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    Sunset sailing from Cruz Bay, St. John with golden Caribbean sky

    St. John, US Virgin Islands · 2026 Season

    Sunset Sailing

    Intimate sunset sails from St. John with cocktails, island views, and the Caribbean's most stunning golden hours.

    Vetted local captains · Secure operator booking

    2–3 hrs
    Sail Duration
    5:30–7 PM
    Sunset Window
    6–12
    Guest Capacity
    Intimate
    Experience
    4.9· across 1,000+ operator reviews200+ vetted charters

    A sunset sail in St. John costs $95–$135 per person on group sails or from $600 for a private charter. Boats depart Cruz Bay and sail along the national park coastline with views of the BVI. Most sails are intimate (6–12 guests) and include open bar and light bites.

    Choose your day on the water

    49 charters available

    Private USVI Luxury Power Catamaran Charter - Half Day - Private Charters charter departing from Cruz Bay National Park Dock, St. John, US Virgin Islands | 4 Hours, up to 12 guests
    Private Charters4.9(229)

    Private USVI Luxury Power Catamaran Charter - Half Day

    from$1,900/charter· no markup

    Salty Viking Charters

    Cruz Bay National Park Dock, St. John4 HoursUp to 12Open bar
    Boat
    36' Aquila Power Catamaran
    Duration
    4 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    All-Inclusive BVI Day Trip by Luxury Power Catamaran - BVI Trips charter departing from Cruz Bay National Park Dock, St. John, US Virgin Islands | 8 Hours, up to 12 guests
    BVI Trips4.9(229)

    All-Inclusive BVI Day Trip by Luxury Power Catamaran

    from$3,100/charter· no markup

    Salty Viking Charters

    Cruz Bay National Park Dock, St. John8 HoursUp to 12
    Boat
    36' Aquila Power Catamaran
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Luxury Power Catamaran Sunset Cruise with Champagne - Sunset Sailing charter departing from Cruz Bay National Park Dock, St. John, US Virgin Islands | 2.5 Hours, up to 12 guests
    Sunset Sailing4.9(229)

    Luxury Power Catamaran Sunset Cruise with Champagne

    from$1,400/charter· no markup

    Salty Viking Charters

    Cruz Bay National Park Dock, St. John2.5 HoursUp to 12
    Boat
    36' Aquila Power Catamaran
    Duration
    2.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters5.0(554)

    Full-Day Private USVI Powerboat Charter for 12 Guests

    from$1,095/charter· no markup

    Sunshine Daydream Charters

    6.5 HoursUp to 12
    Boat
    32' Worldcat Powerboat
    Duration
    6.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips5.0(92)

    Private Full-Day BVI Powerboat Charter to Jost Van Dyke & The Baths

    from$1,450/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John8.25 HoursUp to 12
    Boat
    BVI Trips
    Duration
    8.25 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips5.0(1)

    Jost Day Your Way

    from$1,245/charter· no markup

    Island Explorer Charters

    Cruz Bay Visitor Center, Virgin Islands National Park, St. John6 HoursUp to 12
    Boat
    BVI Trips
    Duration
    6 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips5.0(2)

    BVI Full Day

    from$1,545/charter· no markup

    Island Explorer Charters

    Cruz Bay Visitor Center, Virgin Islands National Park, St. John8 HoursUp to 12
    Boat
    BVI Trips
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private Powerboat Charter to BVI & Jost Van Dyke

    from$1,325/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John7-8 HoursUp to 12
    Boat
    Private Charters
    Duration
    7-8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private BVI Sea Ray Charter - All-Inclusive Luxury

    from$3,300/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John8 HoursUp to 12Open bar
    Boat
    Private Charters
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private BVI Full-Day Axopar Charter: Lana's Revenge

    from$1,500/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John7-8 HoursUp to 11
    Boat
    Private Charters
    Duration
    7-8 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private BVI Full-Day Contender Powerboat Charter

    from$1,175/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John7-8 HoursUp to 10
    Boat
    Private Charters
    Duration
    7-8 Hours
    Up to
    10 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private Full-Day BVI Charter - 37' Axopar Powerboat

    from$1,450/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John7-8 HoursUp to 11
    Boat
    Private Charters
    Duration
    7-8 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private BVI Full-Day Luxury Yacht Charter on 60' Sunseeker

    from$4,800/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John8 HoursUp to 12Open bar
    Boat
    Private Charters
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Full-Day Private Power Catamaran Charter to BVI & USVI

    from$2,900/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John8 HoursUp to 12Open bar
    Boat
    Private Charters
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.9(527)

