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    Kindred Spirit II Leopard 46 catamaran anchored in turquoise USVI water

    St. John, US Virgin Islands · 2026 Season

    Kindred Spirit Charters

    Luxury sailing catamaran charters aboard Kindred Spirit II (2011 Leopard 46) and Intrepid — full-day USVI/BVI trips and 3-to-7-night overnight cruises with 4 private queen cabins, Starlink WiFi, all meals and premium bar included.

    Vetted local captains · Secure operator booking

    Leopard 46
    Flagship Catamaran
    12
    Max Day-Trip Guests
    6
    Max Overnight Guests
    3-Night
    Overnight Minimum
    4.9· across 1,000+ operator reviews200+ vetted charters

    Compare every Kindred Spirit Charters trip

    5.0 on Google, 267 reviews

    TripDurationMax guestsFromDeparts
    Private Sunset Sail from St. John & St. Thomas2.5 Hours12$900 per charterRed Hook, St. Thomas
    Private Sunset Sail: St. John/St. Thomas Yacht Charter2.5 Hours12$900 per charterRed Hook, St. Thomas
    Private Full-Day USVI Catamaran Charter from St. Thomas/St. John7 Hours12$1,550 per charterRed Hook, St. Thomas
    USVI Full-Day & Sunset Sail from St. John & St. Thomas7 Hours12$1,750 per charterRed Hook, St. Thomas
    USVI Full-Day Sail & Sunset Cruise from St. Thomas/St. John7 Hours12$1,750 per charterRed Hook, St. Thomas
    Private Powerboat: Full-Day Jost Van Dyke & BVI Adventure6-7 Hours12$2,350 per charterRed Hook, St. Thomas
    Private Overnight Catamaran, Captain Only: Kindred Spirit II (up to 6)3-7 Nights6$5,000 per charterRed Hook, St. Thomas
    Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4)3-7 Nights4$5,000 per charterRed Hook, St. Thomas
    Private 3-7 Night USVI All-Inclusive Catamaran Charter3-7 Nights6$7,000 per charterRed Hook, St. Thomas
    Private USVI Catamaran: Overnight with Captain & Chef3-7 Nights4$7,000 per charterRed Hook, St. Thomas

    Choose your day on the water

    Kindred Spirit Charters – All Tours & Trips

    10 charters available

    Private Sunset Sail: St. John/St. Thomas Yacht Charter - Private Charters charter departing from Red Hook, St. Thomas, US Virgin Islands | 2.5 Hours, up to 12 guests
    Private Charters5.0(267)

    Private Sunset Sail: St. John/St. Thomas Yacht Charter

    from$900/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas2.5 HoursUp to 12
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    2.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Powerboat: Full-Day Jost Van Dyke & BVI Adventure - Private Charters charter departing from Red Hook, St. Thomas, US Virgin Islands | 6-7 Hours, up to 12 guests
    Private Charters5.0(98)

    Private Powerboat: Full-Day Jost Van Dyke & BVI Adventure

    from$2,350/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas6-7 HoursUp to 12
    Boat
    Private Charters
    Duration
    6-7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4) - Term Charter charter departing from Red Hook, St. Thomas, US Virgin Islands | 3-7 Nights, up to 4 guests
    Term Charter5.0(85)

    Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4)

    from$5,000/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas3-7 NightsUp to 4
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    3-7 Nights
    Up to
    4 guests
    Stops
    Custom itinerary
    Term Charter4.7(103)

    Private Overnight Catamaran, Captain Only: Kindred Spirit II (up to 6)

    from$5,000/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas3-7 NightsUp to 6
    Boat
    Term Charter
    Duration
    3-7 Nights
    Up to
    6 guests
    Stops
    Custom itinerary
    Term Charter

    Private 3-7 Night USVI All-Inclusive Catamaran Charter

    from$7,000/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas3-7 NightsUp to 6
    Boat
    Term Charter
    Duration
    3-7 Nights
    Up to
    6 guests
    Stops
    Custom itinerary
    Term Charter5.0(85)

    Private USVI Catamaran: Overnight with Captain & Chef

    from$7,000/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas3-7 NightsUp to 4
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    3-7 Nights
    Up to
    4 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(267)

    Private Sunset Sail from St. John & St. Thomas

    from$900/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas2.5 HoursUp to 12
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    2.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(85)

    USVI Full-Day & Sunset Sail from St. John & St. Thomas

    from$1,750/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas7 HoursUp to 12
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(267)

    USVI Full-Day Sail & Sunset Cruise from St. Thomas/St. John

    from$1,750/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas7 HoursUp to 12
    Boat
    46' Kindred Spirit II Leopard 46 Sailing Catamaran
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.7(103)

    Private Full-Day USVI Catamaran Charter from St. Thomas/St. John

    from$1,550/charter· no markup

    Kindred Spirit Charters

    Red Hook, St. Thomas7 HoursUp to 12
    Boat
    Private Charters
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary

    Swipe to explore →

    Kindred Spirit Charters is a St. John–based catamaran outfit running two sailing cats — Kindred Spirit II (a 2011 Robertson & Caine Leopard 46) and the Intrepid Sailing Catamaran. Day trips depart from National Park Dock in Cruz Bay, St. John (or East End, St. Thomas by request) and cover the USVI and BVI at a proper sailing pace.

    Overnight sailing vacations are their specialty — 3-to-7-night liveaboard trips with 4 private queen cabins (each with private head and shower), a professional captain and mate, all meals prepared onboard, premium open bar, Starlink WiFi, and every mooring fee covered. Due to recent licensing changes, overnight trips now stay in the USVI only.

    What Makes St. John Kindred Spirit Charters Special?

