Quick Quote Form

Skip to Content
Special Offer
Limited Availability Enquire Now!
Outside the UK: +44 1732 867 445
Mon-Fri: 0900 - 1730
Sat: 1000 - 1500

Caribbean Hotels

A sailing holiday in the Caribbean is a perfect vacation but why not add a few days ashore in a hotel afterwards for a "Sail and Stay" holiday.

Keep everyone happy with a Sail & Stay Caribbean Holiday!

Some of your crew may want to try their hand at watersports that are easier to arrange at a hotel rather than from your yacht, such as dinghy sailing, windsurfing or diving. Some of your crew may want time to just relax by the pool, on the beach or in the hotel spa. If you are flying to the BVI via Antigua you could stay a few days in Antigua on the way home to relax by the beach of a different island.

We sent Clive Loughlin of Sailing Today magazine on a Sail and Stay Holiday in the BVI combining a bareboat charter of a Beneteau 323 from Nanny Cay Marina and a land-based stay at the super Bitter End Yacht Club. Read his article here>>


Blue Waters Hotel Antigua

One of the best luxury 4-star hotels in Antigua set in its own sheltered palm-fringed bay offering superb service and a warm, welcoming atmosphere. 3 pools, 4 bars and choice of restaurants. Ideal for couples and families.

Speak to a member of our sales team about your sail and stay holiday today or view more details on our sailing holidays in Antigua by clicking the button below.

Antigua Sailing Holidays
Jolly Beach Resort & Spa, Antigua

Located on an incredible stretch of white sand beach, this 3-star resort offers watersports on the beach, kids clubs, sporty activities and nightly entertainment - a great value all-inclusive resort for families.

Speak to a member of our sales team about your sail and stay holiday today or view more details on our sailing holidays in Antigua by clicking the button below.

Antigua Sailing Holidays

British Virgin Islands

Blue Waters Hotel Antigua

A holiday in the British Virgin Islands is an unforgettable experience. Make the most of your time there by combining your sailing holiday with a stay on land. There are a wide range of accommodation options for all budgets and since we work very closely with the British Virgin Island Tourist Board, we are sure we can find something to suit your needs.

Speak to a member of our sales team about your sail and stay holiday today or view more details on our sailing holidays in the British Virgin Islands by clicking the button below.

BVI Sailing Holidays

"On behalf of the me, Felix & Jack - the crew of the Sultan J for w/c 3rd August 2019 - I would like to extend our sincere thanks for the wonderful week we spent with you. We are all so thrilled that we all achieved our goals of 1 x Day Skipper and 2 x Competent Crew! Thank you for being such a great instructor: you were clear, patient and precise, with huge amounts of EQ to judge mood and character. You were also delightful company socially on our many dinners together, although I think could do some more work on your Scrabble technique! I would like to take this opportunity to thank the organisers Nautilus and Erkan from Portway for their immaculate organisation which made it a memorable holiday. EasyJet could learn a thing or two from you all - the flight home to Stansted was cancelled at midnight which was a nightmare – but this was the only glitch in what otherwise was a stress free glorious week."

Learn to Sail Gocek 2019 - R.G.

Sailing Qualifications

To skipper a bareboat charter or flotilla yacht, you need to hold a practical sailing certificate equivalent to RYA Day Skipper Practical qualification or RYA International Certificate of Competence (ICC). For charters in Greece, you must now have the ICC certificate. You must also be assisted by at least one competent crew member over the age of 18.

For charters in Croatia, Malta and the Canaries, at least one member of the crew or the skipper will also need a VHF licence.

RYA qualifications can be obtained by RYA sailing schools in the UK or alternatively choose from one of our overseas centres in Gibraltar, Greece or Turkey.

For Caribbean and Tropical charters, formal qualifications are not compulsory, however, you should be Day Skipper standard and be assisted by at least one competent crew. A brief sailing resume should be provided to outline your experience.

If you don't hold the relevant qualifications then why not add a skipper?

Sailing Levels

Level 1

Winds force 2-3 (4-11 Knots)combined with generally shorter distances. Good for beginner or intermediate sailors. Line-of-sight navigation but basic knowledge of charts and ability to plot your position required.

Level 2

Winds force 3-5 (7-21 Knots) with approximately 15-20nm per day. Intermediate experience required. Predominately line of sight navigation but an understanding of how to sail in open water.

Level 3

Winds force 4-6 (11-27 Knots) with mileage of approximately 20nm+ per day. Ideal for experienced skippers looking to venture out to new destinations. Day skipper standard but with experienced crew would be recommended.