    Private BVI Full-Day Axopar Charter: Island Soul

    from$1,500/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John7-8 HoursUp to 11
    Boat
    Private Charters
    Duration
    7-8 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Private Charters

    Half-Day Private USVI Powerboat Charter

    from$1,000/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John4 HoursUp to 12
    Boat
    Private Charters
    Duration
    4 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips

    Private Full-Day BVI Powerboat Charter from St. Thomas/St. John

    from$1,650/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John8 HoursUp to 11
    Boat
    BVI Trips
    Duration
    8 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Private Charters4.9(229)

    Private USVI Luxury Power Catamaran Charter - Full Day

    from$2,700/charter· no markup

    Salty Viking Charters

    Cruz Bay National Park Dock, St. John7 HoursUp to 12
    Boat
    36' Aquila Power Catamaran
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Jeep Tours/Rentals4.9(78)

    Private St. John Bronco Tour & Lime Out Tacos

    from$649/charter· no markup

    Island Buddy

    Cruz Bay Ferry Dock, St. John8 HoursUp to 4
    Boat
    Jeep Tours/Rentals
    Duration
    8 Hours
    Up to
    4 guests
    Stops
    Custom itinerary
    Jeep Tours/Rentals4.9(78)

    Private St. John Half or Full-Day Jeep Tour & Snorkel

    from$549/charter· no markup

    Island Buddy

    St. John3 HoursUp to 4
    Boat
    Jeep Tours/Rentals
    Duration
    3 Hours
    Up to
    4 guests
    Stops
    Custom itinerary
    Private Charters4.9(78)

    Private Full-Day St. John Surf & Turf: Jeep & Boat Charter

    from$1,100/charter· no markup

    Island Buddy

    St. John8 HoursUp to 4
    Boat
    Private Charters
    Duration
    8 Hours
    Up to
    4 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
    Private Charters

    Private Half-Day USVI Powerboat Charter from St. Thomas/St. John

    from$850/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John4 HoursUp to 11
    Boat
    Private Charters
    Duration
    4 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    Private Charters

    Private Full-Day USVI Power Catamaran Charter

    from$2,650/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John7 HoursUp to 12
    Boat
    Private Charters
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters

    Private Full-Day USVI Adventure on Midnight Express

    from$1,500/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John7 HoursUp to 12
    Boat
    Private Charters
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters

    Private Full-Day USVI Adventure from St. Thomas/St. John

    from$1,200/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John7 HoursUp to 11
    Boat
    Private Charters
    Duration
    7 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    BVI Trips

    Full-Day Private BVI Power Catamaran Charter

    from$2,950/charter· no markup

    One Caribbean Charters

    St. Thomas or St. John8 HoursUp to 11
    Boat
    BVI Trips
    Duration
    8 Hours
    Up to
    11 guests
    Stops
    Custom itinerary
    BVI Trips

    Private Full-Day BVI Midnight Express Charter from St. Thomas

    from$1,750/charter· no markup

    One Caribbean Charters

    St. Thomas, St. John, or BVI7 HoursUp to 12
    Boat
    BVI Trips
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Transportation4.9(527)

    St. Thomas to St. John All-Inclusive Water Taxi

    from$870/charter· no markup

    Ocean Runner

    Low Key Watersports, St. John2 HoursUp to 12Open bar
    Boat
    Transportation
    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
    BVI Trips5.0(554)

    Private Half-Day Jost Van Dyke Powerboat Charter

    from$1,195/charter· no markup

    Sunshine Daydream Charters

    6 HoursUp to 12
    Boat
    32' Worldcat Powerboat
    Duration
    6 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips5.0(554)

    Private BVI Full Day Powerboat Charter — Jost Van Dyke & The Baths

    from$1,395/charter· no markup

    Sunshine Daydream Charters

    8 HoursUp to 12
    Boat
    32' Worldcat Power Catamaran
    Duration
    8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(92)

