Montserrat Yacht Charters
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Montserrat yacht charter vacations bring you back in time to a Caribbean as it used to be. Black sand beaches, caves and cliffs form the striking northern coastline of Monserrat, which for the most part can only be accessed by luxury yacht - perfect for a special occasion private crewed yacht charter in the Caribbean.
This Lesser Antilles island has an imposing volcano to the south which erupted in 1995 and left lasting changes on Montserrat, yet this carefully monitored site draws tourists from around the world who come to see the ruins of Plymouth and the impressive crater from the peak of Garibaldi Hill.
On land, visitors exploring the coastline will discover small settlements with the laid-back Caribbean feel with British and Irish influences in the accents, the cuisine and the festivities: St. Patrick's Day is celebrated with enthusiasm and carnivals with calypso music and fireworks can be viewed up close or from your superyacht sundeck in the bay. Restaurants and cafes have a casual atmosphere and shops are few and far between - Montserrat is very much about getting out into nature and connecting with the powerful and pristine surroundings.

The interior is hilly and trekkers and bike riders will certainly find a challenge, which is one more reason why verdant Montserrat has fewer tourists. Local guides can be hired to learn more about the rain forests and the flora and fauna that feeds off the rich volcanic soil.
Dive sites are plentiful and your group is likely to have it all to themselves; old ship anchors throng the dive site at Redona, and stingrays are often sighted at Pot of Gold.
Should you choose to move on from peaceful Montserrat, a short cruise will take you to Guadeloupe, Dominica and Martinique to the south and St Kitts & Nevis, St. Barthelemy and Anguilla to the north, where there is an abundance of shopping choices and a roaring social scene night and day.
Luxury Charter Yachts
There are currently no charter yachts listed in Montserrat. Explore the selection below, or contact our brokers who will be happy to help you plan a charter here.
Client Testimonials
What our clients say about their charter experience.
An unforgettable week aboard Lady J: Our group spent seven incredible nights aboard Lady J, and the experience exceeded every expectation. The yacht is beautifully maintained, with stunning interiors, gorgeous woodwork, and spacious, comfortable staterooms. What truly set this trip apart was the crew. Captain Jarryd, Jeff, Matt, Ana, Katie, and Dominique, and Tyler, Karl, and Damien were outstanding. Their teamwork, professionalism, and genuine warmth created a relaxed and welcoming atmosphere throughout the week. The food was spectacular, with delicious and varied meals every day. The themed table settings added a special touch to each dinner, and the service was impeccable. The crew was always attentive without ever hovering, somehow appearing exactly when you needed something. There was never a dull moment, with fishing, snorkelling, beach days, and beach barbecues thoughtfully planned throughout the week. Captain Jarryd was especially engaging, always ensuring guests were having fun, well cared for, and making the most of every day. As first-time yacht charter guests, we were completely blown away. The entire crew made us feel comfortable, cared for, and thoroughly spoiled. I cannot recommend Lady J highly enough and would absolutely charter with this crew again.
Sally, Thank you guys for the most amazing week. Your kindness and expertise made all the difference. Can't wait to come back again! It was an amazing experience. Thank you! The crew were the best people in the world, we will miss them. Thank you for all you’ve done. This truly has been a life-changing week! Filled with so many unforgettable memories, laughs, and so many smiles. I can’t thank you all enough for making this a week to remember! This has been the BEST week of my life. You guys are amazing people; I’m so grateful.
LJ, I have just spoken with the client and his feedback was all very positive. He said this was their best charter in the Bahamas. Captain Chris and his team were brilliant and looked after them beautifully. He felt they saw places they have never seen before, experiences that they’d never had before and that Chris had really understood the brief and that his knowledge of the Bahamas was amazing. In short, they loved it and would like to come back. They have chartered extensively, and this was one of their favourite experiences and their little boy’s favourite yacht (apparently he cried when he left as he’d had such a great time).
Hi Sally, we had a great time! The crew were fantastic and really went above and beyond to ensure we had the best time. Thank you also for all your organizing and help. Kind regards, S.
Sally, hi, the trip was amazing; we loved LIR. The crew were fantastic, and the chef came up with some fabulous meals. The itinerary was great, and the weather was almost perfect. We loved it so much we would definitely consider a repeat trip, maybe around Sicily, in the future.
LJ, The bottom line is in my 30 years of yachting it was by far the best overall experience! The yacht was clean, well-kept, all systems (A/C, WIFI, A/V), Jacuzzi and water toys were all working well. The crew were extraordinary, they were friendly, professional and attentive to our needs. Out of 5, we would rate crew service 5-plus. The cuisine was excellent and we would definitely book LUCKY LADY again. LUCKY LADY / Nice, France – Rapallo, Italy / July 27 – August 4, 2022
