Private Boat Charters in St. Thomas, US Virgin Islands
Fully private boat charters departing from St. Thomas and exploring St. John and the surrounding Virgin Islands.
Private Charter Experience
Callwood Hospitality & Leisure offers fully private boat charters departing from St. Thomas and St. John. Each trip is reserved exclusively for your group and tailored to the conditions — from relaxed beach days to island hopping throughout the US Virgin Islands.
Whether visiting on vacation or staying with us, guests can reserve a professionally hosted charter experience designed around comfort and flexibility.
Your Time On The Water
Routes are planned in advance based on sea conditions, with flexibility to tailor stops and timing throughout the day.
Common outings include relaxed beach stops, swimming in calm bays, snorkeling, scenic cruising along St. John’s shoreline, or spending time between multiple islands throughout the US Virgin Islands.
Half day, full day, sunset, or BVI — each arranged for your group.
Charter Types
Half Day (4 hours)
A relaxed outing with time to swim, snorkel, or visit a nearby beach.
Full Day (7 Hours)
More time to explore multiple areas at a comfortable pace with breaks to enjoy the water.
Sunset (2 hours)
An evening ride along the coastline to wind down and watch the sun set over the water.
BVI Trips (8-9 Hours)
A longer trip coordinated in advance for guests interested in visiting the BVI. Advance arrangement required.
Where We Charter
Our charters depart from St. Thomas and commonly explore St. John and the surrounding US Virgin Islands. Routes are adjusted daily based on sea conditions and your group’s preferences, often including protected bays, quiet beaches, snorkeling areas, and scenic shoreline cruising.
British Virgin Islands trips are coordinated individually and planned around weather windows and clearance procedures.
Departure Planning
Guests staying at Sailfish Villa may depart directly from the property when sea conditions allow.
For visiting guests, we select the calmest and most comfortable marina on the day of your trip. Typical departure points include Red Hook, Sapphire, Yacht Haven Grande, and Crown Bay. Final meeting instructions are sent the evening prior to departure.
Reserve Your Dates
Choose your preferred date using our availability calendar. After reviewing sea conditions and vessel availability, we confirm your charter and provide final departure details.
We coordinate each charter individually to ensure the best vessel and conditions for your date.