The Most Romantic Boat Charters for Couples
The best boat charter for couples in the USVI is a private sunset sail — 2-3 hours on the water with champagne, snacks, and Caribbean sunset views. For proposals, book a private half-day charter to a secluded beach like Honeymoon Beach or Waterlemon Cay. Prices for a couples sunset sail start around $650. For honeymoons, a full-day private charter ($1,200–$1,800) with snorkeling, lunch, and multiple beach stops creates an unforgettable day.
43 charters matched
| # | Charter | Price | Capacity | Duration |
|---|---|---|---|---|
| 1 | Private Full-Day BVI White Bay Powerboat Charter | $1,350per charter | 6 guests | 6 Hours |
| 2 | Full-Day Private Jeep Tour: St. John or St. Thomas Adventure | $520per tour | 6 guests | 7 Hours |
| 3 | Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4) | $5,000per charter | 4 guests | 3-7 Nights |
| 4 | Private USVI Catamaran: Overnight with Captain & Chef | $7,000per charter | 4 guests | 3-7 Nights |
| 5 | Full-Day BVI Contender Powerboat Trip from St. John | $1,300per charter | 6 guests | 8 Hours |
| 6 | Private Half-Day USVI Powerboat Charter for 6 | $850per charter | 6 guests | 4 Hours |
| 7 | USVI Half-Day Private Powerboat Charter | $1,000per charter | 6 guests | 4 Hours |
| 8 | Full-Day BVI Midnight Express Powerboat Trip | $2,200per charter | 6 guests | 8 Hours |
| 9 | Full-Day Luxury BVI Powerboat Charter to Jost Van Dyke | $3,500per charter | 6 guests | 8 Hours |
| 10 | Full-Day Private USVI Powerboat Charter: Swim Platform | $2,750per charter | 6 guests | 7 Hours |
All Matching Charters
Private Full-Day BVI White Bay Powerboat Charter
On the Sea Charters
Spend an unforgettable day anchored in paradise with our White Bay All Day experience. After customs check-in at Great Harbor on Jost Van Dyke, we'll take you directly to the iconi
- Boat
- 32' Cheshire Powerboat
- Duration
- 6 Hours
- Up to
- 6 guests
- Stops
Full-Day Private Jeep Tour: St. John or St. Thomas Adventure
Adventure Awaits USVI
Explore St. Thomas or St. John on this full-day private Jeep adventure with Adventure Awaits USVI! Choose your island: the St. John tour includes a car ferry from Red Hook to Cruz
- Boat
- Jeep Tours/Rentals
- Duration
- 7 Hours
- Up to
- 6 guests
- Stops
Private USVI Overnight Catamaran, Captain Only: Intrepid (up to 4)
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a lifet
- Boat
- 46' Kindred Spirit II Leopard 46 Sailing Catamaran
- Duration
- 3-7 Nights
- Up to
- 4 guests
- Stops
- Custom itinerary
Private USVI Catamaran: Overnight with Captain & Chef
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a lifet
- Boat
- 46' Kindred Spirit II Leopard 46 Sailing Catamaran
- Duration
- 3-7 Nights
- Up to
- 4 guests
- Stops
- Custom itinerary
Full-Day BVI Contender Powerboat Trip from St. John
Trident Charters
Experience the US Virgin Islands and British Virgin Islands aboard Off Da Rock, a sleek 32-foot Contender with a complete refit including the latest technology, brand-new cushions,
- Boat
- 32' Contender Powerboat
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Private Half-Day USVI Powerboat Charter for 6
Trident Charters
Experience the US Virgin Islands in style! Off Da Rock is a sleek 32-foot Contender that has recently undergone a complete refit with the latest technology, brand-new cushions, and
- Boat
- 32' Contenfer Powerboat
- Duration
- 4 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
USVI Half-Day Private Powerboat Charter
Trident Charters
