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    Sunset sailing from St. Thomas harbor with golden Caribbean sky

    St. Thomas, US Virgin Islands · 2026 Season

    Sunset Cruises in St. Thomas

    Unforgettable sunset sails from St. Thomas with cocktails, hors d'oeuvres, and breathtaking Caribbean views.

    Vetted local captains · Secure operator booking

    2–3 hrs
    Sail Duration
    5:30–7 PM
    Sunset Window
    6–40
    Guest Capacity
    #1
    Romantic Activity
    4.9· across 1,000+ operator reviews200+ vetted charters

    A sunset sail in St. Thomas costs $85–$150 per person on group cruises or $800–$2,500 for a private sunset charter. Cruises last 2–3 hours, depart from Charlotte Amalie or Red Hook, and include open bar cocktails and light appetizers. Sunset times range from 5:30 PM (winter) to 7:00 PM (summer).

    Sunset Cruises in St. Thomas: Price Guide

    Live prices from the trips listed below. “Typical” is the middle price across matching listings.

    Trip typeLowestTypicalTrips
    Private sunset cruise$108 per boat$84818
    Shared sunset sail or dinner cruise$69 per person$9912

    Choose your day on the water

    30 charters available

    Snorkel Sunset - Sunset Sailing charter departing from St. Thomas, US Virgin Islands | 3 Hours, up to 12 guests
    Sunset Sailing5.0(1)

    Snorkel Sunset

    from$595/charter· no markup

    Island Explorer Charters

    St. Thomas3 HoursUp to 12
    Boat
    Sunset Sailing
    Duration
    3 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Vibin' Sunset Cruise - Sunset Sailing charter departing from Compass Point Marina, St. Thomas, US Virgin Islands | 2 Hours, up to 12 guests
    Sunset Sailing5.0(115)

    Vibin' Sunset Cruise

    from$1,400/charter· no markup

    Vibin' VI

    Compass Point Marina, St. Thomas2 HoursUp to 12Open bar
    Boat
    42' Aquila Power Catamaran
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private USVI Sunset Power Catamaran Cruise - Sunset Cruises charter departing from Saga Haven Marina, St. Thomas, US Virgin Islands | 2 Hours, up to 12 guests
    Sunset Cruises

    Private USVI Sunset Power Catamaran Cruise

    from$1,950/charter· no markup

    One Caribbean Charters

    Saga Haven Marina, St. Thomas2 HoursUp to 12
    Boat
    Sunset Cruises
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Cruises

    Private Sunset Cruise: 34' Nor-Tech Powerboat

    from$600/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John2 HoursUp to 11
    Boat
    Sunset Cruises
    Duration
    2 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Sunset Cruises

    Private Sunset Cruise: 37' Midnight Express Powerboat

    from$1,000/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John2 HoursUp to 12
    Boat
    Sunset Cruises
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(554)

    USVI Sunset & Snorkel Private Powerboat Charter

    from$500/charter· no markup

    Sunshine Daydream Charters

    2.5 HoursUp to 12
    Boat
    32' Worldcat Powerboat
    Duration
    2.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters5.0(914)

    Private Sunset & Night Snorkel Charter by 42' Powerboat

    from$800/charter· no markup

    Aqua Marine Dive Center

    Saga Haven Marina, St. Thomas2.5 HoursUp to 15
    Boat
    Private Charters
    Duration
    2.5 Hours
    Up to
    15 guests
    Stops
    Custom itinerary
    Scuba Diving5.0(914)

    St. Thomas Sunset & Night Certified Scuba Dive

    from$160/person· no markup

    Aqua Marine Dive Center

    Saga Haven Marina, St. Thomas2.5 HoursUp to 10
    Boat
    Scuba Diving
    Duration
    2.5 Hours
    Up to
    10 guests
    Stops
    Custom itinerary
    Per-Person Adventures5.0(914)

    St. Thomas Sunset & Night Snorkel Tour

    from$108/person· no markup

    Aqua Marine Dive Center

    Saga Haven Marina, St. Thomas3 HoursUp to 20
    Boat
    Per-Person Adventures
    Duration
    3 Hours
    Up to
    20 guests
    Stops
    Custom itinerary
    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
    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
    Sunset Sailing4.5(257)

    Sunset Champagne Charter 50' Luxury Voyage Catamaran

    from$995/charter· no markup

    Seas the Day Charters

    American Yacht Harbor, Red Hook, St. Thomas2 HoursUp to 12
    Boat
    Sunset Sailing
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Per-Person Adventures5.0(163)

    St. Thomas Sunset Cocktail Cruise from Sapphire Beach

    from$79/person· no markup

    Island Adventures

    Sapphire Beach Resort Marina, St. Thomas2 HoursUp to 45
    Boat
    Per-Person Adventures
    Duration
    2 Hours
    Up to
    45 guests
    Stops
    Custom itinerary
    Private Charters5.0(95)

