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Osbourn, Saint George Boat Rentals

Luxury Day Catamaran Charters ANTIGUA
Sailing in Saint John's · 65 guests

Luxury Day Catamaran Charters ANTIGUA

5.0
$1,000/hour
44' Wellington Sailing Yacht In Antigua
Sailing in Jolly Harbour · 6 guests

44' Wellington Sailing Yacht In Antigua

5.0
$100/hour
Instant Book
Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44
Sailing in Jolly Harbour · 6 guests

Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

4.8
$280/day
Rent the 19' Boston Whaler in Jolly Harbour
Powerboats in Jolly Harbour · 6 guests

Rent the 19' Boston Whaler in Jolly Harbour

4.9
$310+/day
Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat
Sailing in Jolly Harbour · 8 guests

Luxury Afloat In Antigua Onboard Jeanneau Sun Odyssey 519 Sailboat

New
$80/hour
50% Summer Special! 37' Mainship in Jolly Harbour Marina
Events in Jolly Harbour · 12 guests

50% Summer Special! 37' Mainship in Jolly Harbour Marina

5.0
$100/hour
Antigua Barbuda Sailing lessons and expedition!
Sailing in Jolly Harbour · 10 guests

Antigua Barbuda Sailing lessons and expedition!

New
$1,400/night
Beneteau First 40.7 Cruising Monohull - up to 6 people in Antigua and Barbuda
Sailing in English Harbour · 6 guests

Beneteau First 40.7 Cruising Monohull - up to 6 people in Antigua and Barbuda

5.0
$920/day
Leopard 46 Catamaran Sailing in Antigua & Barbuda
Sailing in English Harbour · 6 guests

Leopard 46 Catamaran Sailing in Antigua & Barbuda

New
Snoozed - Active 02 Mar 2026
Hobie Cat Rental on Cockleshell Bay
Sailing in Saint George Basseterre Parish · 1 guest

Hobie Cat Rental on Cockleshell Bay

New
$100/hour
Surf Lessons with Experienced Coach at Sandy Bank Bay
Adventures in Saint George Basseterre Parish · 1 guest

Surf Lessons with Experienced Coach at Sandy Bank Bay

New
$180/hour
Kiteboarding Lesson with IKO Certified Instructor in Saint Kitts and Nevis
Adventures in Saint George Basseterre Parish · 1 guest

Kiteboarding Lesson with IKO Certified Instructor in Saint Kitts and Nevis

New
$125/hour
Wakeboarding Lessons in Saint Kitts and Nevis
Water Sports in Saint George Basseterre Parish · 1 guest

Wakeboarding Lessons in Saint Kitts and Nevis

New
$60/hour
"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe
Tours in Deshaies · 20 guests

"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe

New
$233/hour
33' Sport Fishing Charter In Deshaies
Fishing in Deshaies · 6 guests

33' Sport Fishing Charter In Deshaies

New
$175/day
Boat Snorkel Adventure
Tours in Basseterre · 14 guests

Boat Snorkel Adventure

New
$60/hour
St. Kitts Coastline Cruise & Beach
Tours in Basseterre · 45 guests

St. Kitts Coastline Cruise & Beach

5.0
$147/hour
Saint Kitts Private Boat Charter
Tours in Basseterre · 55 guests

Saint Kitts Private Boat Charter

5.0
$300/hour
Twin Island Paradise Snorkel Tour
Tours in Basseterre · 45 guests

Twin Island Paradise Snorkel Tour

New
$29/hour
Shared Sunset Cruise
Powerboats in Basseterre · 25 guests

Shared Sunset Cruise

New
$24/hour
' Center Console in Frigate Bay
Basseterre · 6 guests

' Center Console in Frigate Bay

New
$113/hour
Cruising Catamaran Rental in St Kitts-Nevis
Sailing in Basseterre · 40 guests

Cruising Catamaran Rental in St Kitts-Nevis

New
$1,045/day
Sailing Catamaran Cruises in St Kitts-Nevis
Sailing in Basseterre · 55 guests

Sailing Catamaran Cruises in St Kitts-Nevis

5.0
$95/day
Power Catamaran Cruises in St Kitts-Nevis
Powerboats in Basseterre · 12 guests

Power Catamaran Cruises in St Kitts-Nevis

5.0
$130+/hour

Osbourn Reviews

  1. SW

    Stacey

    50% Summer Special! 37' Mainship in Jolly Harbour Marina

    Wow what an experience! Captain Will & his son were absolutely awesome. They truly know the island of Antigua and sea surrounding it. They took us to two beautiful spots with calm waters where my family could really swim and snorkel comfortably and enjoy the wonders of the water. I would definitely book with them again in a heartbeat!

  2. JW

    Jevashia

    50% Summer Special! 37' Mainship in Jolly Harbour Marina

    This was one of the best tours that I have attended on any vacation trip that l have had before. The captain and his son were excellent host & very accommodating. I would definitely book with this boat company over any other one. Job well done!!

  3. MB

    Monique

    50% Summer Special! 37' Mainship in Jolly Harbour Marina

    Do NOT hesitate when booking Captain Will. He is absolute professional and he knows the Island. He goes out of his way to make your trip enjoyable. I booked last minute and he tailored our trip to make it magical for my kids and my elderly parents! Would 💯 book this again.

  4. TN

    Todd

    50% Summer Special! 37' Mainship in Jolly Harbour Marina

    Wil and his son went above and beyond in taking my wife and I out to explore Antigua for several hours. He patiently answered all my questions, was prompt, had a cooler and snacks ready for us. The boat was great and enjoyed freely walking around and jumping off, wife especially enjoyed the handheld fresh water shower! We explored multiple small beautiful beaches, a shipwreck and got to view up close many notable sites and hotels. Wil is a friendly, easy going guide and very knowledgeable about Antigua. We ended the ride with Wil docking at a local restaurant in Jolly Harbor for lunch which was delicious. All his reviews are well deserved and would highly recommend anyone traveling to Antigua seeking a captain to chose Wil and you will have an amazing experience!

  5. KM

    Kavan

    Luxury Day Catamaran Charters ANTIGUA

    So it’s my brother in law’s 50th birthday and we went to Antigua. Never been, but we needed to rent a boat that holds at least 20 people for about 5 hours of drinking partying and snorkeling around the coast of Antigua. I was nervous because I didn’t want to get scammed however, I took a chance and Craig was very responsive, gave a lot of insights on what to do and even checked in from time to time prior to our arrival on the island. We got picked up right at our hotel beach, one time and was greeted with some rum punch. The crew was friendly, fun, funny, and answered all our questions about the island. They were very flexible with what we wanted to do and the time that we needed to spend. All and all it was a great trip and I would recommend them to anyone. So if you are reading this don’t miss out on a great adventure.

  6. AS

    Andre

    44' Wellington Sailing Yacht In Antigua

    Great experience! Christian and Jess were extremely friendly and helpful, lunch was AMAZING, and all together awesome experience. The beach we went to was one of the best I’ve seen, and we had a great, relaxing day all around. Perfect way to relax on vacation with this sailing excursion.