    Kindred Spirit II · Leopard 46

    2011 Robertson & Caine catamaran — 46' long, 25' wide, flaring hulls for smooth handling in swell.

    4 Private Queen Cabins

    Every cabin has a private head, private shower, and queen berth — real privacy for overnight guests.

    Starlink WiFi Onboard

    Free Starlink WiFi in USVI & BVI waters — one of the few charter cats in the Caribbean with real connectivity.

    Day Trips: USVI & BVI

    Full-day USVI sail from $1,550. Full-day BVI sail to Jost Van Dyke from $2,350. Up to 12 guests.

    Overnight Cruises (USVI-only)

    3-to-7-night all-inclusive liveaboards. Captain, mate, meals, bar, snorkel gear, beach towels, mooring fees — all included.

    CVLA Licensed & Certified

    Kindred Spirit II is CVLA-licensed for 12 passengers + 2 crew (14 total) — properly certified for USVI commercial passenger charters.

    Meet the Captains

    Kindred Spirit Captain & Mate

    USCG-Licensed, CVLA-Compliant Crew

    Every Kindred Spirit trip runs with a licensed captain and a mate — the boat is CVLA-certified for 2 crew + 12 passengers. The team specializes in liveaboard sailing itineraries: provisioning, on-boat meal service (breakfast + one main meal daily), premium bar management, and shortcut moorings across St. John, Lovango, Waterlemon, Norman Island, and Jost Van Dyke (day trips only, since overnights are USVI-restricted).

    USCG LicensedCVLA CertifiedOvernight Liveaboard Specialists

    Trip Pricing at a Glance

    TripFrom
    USVI Full-Day Sail (Kindred Spirit II or Intrepid)From $1,550
    BVI Full-Day Sail (Jost Van Dyke)From $2,350
    Overnight · 3 Nights (USVI)From $10,500
    Overnight · 5 Nights (USVI)From $15,750
    Overnight · 7 Nights (USVI)From $21,000

    What You Need to Know

    • Flagship: Kindred Spirit II — a 2011 Robertson & Caine Leopard 46 sailing catamaran. 46' long × 25' wide. Twin Yanmar 55hp diesels. Baton-reinforced main + jib.
    • Second boat: Intrepid Sailing Catamaran (same-class day-trip runs).
    • Day-trip pickup: National Park Dock, Cruz Bay, St. John (or East End, St. Thomas by request). 9am–4pm.
    • Overnight pickup: National Park Dock only. 3pm boarding, 10am drop-off. 3-night minimum.
    • Day-trip pricing: $1,550 USVI / $2,350 BVI, for up to 6 guests. Additional guests +$150 each up to 12 total.
    • Overnight all-inclusive: captain, mate, fuel, water, ice, premium bar (beer, wine, spirits, soda, juice), 2 meals/day, snacks, beach towels, snorkel gear, mooring fees.
    • Kindred Spirit II features: 4 private queen cabins with private head + shower, 5 electric heads, 9kW Northern Lights generator, Spectra 150 water maker, 4×275W solar, Sony sound system w/ Yacht iPad, gas BBQ, 2 x 12' Tower paddleboards, large lily pad, 6 marine bean bags.
    • Overnight trips are currently USVI-only due to updated commercial licensing rules.
    • Gratuity minimum 15% (not included). Customs fees not included for BVI day trips.
    • Champagne upgrade available (Veuve Clicquot or comparable). Please bring your own beach towels and sunscreen (no spray) on day trips.

    What's Included

    • Day: Captain & mate, fuel, water, ice, premium bar, beer, soda, juice, fruit tray, snorkel gear
    • Overnight: Everything above + all meals (2/day), snacks, beach towels, mooring fees
    • Starlink WiFi in USVI & BVI waters
    • Snorkel gear for all guests
    • Premium sound system with Yacht iPad for music streaming
    • Paddleboards and lily pad on Kindred Spirit II

    Pro Tips from the Locals

    💡Book overnights 3+ months out in peak season — there's only one Leopard 46 in the fleet.

    💡Day trips depart from National Park Dock in Cruz Bay — take the ferry from Red Hook or arrange East End pickup on St. Thomas.

    💡The BVI day trip requires a valid passport for every guest; overnight trips no longer cross into the BVI.

    💡For families of 5–6 on a day trip, book from the base rate ($1,550) — extra guests up to 12 add $150 each.

    💡Bring your own beach towels and reef-safe (non-spray) sunscreen on day trips; overnights include towels.

    💡Gratuity minimum is 15% and paid to the crew directly (typically cash or Venmo end of trip).

    Frequently Asked Questions

    Kindred Spirit Charters FAQ

    How much do Kindred Spirit Charters trips cost?

    Kindred Spirit Charters trips listed on QuestVI range from $900 to $7,000, depending on the trip. See the table above for each trip's price and whether it is per person or per charter.

    Where do Kindred Spirit Charters trips depart from?

    Kindred Spirit Charters trips depart from Red Hook, St. Thomas.

    Does Kindred Spirit Charters go to the BVI, and what passport or customs is needed?

    Yes — 10 Kindred Spirit Charters trips go to the British Virgin Islands. The operator asks guests to bring: Valid passport (required for BVI entry). $85 per person cash for BVI Customs.

    What's included on Kindred Spirit Charters trips?

    Commonly included: Bluetooth speakers; Fuel and water; Private catamaran; Floats; Snorkel gear; Captain and crew. Check each trip page for its full list.

    How does booking Kindred Spirit Charters through QuestVI work?

    You book on Kindred Spirit Charters'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.

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    Book your kindred spirit charters experience — we'll help plan the perfect day.