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    Pineapple Express charter boat in turquoise Caribbean water at Jost Van Dyke — Cruz Bay Watersports

    US Virgin Islands, US Virgin Islands · 2026 Season

    Cruz Bay Watersports

    Part of RED Hospitality Group — the USVI's largest and longest-running charter operator with 30+ years running boats, 20+ tours, and multi-resort pickups from Ritz-Carlton, Westin Frenchman's Reef, Westin St. John, Hampton by Hilton, and STT Airport.

    Vetted local captains · Secure operator booking

    30+
    Years Running
    20+
    Tours
    Both Islands
    Coverage
    6+
    Resort Pickups
    4.9· across 1,000+ operator reviews200+ vetted charters

    Cruz Bay Watersports (part of RED Hospitality Group) is the largest and longest-running charter operator in the U.S. Virgin Islands with 30+ years of experience, offering private yacht charters, BVI day trips, snorkeling, jet skis, sunset sails, and dinner cruises from resort pickups across St. Thomas and St. John.

    Compare every Cruz Bay Watersports trip

    4.9 on Google, 1,751 reviews

    TripDurationMax guestsFromDeparts
    Shared Airport Shuttle: Hampton by Hilton to STT45 Minutes20$30 per personHampton by Hilton or STT Airport, St. Thomas
    Shared Luxury Shuttle: Airport Transfer to Hampton by Hilton45 Minutes20$30 per personSt. Thomas Airport (STT)
    Shared Luxury Shuttle: Ritz-Carlton St. Thomas Airport Transfer45 Minutes20$45 per personThe Ritz-Carlton or STT Airport, St. Thomas
    Shared Shuttle: St. Thomas Airport to Ritz Carlton45 Minutes20$45 per personSt. Thomas Airport (STT)
    St. John Luxury Sunset Sail on 65ft Catamaran1.5 Hours60$79 per adultThe Westin Resort, St. John
    St. Thomas Luxury Catamaran Sunset Cocktail Sail1.5 Hours30$99 per adultThe Ritz-Carlton Resort, St. Thomas
    Lovango Cay Snorkel & Sail Catamaran Tour5 Hours40$119 per personWestin Resort, St. John
    Lovango Cay Sunset Dinner Sail by Catamaran4.5 Hours20$129 per adultRitz-Carlton Resort, St. Thomas
    St. John Snorkel Sail with Pizza Pi Lunch5 Hours30$129 per adultThe Westin Resort, St. John
    St. Thomas Half-Day Snorkel & Sail on a Luxury Catamaran5 Hours60$129 per adultThe Westin Resort, St. John
    Buck Island Snorkel & Sail, Half-Day Catamaran Tour5 Hours30$139 per adultWestin Frenchman's Reef, St. Thomas
    St. John Sunset Dinner Sail by Catamaran5 Hours60$139 per adultThe Ritz-Carlton Resort, St. Thomas
    1-Hour Guided Jet Ski Tour in St. Thomas1 Hour2$149 per vehicleWestin Frenchman's Reef, St. Thomas
    St. Thomas Snorkel & Sail with Lunch & Open Bar5 Hours30$149 per adultWestin Frenchman's Reef (Dockside Watersports), St. Thomas
    St. John Catamaran Sail & Snorkel with Lime Out Lunch6.5-7.5 Hours30$159 per adultThe Ritz-Carlton, St. Thomas
    Jost Van Dyke Full-Day Sail & Snorkel Catamaran Tour8 Hours40$179 per adultThe Westin Resort, St. John
    Jost Van Dyke Catamaran Day Trip: Soggy Dollar Bar & Snorkel8 Hours30$199 per adultThe Ritz-Carlton Resort, St. Thomas
    Baths & Treasure Caves Full-Day Power Catamaran Tour8.5 Hours30$219 per adultThe Ritz-Carlton Resort, St. Thomas
    BVI Baths & Caves All-Inclusive Power Catamaran Trip8.5 Hours40$219 per adultThe Westin Resort, St. John
    Private St. Thomas Airport Transfer by Luxury Van30 Minutes14$299 per groupSt. Thomas Airport (STT)
    St. John Half-Day Scout 17 — Self-Captained Boat Rental6 Hours5$595 per charterWestin Resort, St. John

