Customize a private outing for up to 9 people
4 or 6 hrs
Customize a private charter or bareboat rental in San Jose around your group’s plans.
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
Hurricane Hole Marina, 5130 Overseas Hwy 1, Key West, FL 33040
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
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
Self-guided Key West boating with flexible docking options
Flexible Key West boat days with onboard GPS and radio
Take the helm for flexible Key West boating, from a half day to a week
Cruise the Keys waters and watch dolphins, with time to snorkel
Cruise to shallow sandbars and glide through mangroves in the Florida Keys
Watch the Florida Keys sunset from the Gulf of Mexico
Customize a private boat outing around dolphin watching and sandbar time
Shape a private boat outing around your group's interests