Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Pockwood Pond, Tortola Boat Rentals

Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI
Sailing in Freshwater Pond · 6 guests

Cruise on one of the most exciting crewed sailing yachts below 70 feet in BVI

New
$3,666/night
Step into a world of refined elegance aboard Fountaine Pajot Alegria 67
Sailing in West End, Tortola · 8 guests

Step into a world of refined elegance aboard Fountaine Pajot Alegria 67

New
$10,000/night
2022 Bali 48 Sailing Catamaran | Sail in Style, Comfort, and Adventure.
Sailing in West End, Tortola · 6 guests

2022 Bali 48 Sailing Catamaran | Sail in Style, Comfort, and Adventure.

New
$3,500/night
2024 Valentine's Week in BVi 🍹🍸👙🤟
Sailing in Fisher Estate · 8 guests

2024 Valentine's Week in BVi 🍹🍸👙🤟

New
$92,160/day
63' Lagoon Power Catamaran W/ Captain
Powerboats in John's Hole · 6 guests

63' Lagoon Power Catamaran W/ Captain

New
$3,785+/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
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
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 42 Cruising Catamaran
Sailing in John's Hole · 8 guests

Welcome aboard a stunning 2022 Bali 42 Cruising Catamaran

New
$550/hour
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
$1,331/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 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
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
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
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
35 ft Intrepid Center Console Rental in Cruz Bay
Powerboats in Cruz Bay · 12 guests

35 ft Intrepid Center Console Rental in Cruz Bay

New
$1,050/day
Aquila 42ft Cruise Private Full Day Trip - USVI
Powerboats in Cruz Bay · 12 guests

Aquila 42ft Cruise Private Full Day Trip - USVI

New
$372/hour
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
Private Full Day Trip in BVI with Aquila 42 Special Edition Yacht
Events in Cruz Bay · 12 guests

Private Full Day Trip in BVI with Aquila 42 Special Edition Yacht

New
$421/hour
Luxury Sailing Catamaran for up to 12
Sailing in Cruz Bay · 12 guests

Luxury Sailing Catamaran for up to 12

5.0
$350/hour
Instant Book
Sailing Cruise Saint John
Sailing in Cruz Bay · 6 guests

Sailing Cruise Saint John

5.0
$197/hour
Luxury Sailing Experience  – The Ultimate Caribbean Adventure
Sailing in Cruz Bay · 6 guests

Luxury Sailing Experience – The Ultimate Caribbean Adventure

New
$250/hour

Pockwood Pond Reviews

  1. SS

    Simon

    Luxury Sailing Catamaran for up to 12

    Unforgettable Post-Wedding Sail!! We spent a half-day with Aaron on the Catamaran Quest right after our wedding in St. Thomas, and it was easily one of the highlights of our entire trip. From the moment we stepped on board, Aaron made us feel incredibly special. He was super attentive and helpful, ensuring we had everything we needed to just relax and soak in the "just married" bliss. The food and drinks he served were fantastic—well-prepared and exactly what we needed for a day on the water. The boat itself is awesome and very well-equipped with everything you’d want for a comfortable excursion. We did encounter some minor technical issues with the engines during our trip, but Aaron handled it with total professionalism and didn't let it dampen the experience at all. If you are looking for a captain who truly cares about his guests' experience, book with Aaron. Thank you for making our celebration so memorable! PS: Aaron’s mango salsa is to die for - awesome stuff!!

  2. ek

    elizabeth

    Luxury Sailing Catamaran for up to 12

    Our family of 5 had an amazing day with Aaron! He had great communication leading up to our day. Everything about the day was great! He made us feel very at home on his beautiful boat and our day was so much fun! He was a great host!

  3. 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.

  4. Robert

    Robert

    Luxury Sailing Catamaran for up to 12

    Great trip from beginning to end. So much better than packed group charters or the expensive private charters that are offered in the usvi.

  5. 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!

  6. 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!