days' notice for a full refund. Reservations made less than 24 hours before departure are nonrefundable. Failure to cancel at least 24 hours before departure results in a full charge. Full refund if the captain cancels the trip.

Product ID: G8XXMT

What people are saying

Our experience with Sun Surf and Sand Charters was exceptional before we ever stepped on the boat. I spoke with Captain Shane prior to booking, and he took the time to answer every question I had—and even a few I didn’t know I should be asking. We booked the Outer Island Sand Bar trip, and it did not disappoint. The entire trip was smooth and relaxed, and Captain Shane took us to three absolutely stunning, incredibly private locations. It felt like we had our own little pieces of paradise. One of the things we appreciated most was that Captain Shane took numerous photos of us throughout the trip. He captured some wonderful memories for us, and that was such an unexpected and thoughtful part of the experience. Captain Shane was also a great local resource. When we asked for recommendations, he happily shared suggestions for restaurants and nightlife all the way from Key Largo to Key West. We absolutely loved this experience. Looking back on our vacation, this was truly the highlight of our time in the Keys. Thank you, Captain Shane, for making the day so memorable and for giving us an experience we’ll remember for years to come!

C. Milbert

August 12, 2026

C. Milbert

August 12, 2026

Meeting details

Hurricane Hole Marina, 5130 Overseas Hwy 1, Key West, FL 33040

Experience provided by Sun Surf & Sand Charters

Why book through Greetwell?

No Added Fees
No booking or service fees, ever
Concierge Support Included
Real humans ready to help with timing, questions, or special requests
Free Cancellation Available
Most experiences can be cancelled for a full refund