Individual Berths for Caribbean Cruising
Grenadines Charters
These popular charters take in some of the most idyllic islands in the Caribbean. With ideal sailing conditions and fantastic weather, this is blue water cruising at its best. Added to this are the opportunities to explore a stunning collection of islands, go snorkelling amongst colourful reef fish and turtles, and enjoy fresh barbequed lobster on the beach at sundown. Starting and finishing in St Lucia, this cruise would typically include St Vincent, Bequia, Tobago Cays and Union Island.
View dates and book.
Leeward Islands Cruise
Starting and finishing in St Lucia this trip heads north to the picturesque villages and anchorages on Martinique. Lovely snorkelling, delicious French food and pretty bays to explore are among the highlights here. We then move onto the lush rainforests and exciting hikes and waterfalls of Dominica. Our final stop is Isles de Saintes where you can once again enjoy French hospitality in these pretty islands before we head back to St Lucia. Enjoy warm trade wind sailing conditions mixed in with exploring these beautiful Caribbean islands.
View dates and book.
Leeward Islands Cruise, St Lucia to Antigua
Starting from St Lucia this trip heads north to the picturesque villages and anchorages on Martinique. Lovely snorkelling, delicious French food and pretty bays to explore are among the highlights here. We then move onto the lush rainforests and exciting hikes and waterfalls of Dominica.
Then it's onto the charming Iles de Saintes with its many pretty beaches, old forts and scenic hikes. Our final stop before Antigua is Deshaies in Guadeloupe. There will be the opportunity here to either hire a car to explore the national park, visit the botanical gardens, relax on the nearby stunning beaches or hunt down all the locations used in the popular TV show 'Death in Paradise' which is filmed here.
We finish the trip in Falmouth Harbour, Antigua and it's worth having a few days ashore after the charter to explore the nearby Nelson's Dockyard, enjoy the many beaches and wander the docks full of impressive superyachts. This charter offers plenty of long day sails mixed in with days ashore on a variety of different islands. There are lots of opportunities for walking, swimming, snorkelling or relaxing on the beach.
View dates and book.
Booking Details:
Testimonials
Home again, I'd like to give a heartfelt thank you to Em and Dan for yet another wonderful sailing experience in paradise. The food was wonderful, the boat a delight and the crew beyond great company.
Colin, Caribbean 2025
Just a note to thank you again for a truly wonderful time cruising the Caribbean islands with you on Skyelark 2 these past few weeks. It has exceeded all my expectations, which I must say were very high to start with. You both do a fantastic job. Your encyclopaedic knowledge of the cruising area both on the water and ashore is amazing and adds hugely to the whole experience. And how you provided us with such culinary delights on board I just don't know!
John, Caribbean 2023
Hey Dan and Em, having recovered from the flight home just wanted to say a huge thank you for such a special 10 days. It was more than we could have hoped for. It was my treat for our 30th wedding anniversary and I was genuinely nervous to join a crew that already knew each other but it worked so so well.
Joanna & Patrick, Caribbean 2023
We've had a wonderful cruise and thanks go to the wonderful Dan and Em.
Lynne, Caribbean 2025
It was a wonderful cruise. Dan and Em are an amazing team.
Dawn, Caribbean 2025
Key Facts:
Charter times:
- Joining time for all charters is by 10:00am on the start date.
- All charters will finish at 4:00pm on the end date.
What's included:
- Qualified and experienced skipper and first mate.
- Fully coded yacht, licensed to charter anywhere in the world.
- Tuition and guidance from two Ocean Yachtmasters.
- Full Category A medical kit.
- All safety equipment.
- All onboard expenses.
- Free onboard Wi-Fi via Starlink.
- Paddle board.
- Breakfast, lunch and five evening meals onboard.
- Soft drinks.
- Local spirits, beer and sundowner cocktails.
- Wine with evening meals.
What's not included:
- Flights and transfers.
- Meals ashore.
- Masks and snorkels.
Similar Charters:
Caribbean Private Charter
March – April 2027
Charter Skyelark 2 in the Caribbean exclusively for your friends or family, and build your dream trip!
Learn more





