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Head of The Bay, Virgin Gorda Boat Rentals & Yacht Charters

Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands
Adventures in Virgin Gorda · 3 guests

Enjoy The Thrills Of Kitesurfing In Virgin Gorda, British Virgin Islands

New
$150/hour
Private Snuba Tour in Virgin Gorda, British Virgin Islands
Tours in Virgin Gorda · 8 guests

Private Snuba Tour in Virgin Gorda, British Virgin Islands

New
$138/day
Fabulous Chris Craft Boat for charter -  British Virgin Islands
Powerboats in Virgin Gorda · 12 guests

Fabulous Chris Craft Boat for charter - British Virgin Islands

New
$1,800/day
Luxe 92' Sunseeker with Water Toys serving BVI, St. Kitts and St. Martin
Events in Virgin Gorda · 12 guests

Luxe 92' Sunseeker with Water Toys serving BVI, St. Kitts and St. Martin

New
$21,700/night
Catamaran Lagoon 62’ 2019 for a week in BVI
Sailing in John's Hole · 8 guests

Catamaran Lagoon 62’ 2019 for a week in BVI

New
Superowner
$10,500/day
2024 Valentine's Week in BVi 🍹🍸👙🤟
Sailing in Fisher Estate · 8 guests

2024 Valentine's Week in BVi 🍹🍸👙🤟

New
$92,160/day
TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter
Sailing in Wickhams Cay 1 · 20 guests

TORTOLA BVI - PRIVATE DAY SAILS ON 48' Privilege Catamaran Charter

New
$3,000/day
Welcome aboard a stunning 2022 Bali Catspace Cruising Catamaran
Sailing in John's Hole · 8 guests

Welcome aboard a stunning 2022 Bali Catspace Cruising Catamaran

New
$550/hour
Reserve the Luxury Tiara Power in Road Town, Tortola
Powerboats in Wickhams Cay 1 · 12 guests

Reserve the Luxury Tiara Power in Road Town, Tortola

New
$2,900/day
Explore the British Virgin Islands on  a Boston Whaler
Powerboats in Wickhams Cay 1 · 10 guests

Explore the British Virgin Islands on a Boston Whaler

New
$2,400/day
Boston Whaler Center Console Rental in Road Town, Tortola
Powerboats in Wickhams Cay 1 · 10 guests

Boston Whaler Center Console Rental in Road Town, Tortola

New
$2,400/day
63' Lagoon Power Catamaran W/ Captain
Powerboats in John's Hole · 6 guests

63' Lagoon Power Catamaran W/ Captain

New
$3,785+/day
Beautiful 57' Lagoon Sailing Catamaran
Sailing in Road Town · 12 guests

Beautiful 57' Lagoon Sailing Catamaran

5.0
$900/hour
The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island
Sailing in West End, Tortola · 10 guests

The Stars are Calling aboard Bali 5.4 Sailing Catamaran in British Virgin Island

New
$5,142/night
A Week Of Escaping Everyday Life Aboard Saint Sophie
Sailing in Tortola · 10 guests

A Week Of Escaping Everyday Life Aboard Saint Sophie

New
$4,000/night
Bonefishing Charter in Center, Anegada, British Virgin Islands
Fishing in Anegada · 2 guests

Bonefishing Charter in Center, Anegada, British Virgin Islands

New
$600/day
51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands
Sailing in St. John · 8 guests

51ft Beneteau Cyclades Crewed Sailing Charter in St. John, U.S. Virgin Islands

New
$1,990/day
37ft Intrepid Center Console Boat for 12 People St John
Powerboats in Cruz Bay · 12 guests

37ft Intrepid Center Console Boat for 12 People St John

New
$1,350/day
Enjoy Fishing in St. John, VI on Center Console
Fishing in Cruz Bay · 3 guests

Enjoy Fishing in St. John, VI on Center Console

5.0
$100/hour
Enjoy Stand Up Paddleboard Rentals in Cruz Bay, St. John
Tours in Cruz Bay · 1 guest

Enjoy Stand Up Paddleboard Rentals in Cruz Bay, St. John

New
$75/day
37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands
Powerboats in Cruz Bay · 12 guests

37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

5.0
$1,350/day
Charter the 32ft Intrepid Center Console in Cruz Bay, St. John
Powerboats in Cruz Bay · 9 guests

Charter the 32ft Intrepid Center Console in Cruz Bay, St. John

5.0
$1,100/day
58 ft Yacht Day Charter in Cruz Bay, St John
Events in Cruz Bay · 12 guests

58 ft Yacht Day Charter in Cruz Bay, St John

5.0
$2,750/day
Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI
Events in Cruz Bay · 12 guests

Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI

5.0
$2,000/day

Head of The Bay Reviews

  1. EM

    Eric

    Enjoy Fishing in St. John, VI on Center Console

    Was a great trip even though conditions weren’t ideal. Dustin made the best of it and wouldn’t give up. Very knowledgeable about fishing and patient with putting us on the fish. Caught a Blue Runner which ended up being eaten at the boat by a big Barracuda!

  2. Dennis

    Dennis

    37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

    Amazing day on the water — highly recommend Captain Holden Captain Holden was outstanding. He took us to all the best spots you can only reach by boat, and the entire day felt effortless and well-paced. The boat itself was great — comfortable, clean, and equipped with an easy-to-use swim ladder, which made getting in and out of the water simple. We spent time snorkeling and saw massive starfish, tons of coral, and more fish species than we could possibly count. It was truly incredible and felt like a once-in-a-lifetime experience. Captain Holden clearly knows the area extremely well and made the day both fun and relaxing for our family. This was hands-down one of the highlights of our trip. Would absolutely book again.

  3. DV

    Douglas

    37 Foot Intrepid Center Console for 12 People in St John, U.S. Virgin Islands

    Our group of 12 had a great time out on the water for the day. We went around STJ and stopped in coves here and there. Captain Jesse was great...flexible, knowledgeable and handled the boat with ease. It was super easy to book. Thanks for making our day!

  4. Julian

    Julian

    58 ft Yacht Day Charter in Cruz Bay, St John

    The Enchantment and it's crew were beyond expectation. The yacht accommodated 7 of us with ease and provided a smooth ride in some not so calm seas. Our captain and first mate were extremely accommodating and knowledgeable about each stop along our way around St. John. Each stop provided excellent snorkeling, including sea turtle sightings and nurse shark sightings. Our drinks were always full and the food was perfect in taste and presentation. Thanks Carrie and crew for such an awesome experience!!

  5. JM

    Jeffry

    Sea Ray 460 Sundancer Motor Yacht Rental in USVI / BVI

    Nate and Emma were awesome! They were friendly and fun which added to the experience. They listened to what we wanted to do and made it happen. The boat is fantastic. My family will never forget swimming with the turtles, hitting some great snorkeling spots only accessible by boat, and seeing the beautiful sights of St. John.

  6. CM

    Carie

    Charter the 32ft Intrepid Center Console in Cruz Bay, St. John

    The boat was gorgeous and impeccably clean! Our captain was wonderful! Knowledgeable and very accommodating. We had an incredible day and would definitely do it again and recommend it to everyone!