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Montserrat Boat Rentals - 2026

Page 1 of 124 listings

Antigua Barbuda Sailing lessons and expedition!
Sailing in Jolly Harbour · 10 guests

Antigua Barbuda Sailing lessons and expedition!

New
$1,409/night
Paradise Trophy Jolly Harbour - 22ft Bayliner Boat
Powerboats in Jolly Harbour · 6 guests

Paradise Trophy Jolly Harbour - 22ft Bayliner Boat

New
$435+/day
37' Mainship in Jolly Harbour Marina
Events in Jolly Harbour · 12 guests

37' Mainship in Jolly Harbour Marina

5.0
$165/hour
Ride the Boston Whaler 33 Outrage - For 8 Guests
Powerboats in Jolly Harbour · 6 guests

Ride the Boston Whaler 33 Outrage - For 8 Guests

New
$250/hour
Rent the 19' Boston Whaler in Jolly Harbour
Powerboats in Jolly Harbour · 6 guests

Rent the 19' Boston Whaler in Jolly Harbour

4.9
$325+/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

5.0
$80/hour
Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44
Sailing in Jolly Harbour · 6 guests

Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

4.9
$280/day
44' Wellington Sailing Yacht In Antigua
Sailing in Jolly Harbour · 6 guests

44' Wellington Sailing Yacht In Antigua

5.0
$100/hour
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
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
Luxury Day Catamaran Charters ANTIGUA
Sailing in Saint John's · 65 guests

Luxury Day Catamaran Charters ANTIGUA

5.0
$1,000/hour
40ft Thriller Private Luxury Power Boat with Captain
Powerboats in Saint John's · 20 guests

40ft Thriller Private Luxury Power Boat with Captain

New
$750/hour
33' Sport Fishing Charter In Deshaies
Fishing in Deshaies · 6 guests

33' Sport Fishing Charter In Deshaies

New
$176/day
"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe
Tours in Deshaies · 20 guests

"Taonaba" Eco Tours on Houseboat in Deshaies, Guadeloupe

New
$235/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
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
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
Shared Sunset Cruise
Powerboats in Basseterre · 25 guests

Shared Sunset Cruise

New
$24/hour
Twin Island Paradise Snorkel Tour
Tours in Basseterre · 45 guests

Twin Island Paradise Snorkel Tour

New
$29/hour
' Center Console in Frigate Bay
Basseterre · 6 guests

' Center Console in Frigate Bay

New
$113/hour

Montserrat Reviews

  1. Jordan

    Jordan

    Rent the 19' Boston Whaler in Jolly Harbour

    It was amazing to have our own boat in another country. The boat was perfect and we had two perfect days. Kahori was so great to work with. This experience was much better than being on a big group boat. We fished, snorkeled and swam with turtles then just enjoyed relaxing and riding.

  2. Jordan

    Jordan

    Rent the 19' Boston Whaler in Jolly Harbour

    It was amazing to have our own boat in another country. The boat was perfect and we had two perfect days. Kahori was so great to work with. This experience was much better than being on a big group boat. We fished, snorkeled and swam with turtles then just enjoyed relaxing and riding.

  3. william

    william

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    My wife and I had an excellent day on the water with Josh and Kieran. We cruised the coast to see some sites before being dropped off (and picked up) in the dinghy for lunch at a restaurant we sought out along the route. Afterwards we cruised to Cades Reef to snorkel before heading in. The boat was was great and had more than enough space. Ed was friendly and communicative during/after the booking which made the process very easy. I highly recommend taking a trip out on one of Ed's boats!

  4. RT

    Rob

    Sail In Caribbean Paradise with Jeanneau Sun Odyssey 44

    10/10 highly recommend to anyone looking to have a private boat tour of the island. We picked to go to Cade's reef to snorkel and then explore one of the bays on the south end. The crew was very pleasant, knowledgeable and open to be flexible to want you want out of the experience.

  5. TH

    Tim

    37' Mainship in Jolly Harbour Marina

    Thoroughly enjoyed Wil, Miguel(assistant) and his beautiful boat for 5 hr trip around Jolly Harbor in mid December. Wil was gracious host and captain and was willing to take us wherever we wanted to go while sharing his insight about Antigua while enjoying our time on his boat. We had 2 families on the boat(total of 9 peeps all adults) and there was more than enough room. I highly recommend Wil, Miguel and their boat if you are looking for a top notch day on the water in Antigua. Thanks Wil and Miguel for a wonderful day for our families!!

  6. CE

    Courtney

    44' Wellington Sailing Yacht In Antigua

    I celebrated my birthday on the Wellington with Christian and Tia. pur tour was 2:30- sunset. We were a group of four and we had a marvelous experience. They were attentive and engaging. Tge trip came with an open bar and our glasses were never empty. A platter of hors d'oeuvres was served and they were delicious. Christian provides us with information about the various areas as we sailed, and made great recommendations of other places to visit while we were on the island. I wouldn't hesitate to book with him again.