    Choose your day on the water

    Cruz Bay Watersports Tours & Charters

    21 charters available

    Shared Luxury Shuttle: Ritz-Carlton St. Thomas Airport Transfer - Transportation charter departing from The Ritz-Carlton or STT Airport, St. Thomas, US Virgin Islands | 45 Minutes, up to 20 guests
    Transportation4.9(1,751)

    Shared Luxury Shuttle: Ritz-Carlton St. Thomas Airport Transfer

    from$45/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton or STT Airport, St. Thomas45 MinutesUp to 20
    Boat
    Passenger Van
    Duration
    45 Minutes
    Up to
    20 guests
    Stops
    Custom itinerary
    Shared Airport Shuttle: Hampton by Hilton to STT - Transportation charter departing from Hampton by Hilton or STT Airport, St. Thomas, US Virgin Islands | 45 Minutes, up to 20 guests
    Transportation4.9(1,751)

    Shared Airport Shuttle: Hampton by Hilton to STT

    from$30/person· no markup

    Cruz Bay Watersports

    Hampton by Hilton or STT Airport, St. Thomas45 MinutesUp to 20
    Boat
    Transportation
    Duration
    45 Minutes
    Up to
    20 guests
    Stops
    Custom itinerary
    Shared Luxury Shuttle: Airport Transfer to Hampton by Hilton - Transportation charter departing from St. Thomas Airport (STT), US Virgin Islands | 45 Minutes, up to 20 guests
    Transportation4.9(1,751)

    Shared Luxury Shuttle: Airport Transfer to Hampton by Hilton

    from$30/person· no markup

    Cruz Bay Watersports

    St. Thomas Airport (STT)45 MinutesUp to 20
    Boat
    Passenger Van
    Duration
    45 Minutes
    Up to
    20 guests
    Stops
    Custom itinerary
    Per-Person Adventures4.9(1,751)

    St. Thomas Snorkel & Sail with Lunch & Open Bar

    from$149/person· no markup

    Cruz Bay Watersports

    Westin Frenchman's Reef (Dockside Watersports), St. Thomas5 HoursUp to 30Open bar
    Boat
    Per-Person Adventures
    Duration
    5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Transportation4.9(1,751)

    Shared Shuttle: St. Thomas Airport to Ritz Carlton

    from$45/person· no markup

    Cruz Bay Watersports

    St. Thomas Airport (STT)45 MinutesUp to 20
    Boat
    Passenger Van
    Duration
    45 Minutes
    Up to
    20 guests
    Stops
    Custom itinerary
    Transportation4.9(1,751)

    Private St. Thomas Airport Transfer by Luxury Van

    from$299/charter· no markup

    Cruz Bay Watersports

    St. Thomas Airport (STT)30 MinutesUp to 14
    Boat
    Transportation
    Duration
    30 Minutes
    Up to
    14 guests
    Stops
    Custom itinerary
    Catamaran Charters4.9(1,751)

    Buck Island Snorkel & Sail, Half-Day Catamaran Tour

    from$139/person· no markup

    Cruz Bay Watersports

    Westin Frenchman's Reef, St. Thomas5 HoursUp to 30Open bar
    Boat
    55' Sailing Catamaran
    Duration
    5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Boat Rentals4.9(1,751)

    St. John Half-Day Scout 17 — Self-Captained Boat Rental

    from$595/charter· no markup

    Cruz Bay Watersports

    Westin Resort, St. John6 HoursUp to 5
    Boat
    Boat Rentals
    Duration
    6 Hours
    Up to
    5 guests
    Stops
    Custom itinerary
    Snorkeling4.9(1,751)

    Lovango Cay Snorkel & Sail Catamaran Tour

    from$119/person· no markup

    Cruz Bay Watersports

    Westin Resort, St. John5 HoursUp to 40Open bar
    Boat
    55' Sailing Catamaran
    Duration
    5 Hours
    Up to
    40 guests
    Stops
    Custom itinerary
    Lime Out4.9(1,751)