Experience the US Virgin Islands in style! Discover the beauty of the Caribbean aboard the Valkyrie, a 37-foot Midnight Express Open model. Designed for both comfort and adventure,
- Boat
- 37' Midnight Express Powerboat
- Duration
- 4 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Full-Day BVI Midnight Express Powerboat Trip
Trident Charters
Experience the British Virgin Islands in style! Discover the beauty of the Caribbean aboard the Valkyrie, a 37-foot Midnight Express Open model. Designed for both comfort and adven
- Boat
- 37' Midnight Express Powerboat
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Full-Day Luxury BVI Powerboat Charter to Jost Van Dyke
Trident Charters
Experience the British Virgin Islands in style! Stardust is a unique, luxurious boat that delivers comfort throughout. The main cockpit area has plenty of lush seating and a large
- Boat
- 50' Stardust Luxury Yacht
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
Full-Day Private USVI Powerboat Charter: Swim Platform
Trident Charters
Experience the US Virgin Islands in style! Stardust is a unique, luxurious boat that delivers comfort throughout. The main cockpit area has plenty of lush seating and a large table
- Boat
- 50' Luxury Yacht
- Duration
- 7 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Half-Day Private USVI Boat Trip via Center Console
Stormy Pirates Boat Charters
Enjoy the US Virgin Islands on a private 4 hour trip aboard our 27' Hydra Sport. Private charters go where the guests want, when they want. Maximum 6 people. Available from St. Tho
- Boat
- 27' Hydra Sport Center Console
- Duration
- 4 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Private USVI Day Trip on a 27' Hydra Sport
Stormy Pirates Boat Charters
Enjoy the US Virgin Islands on a private 6 or 8 hour trip aboard our fast and efficient 27' Hydra Sport. Private charters go where the guests want, when they want. Maximum 6 people
- Boat
- 27' Hydra-Sports
- Duration
- 6-8 Hours
- Up to
- 6 guests
- Stops
St. Thomas Private Sunset Sail with Open Bar
Stormy Pirates Boat Charters
There is nothing more beautiful than watching the sun set from the water with a full 360-degree view of Mother Nature's show. The Caribbean Sea's warm breezes complement the stunni
- Boat
- 41' Axopar Sailing Catamaran
- Duration
- 2.5 Hours
- Up to
- 6 guests
- Stops
Private Full-Day Sail & Snorkel to St. John on a Monohull
Blue Dream Charters
Spend an all-inclusive full day aboard the 55' sailing yacht Blue Dream — the largest monohull daysail charter in the USVI. With a professional Captain and Mate, sail faster and fa
- Boat
- 55' Blue Dream Sailboat
- Duration
- 6 Hours
- Up to
- 6 guests
- Stops
Private Half-Day Sail & Snorkel to St. John/Christmas Cove on 55' Sailing Monohaul
Blue Dream Charters
Sail aboard the beautiful Blue Dream to St. John National Park or Christmas Cove — you decide! A great trip for families with small kids. Enjoy a premium open bar (liquor, beer, wi
- Boat
- 55' Sailboat
- Duration
- 3 Hours
- Up to
- 6 guests
- Stops
St. John Private Sunset Snorkel & Cruise
Bonus Time Charters
Enjoy the stunning late afternoon light on this 2–3 hour private sunset cruise departing at 3:45 PM. Snorkel with sea turtles at Maho Bay, cruise along St. John's north shore, and
- Boat
- 32' Aquila Power Catamaran
- Duration
- 2-3 Hours
- Up to
- 6 guests
- Stops
Private BVI Tour to The Baths & Jost Van Dyke
Bonus Time Charters
Explore the British Virgin Islands at your own pace on a private charter designed just for you. Snorkel at The Caves and The Indians at Norman Island, visit The Baths on Virgin Gor
- Boat
- 32' Aquila Power Catamaran
- Duration