    Private USVI Sunset Cruise on a Cape Horn Center Console

    from$675/charter· no markup

    Local Legend Charters

    Estate Bovoni, St. Thomas1.5 HoursUp to 12
    Boat
    Private Charters
    Duration
    1.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Per-Person Adventures5.0(163)

    St. Thomas Sunset & Snorkel with Pizza Pi Dinner

    from$105/person· no markup

    Island Adventures

    Margaritaville Resort, St. Thomas3.5 HoursUp to 45Open bar
    Boat
    60' Snorkel Cat Sailing Catamaran
    Duration
    3.5 Hours
    Up to
    45 guests
    Stops
    Custom itinerary
    Per-Person Adventures5.0(163)

    St. Thomas Sunset Sail with Open Bar & Appetizers

    from$75/person· no markup

    Island Adventures

    Margaritaville Resort, St. Thomas2 HoursUp to 45Open bar
    Boat
    60' Snorkel Cat Sailing Catamaran
    Duration
    2 Hours
    Up to
    45 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(77)

    Luxury Sunset Sail: St. Thomas 55' Yacht Cruise with Open Bar

    from$895/charter· no markup

    Blue Dream Charters

    Sapphire Beach Marina, St. Thomas2 HoursUp to 12Open bar
    Boat
    Sunset Sailing
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(1,593)

    St. Thomas Private Sunset Sail with Open Bar

    from$1,400/charter· no markup

    Stormy Pirates Boat Charters

    Red Hook, St. Thomas2.5 HoursUp to 6Open bar
    Boat
    Sunset Sailing
    Duration
    2.5 Hours
    Up to
    6 guests
    Stops
    Custom itinerary
    Sunset Sailing4.8(1,091)

    Charlotte Amalie Sunset Cocktail Sail by Catamaran

    from$84/person· no markup

    The VI Cat

    Marriott's Frenchman's Cove, St. Thomas2 HoursUp to 49Open bar
    Boat
    54' Sailing Catamaran
    Duration
    2 Hours
    Up to
    49 guests
    Stops
    Custom itinerary
    Dinner Cruise4.8(1,091)

    St. Thomas Sunset Dinner Sail on a Catamaran

    from$109/person· no markup

    The VI Cat

    Marriott's Frenchman's Cove, St. Thomas2 HoursUp to 49Open bar
    Boat
    54' Sailing Catamaran
    Duration
    2 Hours
    Up to
    49 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(163)

    St. Thomas Sunset Champagne Sail - 2 Hour Cruise

    from$75/person· no markup

    Island Adventures

    Sapphire Marina, St. Thomas2 HoursUp to 12Open bar
    Boat
    60' Snorkel Cat Sailing Catamaran
    Duration
    2 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(95)

    St. John Private Sunset Snorkel & Cruise

    from$595/charter· no markup

    Bonus Time Charters

    American Yacht Harbor, Red Hook, St. Thomas2-3 HoursUp to 6
    Boat
    Sunset Sailing
    Duration
    2-3 Hours
    Up to
    6 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(95)

    Private St. John Sunset Sail & Snorkel w/ Pizza Pi

    from$495/charter· no markup

    Bonus Time Charters

    American Yacht Harbor, Red Hook, St. Thomas2-3 HoursUp to 6
    Boat
    Sunset Sailing
    Duration
    2-3 Hours
    Up to
    6 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
    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
    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(2,488)

    St. Thomas & St. John Sunset Pizza Cruise by Catamaran

    from$69/person· no markup

    Ocean Surfari

    American Yacht Harbor, Red Hook, St. Thomas3 HoursUp to 49Open bar
    Boat
    Sunset Sailing
    Duration
    3 Hours
    Up to
    49 guests
    Stops
    Custom itinerary
    Snorkeling4.9(2,488)

    St. John Snorkel, Pizza & Sunset Party Catamaran

    from$99/person· no markup

    Ocean Surfari

    American Yacht Harbor, Red Hook, St. Thomas5.5 HoursUp to 40Open bar
    Boat
    47' Reef Surfari Power Catamaran
    Duration
    5.5 Hours
    Up to
    40 guests
    Stops
    Custom itinerary

    Swipe to explore →

    St. Thomas is the premier departure point for sunset sailing in the US Virgin Islands. As the Caribbean sun descends behind the western horizon, you'll sail past the historic Charlotte Amalie waterfront, Hassel Island, Water Island, and the silhouettes of neighboring islands — all while sipping cocktails and watching the sky transform through gold, amber, coral, and deep violet.

    Sunset sails from St. Thomas typically depart from Charlotte Amalie or Red Hook, last 2–3 hours, and include open bar cocktails, light appetizers, and panoramic island views. Whether it's a romantic date night, an anniversary celebration, or a festive evening with friends, a St. Thomas sunset sail is the defining memory of any USVI vacation.

    What Makes St. Thomas Sunset Sailing Special?