    St. John Catamaran Sail & Snorkel with Lime Out Lunch

    from$159/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton, St. Thomas6.5-7.5 HoursUp to 30Open bar
    Boat
    55' Sailing Catamaran
    Duration
    6.5-7.5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Pizza Pi4.9(1,751)

    St. John Snorkel Sail with Pizza Pi Lunch

    from$129/person· no markup

    Cruz Bay Watersports

    The Westin Resort, St. John5 HoursUp to 30Open bar
    Boat
    55' Sailing Catamaran
    Duration
    5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Dinner Cruise4.9(1,751)

    Lovango Cay Sunset Dinner Sail by Catamaran

    from$129/person· no markup

    Cruz Bay Watersports

    Ritz-Carlton Resort, St. Thomas4.5 HoursUp to 20Open bar
    Boat
    Dinner Cruise
    Duration
    4.5 Hours
    Up to
    20 guests
    Stops
    Custom itinerary
    Jet Ski4.9(1,751)

    1-Hour Guided Jet Ski Tour in St. Thomas

    from$149/charter· no markup

    Cruz Bay Watersports

    Westin Frenchman's Reef, St. Thomas1 HourUp to 2
    Boat
    11' Wave Runner Jetski Jet Ski
    Duration
    1 Hour
    Up to
    2 guests
    Stops
    Custom itinerary
    Per-Person Adventures4.9(1,751)

    Baths & Treasure Caves Full-Day Power Catamaran Tour

    from$219/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton Resort, St. Thomas8.5 HoursUp to 30Open bar
    Boat
    60' Jost Boat Power Catamaran
    Duration
    8.5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Per-Person Adventures4.9(1,751)

    St. Thomas Luxury Catamaran Sunset Cocktail Sail

    from$99/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton Resort, St. Thomas1.5 HoursUp to 30Open bar
    Boat
    65' Lady Lynsey II Sailing Catamaran
    Duration
    1.5 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Per-Person Adventures4.9(1,751)

    Jost Van Dyke Catamaran Day Trip: Soggy Dollar Bar & Snorkel

    from$199/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton Resort, St. Thomas8 HoursUp to 30Open bar
    Boat
    Per-Person Adventures
    Duration
    8 Hours
    Up to
    30 guests
    Stops
    Custom itinerary
    Sunset Sailing4.9(1,751)

    St. John Sunset Dinner Sail by Catamaran

    from$139/person· no markup

    Cruz Bay Watersports

    The Ritz-Carlton Resort, St. Thomas5 HoursUp to 60Open bar
    Boat
    Sunset Sailing
    Duration
    5 Hours
    Up to
    60 guests
    Stops
    Custom itinerary
    Sunset Sailing4.9(1,751)

    St. John Luxury Sunset Sail on 65ft Catamaran

    from$79/person· no markup

    Cruz Bay Watersports

    The Westin Resort, St. John1.5 HoursUp to 60Open bar
    Boat
    65' Island Dream Sailing Catamaran
    Duration
    1.5 Hours
    Up to
    60 guests
    Stops
    Custom itinerary
    Snorkeling4.9(1,751)

    St. Thomas Half-Day Snorkel & Sail on a Luxury Catamaran

    from$129/person· no markup

    Cruz Bay Watersports

    The Westin Resort, St. John5 HoursUp to 60Open bar
    Boat
    65' Island Spirit Sailing Catamaran
    Duration
    5 Hours
    Up to
    60 guests
    Stops
    Custom itinerary
    BVI Trips4.9(1,751)

    Jost Van Dyke Full-Day Sail & Snorkel Catamaran Tour

    from$179/person· no markup

    Cruz Bay Watersports

    The Westin Resort, St. John8 HoursUp to 40Open bar
    Boat
    BVI Trips
    Duration
    8 Hours
    Up to
    40 guests
    Stops
    Custom itinerary
    BVI Trips4.9(1,751)

    BVI Baths & Caves All-Inclusive Power Catamaran Trip

    from$219/person· no markup

    Cruz Bay Watersports

    The Westin Resort, St. John8.5 HoursUp to 40Open bar
    Boat
    60' Jost Boat Power Catamaran
    Duration
    8.5 Hours
    Up to
    40 guests
    Stops
    Custom itinerary

    Swipe to explore →

    Cruz Bay Watersports is the USVI's largest and longest-running charter operator, in business for 30+ years and now part of RED Hospitality Group — the same hospitality operator that manages watersports for the Ritz-Carlton and Westin resort collection. That resort-integration is why CBW has the deepest multi-resort pickup network in the Virgin Islands.