- 8-9.5 Hours
- Up to
- 6 guests
- Stops
Jost Van Dyke Private 6.5 Hour Powerboat Charter
Bonus Time Charters
Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. Depart at 11 AM and return at 5:30 PM — plenty of time to hit Foxy's Tamarind Bar, hike to the Bub
- Boat
- 32' Aquila Powerboat
- Duration
- 6.5 Hours
- Up to
- 6 guests
- Stops
Private St. John Sunset Sail & Snorkel w/ Pizza Pi
Bonus Time Charters
Enjoy the stunning late afternoon light on this 2–3 hour private sunset cruise. Start with a snorkel stop at Maho Bay or Scott Bay Beach to swim with sea turtles, then cruise to Ch
- Boat
- 32' Aquila Power Catamaran
- Duration
- 2-3 Hours
- Up to
- 6 guests
- Stops
Full-Day Private BVI Catamaran Charter to Jost Van Dyke
Bonus Time Charters
Explore the British Virgin Islands at your own pace on a private charter. Snorkel at The Caves and The Indians at Norman Island, visit The Baths on Virgin Gorda, hike to the Bubbly
- Boat
- 32' World Cat Power Catamaran
- Duration
- 8-9.5 Hours
- Up to
- 6 guests
- Stops
USVI Private Boat: St. John & St. Thomas Island Hopping
Bonus Time Charters
Depart on your private island-hopping adventure with Bonus Time Charters and explore the best of St. John and St. Thomas. Your trip is fully customizable — snorkel with sea turtles
- Boat
- 32' World Cat Power Catamaran
- Duration
- 3.5-6 Hours
- Up to
- 6 guests
- Stops
Private Jost Van Dyke Late Start BVI Charter
Bonus Time Charters
Sleep in, take it slow, and still have an incredible day exploring Jost Van Dyke. With a late departure at 11 AM and a return at 5:30 PM, this private charter gives you plenty of t
- Boat
- 32' Aquila Power Catamaran
- Duration
- 6.5 Hours
- Up to
- 6 guests
- Stops
St. John Half-Day Inshore Fly Fishing Charter
St. John Fly Fishing
Join your captain aboard a 20-foot Jones Brothers for fly fishing and light-tackle inshore fishing in St. John. The trip specializes in bonefish and tarpon on the fly, with chances
- Boat
- 40' Fishing Boat
- Duration
- 4 Hours
- Up to
- 3 guests
- Stops
- Custom itinerary
Half-Day St. John Dinghy Rental: North Shore Beach Hopping
Wharfside Watersports
Explore St. John's North Shore aboard a 12' inflatable dinghy powered by a 25HP Yamaha Outboard. Captain your own boat to exclusive beaches — Honeymoon, Hawksnest, Trunk Bay, Cinna
- Boat
- 12' Dinghy
- Duration
- 3.5 Hours
- Up to
- 4 guests
- Stops
Half-Day Self-Captained Zodiac Rental in St. John
Wharfside Watersports
Navigate the crystal-clear waters of St. John at the helm of a powerful Zodiac N-ZO boat equipped with a 200hp Yamaha Outboard. Chart your own course to hidden gems — secluded beac
- Boat
- Zodiac N-ZO
- Duration
- 3.5 Hours
- Up to
- 6 guests
- Stops
Private Full-Day St. Thomas Jeep Tour
Island Buddy
Explore St. Thomas like never before on a private, fully customizable full day jeep tour. Visit stunning beaches, breathtaking viewpoints, and hidden gems across the island with yo
- Boat
- 38' Axopar Luxury Yacht
- Duration
- 5-7 Hours
- Up to
- 6 guests
- Stops
Private Half-Day St. Thomas Jeep Tour
Island Buddy
Experience the best of St. Thomas in a private half day jeep tour. Choose a morning or afternoon adventure and explore pristine beaches, panoramic overlooks, and local favorites wi
- Boat
- 38' Axopar Luxury Yacht
- Duration
- 3 Hours
- Up to
- 6 guests
- Stops
Full-Day St. John UTV Rental: Drive Your Own Adventure
Island Buddy
Explore St. John at your own pace in a 4-seater UTV! Drive yourself through the island's stunning scenery — from Coral Bay to East End beaches, historic ruins, and panoramic overlo
- Boat