    USVI Sunset Sail: Golden Hour Cruise for 12 Passengers

    from$695/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John3.5 HoursUp to 12
    Boat
    Sunset Sailing
    Duration
    3.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    BVI Trips5.0(92)

    Private Full-Day BVI White Bay Powerboat Charter

    from$1,350/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John6 HoursUp to 6
    Boat
    BVI Trips
    Duration
    6 Hours
    Up to
    6 guests
    Stops
    Custom itinerary
    Private Charters5.0(92)

    Private Full-Day USVI Last Day Experience

    from$965/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John7 HoursUp to 12
    Boat
    Private Charters
    Duration
    7 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Sunset Sailing5.0(92)

    Private St. John Sunset Cruise with Powerboat

    from$450/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John1.5 HoursUp to 12
    Boat
    Sunset Sailing
    Duration
    1.5 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters5.0(92)

    Private Full-Day USVI Tour: Island Hopping & Secluded Beaches

    from$1,050/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John6.25 HoursUp to 12
    Boat
    Private Charters
    Duration
    6.25 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters5.0(92)

    Half-Day Private USVI Water Taxi & Island Hopping

    from$500/charter· no markup

    On the Sea Charters

    Cruz Bay National Park Dock, St. John3 HoursUp to 12
    Boat
    Private Charters
    Duration
    3 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters5.0(1,593)

    Private, All-Inclusive Powerboat — St. John, USVI & BVI

    from$1,900/charter· no markup

    Stormy Pirates Boat Charters

    Cruz Bay National Park Dock, St. John6-8 HoursUp to 14Open bar
    Boat
    Private Charters
    Duration
    6-8 Hours
    Up to
    14 guests
    Stops
    Custom itinerary
    Private Charters4.7(103)

    Private Power Catamaran Charter: USVI & BVI Day Trips

    from$700/charter· no markup

    Calypso Charters

    Cruz Bay National Park Dock, St. John3-8 HoursUp to 12
    Boat
    Private Charters
    Duration
    3-8 Hours
    Up to
    12 guests
    Stops
    Custom itinerary
    Private Charters4.7(103)

    USVI Private Power Catamaran Charters: Half or Full Day

    from$600/charter· no markup

    Calypso Charters

    Cruz Bay National Park Dock, St. John3-7 HoursUp to 6
    Boat
    Private Charters
    Duration
    3-7 Hours
    Up to
    6 guests
    Stops
    Custom itinerary
    Fishing5.0(2)

    St. John Half-Day Inshore Fly Fishing Charter

    from$600/charter· no markup

    St. John Fly Fishing

    St. John4 HoursUp to 3
    Boat
    Fishing
    Duration
    4 Hours
    Up to
    3 guests
    Stops
    Custom itinerary
    Kayak Tours4.9(1,327)

    Sunset Kayak Tour – Golden Hour Paddle from Cruz Bay, St. John

    from$49/person· no markup

    Virgin Islands Ecotours

    Cruz Bay National Park Dock, St. John1.5 HoursUp to 20
    Boat
    Kayak
    Duration
    1.5 Hours
    Up to
    20 guests
    Stops
    Custom itinerary
    Boat Rentals5.0(297)

    Half-Day St. John Dinghy Rental: North Shore Beach Hopping

    from$245/charter· no markup

    Wharfside Watersports

    Cruz Bay Ferry Dock, St. John3.5 HoursUp to 4
    Boat
    12' Dinghy
    Duration
    3.5 Hours
    Up to
    4 guests
    Stops
    Custom itinerary
    Boat Rentals5.0(297)

    St. John Full-Day Medline 9 Luxury Boat Rental

    from$1,250/charter· no markup

    Wharfside Watersports

    Cruz Bay Ferry Dock, St. John7 HoursUp to 10
    Boat
    Medline 9 Luxury Inflatable
    Duration
    7 Hours
    Up to
    10 guests
    Stops
    Custom itinerary
    Boat Rentals5.0(297)

    Half-Day Self-Captained Zodiac Rental in St. John

    from$495/charter· no markup

    Wharfside Watersports

    Cruz Bay Ferry Dock, St. John3.5 HoursUp to 6
    Boat
    Zodiac N-ZO
    Duration
    3.5 Hours
    Up to
    6 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
    Jeep Tours/Rentals4.9(78)