    Their range is what sets them apart: private full-day yacht charters, per-person snorkel adventures, BVI day trips (Jost Van Dyke, The Baths, Pizza Pi), sunset sails, jet ski rentals, catamaran cruises, dinner boats, and specialty runs to Lime Out. Pickups run from Ritz-Carlton, Westin Frenchman's Reef, Westin St. John, Hampton by Hilton, and STT Airport — no long resort transfers.

    These are day sails and overnight trips, not week-long crewed or bareboat charters. For multi-day options, see overnight and term charters.

    What Makes US Virgin Islands Cruz Bay Watersports Special?

    20+ Tours Across the USVI

    Private charters, BVI trips, sunset sails, snorkel excursions, catamaran cruises, dinner boats, and boat rentals — all under one operator.

    30+ Years in the USVI

    The most established watersports operator in the Virgin Islands — three decades of local knowledge and logistics.

    Multi-Resort Pickups

    Board from the Ritz-Carlton, Westin St. John, Westin Frenchman's Reef, Hampton by Hilton, STT Airport, and more.

    BVI Day Trips

    Full-day BVI runs to Jost Van Dyke, Norman Island, and Virgin Gorda — one of their signature itineraries.

    Sailing Catamarans

    Full-day and half-day sailing catamaran experiences ideal for larger groups and celebrations.

    Specialty Stops

    Signature routes including Pizza Pi, Lime Out floating tacos, and Cinnamon Bay National Park beach days.

    About Cruz Bay Watersports & RED Hospitality

    Cruz Bay Watersports has been running charters across the U.S. Virgin Islands for over 30 years — long enough to have shaped a lot of what modern USVI charter tourism looks like. They started in Cruz Bay, St. John and have grown into the largest and most logistically capable operator in the region.

    Today they operate under RED Hospitality Group — the parent hospitality company that also runs the watersports concessions for the Ritz-Carlton and Westin resort collection in the USVI. That integration is exactly why guests staying at those properties board steps from their room, with resort-charged pricing, instead of navigating a taxi and a marina.

    Their scale is the other differentiator. Where most operators run one or two boats, Cruz Bay Watersports fields an extensive fleet of powerboats, sailing catamarans, jet skis, and dinner vessels — enough to match almost any group size, budget, or itinerary with the right hull. Direct booking: (340) 244-1493 · (866) 539-0918.

    Signature Trips & Fleet

    BVI Full-Day Trips: Full-day journeys to Jost Van Dyke, Norman Island (The Caves, Willy T), and Virgin Gorda (The Baths). Passport required.

    Private Powerboat Charters: Fully customized full- and half-day charters for groups up to ~12 guests.

    Sailing Catamaran Cruises: Spacious sailing catamarans for larger groups, celebrations, and guests who want the classic Caribbean sailing experience.

    Per-Person Adventures: Budget-friendly per-person snorkel and beach trips — great for solo travelers and small groups.

    Jet Ski Tours & Rentals: Guided jet-ski tours around St. Thomas and St. John with instructor support.

    Sunset Sails: Late-afternoon catamaran and powerboat sunset trips.

    Dinner Cruises: Signature dinner boats with onboard meal service.

    Specialty Stops: Runs to Pizza Pi (the floating pizzeria) and Lime Out (floating tacos) — two of the most photographed food stops in the Caribbean.

    Best Cruz Bay Watersports Trip For Your Group

    Traveling solo or as a couple: their per-person snorkel adventures and sunset sails are the most affordable way to get on the water.