- 38' Axopar Luxury Yacht
- Duration
- 8 Hours
- Up to
- 4 guests
- Stops
Private St. John Bronco Tour & Lime Out Tacos
Island Buddy
Hands down the best day trip on St. John! A private island tour with a little (lime) twist. Enjoy a full day in an open-air Bronco exploring St. John highlights — secluded beaches
- Boat
- 38' Axopar Luxury Yacht
- Duration
- 8 Hours
- Up to
- 4 guests
- Stops
Private Full-Day St. John Surf & Turf: Jeep & Boat Charter
Island Buddy
The ultimate St. John combo experience! Half day private island Jeep tour exploring off the beaten path locations plus half day private boat charter. Start your morning with an ope
- Boat
- 38' Phoenix Luxury Yacht
- Duration
- 8 Hours
- Up to
- 4 guests
- Stops
Private St. John Half or Full-Day Jeep Tour & Snorkel
Island Buddy
Experience St. John like a local with the original St John Jeep Tour, operating since 2015! Explore off the beaten path in an open-air Bronco with a private guide. Snorkel coral re
- Boat
- Jeep Tours/Rentals
- Duration
- 3 Hours
- Up to
- 4 guests
- Stops
Private Overnight Catamaran, Captain Only: Kindred Spirit II (up to 6)
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the US Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a li
- Boat
- 46' Kindred Spirit II Catamaran
- Duration
- 3-7 Nights
- Up to
- 6 guests
- Stops
- Custom itinerary
USVI Private Power Catamaran Charters: Half or Full Day
Calypso Charters
Charter the USVI aboard a 26' power catamaran! Full-Day Snorkel Trip (7 hours, $900), Half-Day Snorkel Trip (3 hours, $600), or Sunset Cruise (1.5 hours, $375). All prices plus fue
- Boat
- 26' Tropicat Power Catamaran
- Duration
- 3-7 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Full Day Aboard Sailing Catamaran SY Mazu or SY Neptune
Seas the Day Charters
Spend a full day aboard S/Y Mazu or S/Y Neptune, 35' Gemini Legacy catamarans, exploring crystal Caribbean waters, snorkeling vibrant reefs and hopping white-sand beaches. Your cap
- Boat
- 35' Gemini Legacy Sailing Yacht
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
Half-Day Private Fishing Charter, Up to 6 Guests
Drift Charters
A 4-hour private fishing charter aboard Riptide with Drift Charters — morning (7–11 am) or afternoon (2–6 pm) departure targeting the South Drop or productive nearshore grounds. Ca
- Boat
- 32' Riptide Topaz Express Sportfish
- Duration
- 4 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Full-Day Private Fishing Charter - Pelagic Species
Drift Charters
A full-day (7 am–3 pm) private fishing charter aboard Riptide with Drift Charters. Target pelagic species along the North Drop or South Drop with an experienced captain and full ba
- Boat
- 32' Riptide Topaz Express Sportfish
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Private Full-Day Fishing & Snorkel Charter in USVI
Drift Charters
An 8-hour private charter aboard Riptide with Drift Charters — 4 hours of guided fishing in the morning followed by 4 hours of snorkeling, beach hopping, and exploring islands only
- Boat
- 32' Riptide Topaz Express Sportfish
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
Private 8-Hour Fishing & Island Hopping Charter
Drift Charters
An 8-hour private charter aboard Kaos with Drift Charters that combines four hours of guided fishing with four hours of island hopping, snorkeling, and beach stops. Add a floating-
- Boat
- 34' Kaos Center Console Sportfishing
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
Half-Day Fishing Charter from St. Thomas/St. John, USVI
Drift Charters
