Sailboat Charters in US Virgin Islands

Sail away with your own skipper on a private sailboat charter. Plan a day sail, sunset sail or island trip just for your group, and compare boat size, capacity, hours and what’s included.

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All-Inclusive Sunset Sail - Semi Private - Only 6 Guests - Photo 1
Sailing into the Sunset. - All-Inclusive Sunset Sail - Semi Private - Only 6 Guests

All-Inclusive Sunset Sail – Semi Private – Only 6 Guests

Sold by Virgin Islands Day Sailing
★★★★★
$139.00
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I Like Turtles Private Sailing and Snorkeling from Sapphire - Photo 1
I Like Turtles Private Sailing and Snorkeling from Sapphire - Photo 2

I Like Turtles Private Sailing and Snorkeling from Sapphire

Sold by Sailing The Cosmos Charters
★★★★★
$799.00
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Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max - Photo 1
Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max - Photo 2

Private Day Sail & Snorkel with Virgin Islands Day Sailing, 6 guest max

Sold by Virgin Islands Day Sailing
★★★★★
$1,495.00
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Private Full Day Sail in Virgin Islands National Park - Photo 1
Private Full Day Sail in Virgin Islands National Park - Photo 2

Private Full Day Sail in Virgin Islands National Park

Sold by Max Charters
★★★★★
$1,650.00
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Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up) - Photo 1
Snorkel time - Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

Private Full Day Sail/ Snorkel Experience USVI (Sapphire Marina, STT pick up)

Sold by Sailing The Cosmos Charters
★★★★★
$1,975.00
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Private Sailing Charter in the USVI Antillean Yacht Charters - Photo 1
Private Sailing Charter in the USVI Antillean Yacht Charters - Photo 2

Private Sailing Charter in the USVI Antillean Yacht Charters

Sold by Antillean yacht charters
$400.00
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Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views - Photo 1
Blue Dream sailing to St. John - Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views

Private Sunset Sail, Open Bar, 12 Guests, Amazing Island Views

Sold by Blue Dream Charters
★★★★★
$1,345.00
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Private Sunset Sailor's Delight from Sapphire Marina - Photo 1
Private Sunset Sailor's Delight from Sapphire Marina - Photo 2

Private Sunset Sailor’s Delight from Sapphire Marina

Sold by Sailing The Cosmos Charters
★★★★★
$795.00
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Simply Sailing Private Sail from Sapphire Marina - Photo 1
Simply Sailing Private Sail from Sapphire Marina - Photo 2

Simply Sailing Private Sail from Sapphire Marina

Sold by Sailing The Cosmos Charters
★★★★★
$799.00
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Fully shaded cockpit - St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)
The U.S. Virgin Islands, photo taken in St. John - St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)

St. Thomas & St. John Private Luxury Full-Day Sail (12 guest max)

Sold by Sweet pea catamaran charters
★★★★★
$1,650.00
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