    Charlotte Amalie Harbor Views

    Sail out of one of the most beautiful harbors in the Caribbean. Watch the lights of Charlotte Amalie twinkle as the sun sets and cruise ships glow against the evening sky.

    Cocktails & Appetizers

    Most sunset sails include an open bar with premium rum cocktails, local craft beers, chilled wine, and champagne. Light hors d'oeuvres range from cheese platters to fresh ceviche and Caribbean-spiced skewers.

    Under Sail Power

    Feel the wind fill the sails as you glide past Hassel Island and Water Island. Many captains cut the engines and sail silently — the only sounds are waves, wind, and clinking glasses.

    Perfect for Celebrations

    St. Thomas sunset sails are the top choice for proposals, anniversaries, and milestone celebrations. Private charters can include champagne toasts, custom decorations, and even onboard musicians.

    The Perfect St. Thomas Sunset Evening

    Your evening begins about 90 minutes before sunset. Board your vessel at the marina in Charlotte Amalie or Red Hook. As you motor out of the harbor past the historic waterfront and mega yachts, the crew serves your first round of drinks.

    Once past the harbor, the captain raises the sails and you'll glide along the south shore of St. Thomas with views of Hassel Island, Water Island, and on clear evenings, St. Croix in the distance. As the sun lowers, the colors intensify — this is when the magic happens.

    After sunset, many boats linger as stars appear. The return to harbor under starlight, with the twinkling lights of Charlotte Amalie in the distance, is the perfect ending.

    St. Thomas Sunset Cruise Options

    A St. Thomas sunset cruise comes in several flavors: catamaran sunset cruises for groups of 20–50 with open bars and appetizers, intimate sailboat sunset sails for 6–12 guests, and private yacht sunset charters for exclusive celebrations.

    Catamaran sunset cruises are the most popular option — spacious decks, stable ride, and a social atmosphere with other guests. Prices run $95–$150 per person including drinks and light bites.

    For a more exclusive evening, a private sunset cruise on a yacht or sailboat offers full customization: your music, your menu, your route. Private sunset cruises start at $800 for up to 6 guests.

    Private vs. Group Sunset Sails

    Group sunset sails from St. Thomas run $85–$150 per person. You'll share the boat with 10–30 guests in a social, festive atmosphere. Great for solo travelers, couples, and small groups.

    Private sunset charters offer an exclusive experience for your party only. Prices range from $800–$2,500+ depending on the vessel. Full customization: your music, dietary accommodations, decorations, and personalized route.

    What You Need to Know

    • Sunset sails depart 1.5–2 hours before sunset from Charlotte Amalie or Red Hook marina.
    • Group sizes range from intimate 6-passenger sailboats to catamarans with 20–40 guests.
    • Private charters available for couples and groups wanting an exclusive experience.
    • Best sunset months: October through March when the sun sets more directly over the water.
    • Sunset times: winter around 5:30–5:45 PM, summer around 6:45–7:00 PM.
    • Cruise ship visitors can book evening sails that return before ship departure.

    What's Included

    • Open bar — rum punch, cocktails, beer, wine, and soft drinks
    • Light hors d'oeuvres and appetizers
    • Professional captain and crew
    • 2–3 hour sailing experience
    • Views of Charlotte Amalie, Hassel Island, and Water Island
    • Bluetooth speaker for your own music (private charters)

    Pro Tips from the Locals

    💡Book a private charter for proposals — many captains help plan the perfect moment.

    💡Bring a light layer — it gets breezy after sundown, especially December through March.

    💡Front-of-boat seating gives the best unobstructed sunset views. Arrive early to claim a spot.

    💡If celebrating, let the crew know in advance — many arrange champagne, cake, or decorations.

    💡Sunset sails rarely cancel — light rain often creates the most dramatic, colorful skies.

    💡Red Hook departures sail along the east end with views toward St. John and the BVI.

    Where St. Thomas Boats Leave From

    Frequently Asked Questions

    How much is a sunset cruise in St. Thomas?

    Shared sunset sails and dinner cruises start at $69 per person (typical $99). Private sunset cruises start at $108 per boat (typical $848).

    How many sunset cruises can I compare?

    30 St. Thomas sunset and dinner cruises are listed on this page.

    Where do St. Thomas sunset cruises leave from?

    Most leave from Red Hook / American Yacht Harbor (10), Sapphire Beach Marina (4), The Ritz-Carlton, St. Thomas (3). Each listing shows its exact departure dock.

    Should I book a private or shared sunset cruise?

    Shared sails are priced per person and suit couples and small groups. A private boat is priced per boat, so it usually works out better for larger groups or special occasions.

    Does booking through QuestVI cost more?

    No. QuestVI adds no fee or markup. Bookings run through FareHarbor, whose standard checkout fee is the same as booking with the operator directly.

    Ready to Go?

    Book your sunset sailing experience — we'll help plan the perfect day.