A focused four-hour fishing charter aboard Kaos with Drift Charters. Choose a morning (7–11 am) or afternoon (2–6 pm) departure and fish the South Drop or nearby nearshore grounds
- Boat
- 34' Kaos Center Console Sportfishing
- Duration
- 4 Hours
- Up to
- 6 guests
- Stops
Full-Day Private Fishing Charter for 6 Anglers
Drift Charters
A dedicated full-day offshore fishing charter aboard Kaos (7:00 AM–3:00 PM), targeting pelagic species along the North Drop or South Drop. Fish with an experienced captain who hand
- Boat
- 34' Kaos Center Console Sportfishing
- Duration
- 8 Hours
- Up to
- 6 guests
- Stops
- Custom itinerary
Private 3/4 Day Fishing & Pizza Pi at Christmas Cove
Drift Charters
A relaxed 3/4-day private charter aboard Kaos that combines four hours of guided fishing with a licensed captain and two hours at the famous floating restaurant Pizza Pi in scenic
- Boat
- 34' Kaos Fishing Boat
- Duration
- 6 Hours
- Up to
- 6 guests
- Stops
St. Thomas/St. John 6-Hour Private Fishing Charter
Drift Charters
Spend a half day on the water departing from St. Thomas, St. John, or Lovango on Kaos, a fully rigged sportfishing center console. Choose morning (7:00 AM–1:00 PM) or afternoon (12
- Boat
- 34' Kaos Fishing Boat
- Duration
- 6 Hours
- Up to
- 6 guests
- Stops
Private 3-7 Night USVI All-Inclusive Catamaran Charter
Kindred Spirit Charters
The ultimate vacation experience! Cruise through the US Virgin Islands in style on your own private catamaran. Our crew is experienced and enthusiastic to show you the trip of a li
- Boat
- 46' Kindred Spirit II Catamaran
- Duration
- 3-7 Nights
- Up to
- 6 guests
- Stops
- Custom itinerary
Planning the Perfect Couples Charter
For a romantic experience, private is the way to go — even a small 2-person sunset sail feels completely different from a shared trip with 20 strangers. Most private charters for couples run $650–$1,800 depending on duration.
If you're planning a proposal, coordinate with the captain in advance. Many are experienced with proposals and can anchor at a secluded beach during golden hour. Honeymoon Beach (St. John) and Secret Harbour (St. Thomas) are popular proposal spots.
For honeymoons and anniversaries, upgrade to a full-day charter with snorkeling, lunch at a floating taco bar (Pizza Pi or Lime Out), and sundowners at sunset. Some boats offer champagne packages or can arrange custom touches like flower petals and a photographer on shore.
Pro Tips
Insider advice to get the most out of your charter.
Book a private sunset sail
The most romantic 2–3 hours in the USVI. Just you, your partner, the captain, and a Caribbean sunset. Most include champagne.
Coordinate proposals with the captain
Tell the captain your plan — they'll anchor at a secluded spot at golden hour and can even help with a photographer on shore.
Try a floating restaurant stop
Pizza Pi (Christmas Cove) and Lime Out (Coral Bay) are unique floating dining spots perfect for a fun couples date.
Request golden hour timing
Ask for a late afternoon departure so you're on the water during the best light — 4:30–6:30 PM is magic.
What to Look For
- 1Private charter (not shared) for intimacy
- 2Champagne or drinks included
- 3Sunset timing (check seasonal sunset time)
- 4Secluded beach stops on the itinerary
- 5Bluetooth speaker for your own music
- 6Waterproof camera or phone pouch
Seasonal Pricing & Availability
Valentine's Day week and honeymoon season (May–June) book up fast. For proposals, consider November — beautiful weather, fewer boats at anchor, and a more secluded feel at popular beaches.
Frequently Asked Questions
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