    Full-Day St. John UTV Rental: Drive Your Own Adventure

    from$369/charter· no markup

    Island Buddy

    St. John8 HoursUp to 4
    Boat
    Jeep Tours/Rentals
    Duration
    8 Hours
    Up to
    4 guests
    Stops
    Custom itinerary

    Swipe to explore →

    A sunset sail from St. John offers an intimate, uncrowded experience that captures the island's laid-back spirit. Departing from Cruz Bay or Coral Bay, you'll sail past the lush national park coastline, uninhabited cays, and the dramatic headlands that make St. John one of the most beautiful islands in the Caribbean.

    St. John sunset sails are typically smaller and more personal than their St. Thomas counterparts — think 6–12 guests on a classic sailing vessel, cocktails in hand, watching the sun paint the sky above the neighboring British Virgin Islands. It's the kind of evening that stays with you long after you leave the islands.

    What Makes St. John Sunset Sailing Special?

    National Park Coastline

    Sail past St. John's pristine, undeveloped shoreline — lush green hillsides meeting turquoise water, with no buildings in sight. The national park coastline at golden hour is breathtaking.

    Cocktails & Light Bites

    Enjoy hand-crafted rum cocktails, local beers, wine, and Caribbean-inspired appetizers as the sun descends. Many captains serve their own signature drinks.

    Small Boat, Big Views

    St. John sunset sails are typically on classic sailboats with 6–12 guests max. The intimate setting means personalized attention from the crew and a more authentic sailing experience.

    BVI Silhouettes at Sunset

    From St. John's waters, watch the sun set behind the dramatic silhouettes of Tortola, Jost Van Dyke, and the other British Virgin Islands — a view unique to this side of the USVI.

    A St. John Sunset Evening

    Board your vessel at the Cruz Bay waterfront or Coral Bay dock. As you motor past the national park dock and into Pillsbury Sound, the crew pours your first drink and the sails go up.

    You'll sail along the north shore of St. John with views of Caneel Bay, Hawksnest, and the uninhabited cays. On the western side, the sun drops toward the horizon with Jost Van Dyke and Tortola framing the sky.

    The return sail under starlight, with the warm glow of Cruz Bay's restaurants and bars reflecting on the water, is a perfect ending to the evening.

    St. John Sunset Cruise vs. Sunset Sail

    A St. John sunset cruise on a catamaran offers more deck space and stability — ideal for groups of 10–20 who want to mingle with cocktails and appetizers. These sunset cruises run $95–$135 per person.

    A classic St. John sunset sail on a monohull sailboat provides a more intimate, authentic sailing experience — heeling with the wind, smaller groups of 6–12, and the feel of a true Caribbean sail. Private sunset sails start at $600.

    Both options depart from Cruz Bay and offer open-bar cocktails, light bites, and unmatched views of the national park coastline and BVI silhouettes at golden hour.

    What You Need to Know

    • Sunset sails depart from Cruz Bay waterfront or Coral Bay, 1.5–2 hours before sunset.
    • Most St. John sunset sails are on smaller vessels — 6–12 guests for an intimate experience.
    • Private charters available for couples, proposals, and small celebrations.
    • Best views from October through March when the sun sets over the BVI.
    • Sunset times: winter around 5:30–5:45 PM, summer around 6:45–7:00 PM.

    What's Included

    • Open bar — rum punch, cocktails, beer, wine, and soft drinks
    • Light appetizers and Caribbean snacks
    • Professional captain and crew
    • 2–3 hour intimate sailing experience
    • Views of national park coastline and BVI silhouettes

    Pro Tips from the Locals

    💡St. John sunset sails sell out faster due to smaller boats — book well in advance.

    💡Coral Bay departures offer a different perspective with views of the east end and British Virgin Islands.

    💡Bring a light layer — trade winds cool down quickly after the sun sets.

    💡Ask about private charters for an exclusive experience — many vessels take just one group per evening.

    💡Combine a sunset sail with dinner at one of Cruz Bay's waterfront restaurants for a perfect evening.

    Frequently Asked Questions

    Ready to Go?

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