    Family of 4–8: a private powerboat charter to Lovango, Waterlemon, or Trunk Bay hits the classic USVI beach-and-snorkel day.

    Larger group of 10+ or a celebration: book a sailing catamaran for the space, shade, and stability.

    Bachelor(ette) or milestone birthday: pair the BVI full-day trip with a stop at Willy T or Soggy Dollar — passport required.

    Adventure-forward group: a guided jet-ski tour or a Lime Out taco day gives a completely different pace than a standard charter.

    Trip Pricing at a Glance

    TripFrom
    Shared Snorkel TripFrom $89
    Half-Day Private CharterFrom $1,200
    Full-Day Private CharterFrom $2,200
    BVI Full-Day CharterFrom $3,500

    What You Need to Know

    • Cruz Bay Watersports is the largest tour operator in the U.S. Virgin Islands with 30+ years of experience.
    • Departures from multiple pickup points: Ritz-Carlton, Westin Frenchman's Reef, Westin St. John, Hampton by Hilton, STT Airport, and more.
    • 20+ tours: private charters, BVI trips, sunset sails, snorkel excursions, dinner cruises, jet ski tours, and specialty stops.
    • Fleet includes powerboats, sailing catamarans, dinner boats, and jet skis.
    • Per-person adventures start around $89; private charters and BVI days scale higher based on group and itinerary.
    • BVI trips include Jost Van Dyke, Norman Island, and Virgin Gorda; valid passport required.
    • Signature stops: Pizza Pi, Lime Out, Trunk Bay, Waterlemon Cay, Cinnamon Bay.

    What's Included

    • USCG-licensed captain & crew
    • Snorkel gear on all snorkel trips
    • Cooler with ice and water
    • Resort/airport pickup coordination
    • Custom itinerary planning (private charters)
    • Instructor guides (jet ski tours)
    • Sunset & dinner service (as applicable)

    Pro Tips from the Locals

    💡Match the boat to the group size — powerboats for 4–12, sailing catamarans for 10+.

    💡Check pickup locations before booking — the right departure point can save an hour of ground transit.

    💡BVI trips require a valid passport for every guest, adults and kids.

    💡Per-person snorkel adventures are the most affordable way to experience the USVI by boat.

    💡For celebrations (bachelorette, birthday, anniversary) — call ahead and ask about décor and drink package add-ons.

    💡Jet-ski tours book out quickly in peak season — reserve 2–3 weeks ahead.

    💡Reef-safe sunscreen only — required across USVI reefs.

    Frequently Asked Questions

    Cruz Bay Watersports FAQ

    How much do Cruz Bay Watersports trips cost?

    Cruz Bay Watersports trips listed on QuestVI range from $30 to $595, depending on the trip. See the table above for each trip's price and whether it is per person or per charter.

    Where do Cruz Bay Watersports trips depart from?

    Cruz Bay Watersports trips depart from Hampton by Hilton or STT Airport, St. Thomas; St. Thomas Airport (STT); The Ritz-Carlton or STT Airport, St. Thomas; The Westin Resort, St. John; The Ritz-Carlton Resort, St. Thomas; Westin Resort, St. John; Ritz-Carlton Resort, St. Thomas; Westin Frenchman's Reef, St. Thomas; Westin Frenchman's Reef (Dockside Watersports), St. Thomas; The Ritz-Carlton, St. Thomas.

    Does Cruz Bay Watersports go to the BVI, and what passport or customs is needed?

    Yes — 6 Cruz Bay Watersports trips go to the British Virgin Islands. The operator asks guests to bring: Valid passport required. Shoes required to clear customs.

    What's included on Cruz Bay Watersports trips?

    Commonly included: Sanitized snorkel gear with floatation; Towels; All beverages; Continental breakfast; Freshwater showers; Full open bar. Check each trip page for its full list.

    How does booking Cruz Bay Watersports through QuestVI work?

    You book on Cruz Bay Watersports's own FareHarbor checkout at the same price as booking direct. QuestVI adds no fee or markup, and our local team is happy to help you choose the right trip.

    Ready to Go?

    Book your cruz bay watersports experience — we'll help plan the perfect day.