Superyacht Charter Caribbean Islands

Caribbean Islands Yacht Charter

Private Yachting Cruises in the Caribbean

Leave reality behind on a Caribbean superyacht charter. Discover one of the world’s most paradisical destinations, where life slows down, and the only decision you need to make is which beach to go to. Aboard a charter yacht in the Caribbean cruise crystal-clear blue waters and discover white sandy beaches, lush jungle interiors, diverse culture and heritage, and some of the world’s most exclusive resorts. The Caribbean charter season typically runs from October to April, when cooling trade winds make for idyllic temperatures and sun-drenched days. Island-hop the Bahamas and Exuams, cruise to the Windward Islands, or set sail and enjoy barefoot elegance in the US Virgin Islands. YPI is the expert in Caribbean superyacht charters, offering an exquisite selection of crewed sailing yachts and motor yachts. Browse some of the most elegant Caribbean charter yacht destinations.

Caribbean Islands Yachts for Charter

O'ptasia 85.0M (278.9FT) motor yacht
  • 85.0M (278.9FT)
  • Golden Yachts
  • 2018
  • 12 Guests
  • 10 Cabins
Price: From EUR 800,000 Per Week
11.11 63.0M (206.7FT) motor yacht
  • 63.0M (206.7FT)
  • Benetti
  • 2015
  • 12 Guests
  • 6 Cabins
Price: From EUR 650,000 Per Week
Naia 73.6M (241.5FT) motor yacht
  • 73.6M (241.5FT)
  • Freire Shipyard
  • 2011
  • 12 Guests
  • 8 Cabins
Price: From EUR 595,000 Per Week
Athos 62.0M (203.4FT) sailing yacht
  • 62.0M (203.4FT)
  • Holland Jachtbouw
  • 2010
  • 12 Guests
  • 5 Cabins
Price: From EUR 200,000 Per Week
Slipstream 60.0M (196.9FT) motor yacht
  • 60.0M (196.9FT)
  • CMN
  • 2009
  • 12 Guests
  • 6 Cabins
Price: From EUR 336,000 Per Week
Skyfall 57.9M (190.0FT) motor yacht
  • 57.9M (190.0FT)
  • Trinity
  • 2010/2018
  • 12 Guests
  • 5 Cabins
Price: From USD 275,000 Per Week
Turquoise 55.4M (181.8FT) motor yacht
  • 55.4M (181.8FT)
  • Proteksan
  • 2011/2019
  • 12 Guests
  • 6 Cabins
Price: From EUR 280,000 Per Week
Elena 55.0M (180.5FT) sailing yacht
  • 55.0M (180.5FT)
  • Factoria Naval De Marin
  • 2009
  • 8 Guests
  • 4 Cabins
Price: From EUR 90,000 Per Week
DB9 52.4M (171.1FT) motor yacht
  • 52.4M (171.1FT)
  • Palmer Johnson
  • 2010/2020
  • 10 Guests
  • 5 Cabins
Price: From EUR 250,000 Per Week
Seven Sins 52.0M (170.6FT) motor yacht
  • 52.0M (170.6FT)
  • Sanlorenzo
  • 2017
  • 10 Guests
  • 5 Cabins
Price: From USD 270,000 Per Week
Big Sky 48.0M (157.4FT) motor yacht
  • 48.0M (157.4FT)
  • Oceanfast
  • 2010/2021
  • 12 Guests
  • 5 Cabins
Price: From EUR 180,000 Per Week
Preference 19 36.4m (119.5ft) motor yacht
  • 36.4m (119.5ft)
  • Tansu
  • 2011
  • 10 Guests
  • 5 Cabins
Price: From EUR 105,000 Per Week
British Virgin Islands Yacht Charter

British Virgin Islands

Enjoy a Caribbean superyacht charter cruising the British Virgin Islands. This protected paradise is awash with natural beauty. Discover the islands’ famed party spots and exclusive resorts, or simply soak up the picture postcard scenery from your Caribbean luxury yacht rental. Rent a crewed motor or sailing boat with YPI to have the best cruising possible in the British Virgin Islands. This is an example of an eight day yacht charter itinerary for the BVIs. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in the British Virgin Islands.

View British Virgin Islands Itinerary

U.S. Virgin Islands

Dreamy seascapes collide with hidden historic gems on a Caribbean superyacht charter in the US Virgin Islands. Enjoy laid-back elegance in the islands of St Croix, St John, and St Thomas, dine at award-winning restaurants or soak up island life at lively shops and bars during a Caribbean yacht hire. Rent a crewed motor or sailing boat with YPI to have the best cruising possible in the U.S. Virgin Islands. This is an example of an eight day yacht charter itinerary for the USVIs. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in the U.S. Virgin Islands.

View U.S. Virgin Islands Itinerary
U.S. Virgin Islands Yacht Charter
Windward Islands Yacht Charter

Windward Islands

From boutiques to beaches, lush green forests to lavish resorts and chic nightspots, a Caribbean superyacht charter in the Windward Islands offers limitless levels of luxury. Discover one of the world’s most elegant escapes aboard a private crewed Caribbean yacht charter. Rent a motor or sailing boat with YPI to have the best cruising possible in the Windward Islands. This is an example of an eight day yacht charter itinerary for the Windward Islands. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in the Windward Islands.

View Windward Islands Itinerary

Bahamas & Exumas

With over 700 islands and 2,400 cays fringed by white sandy beaches, a luxury yacht charter in the Bahamas and Exumas is the ultimate island escape. Enjoy elegant experiences above the water or discover colourful coral reefs and vibrant marine life below the waves. Charter a Caribbean mega yacht and indulge in an island-hopping adventure unlike any other. Rent a crewed motor or sailing boat with YPI to have the best cruising possible in the Bahamas and Exumas. This is an example of an eight day yacht charter itinerary for the Bahamas. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in the Bahamas and Exumas.

View Bahamas & Exumas Itinerary
The Bahamas & Exumas Yacht Charter
Leeward Islands Yacht Charter

Leeward Islands

The Leeward Islands have been a favourite with yachtsmen for centuries, thanks to their beguiling mix of experiences. On a Caribbean yacht cruise in the Leeward Islands, discover a vibrant history and culture, enchanting natural sites, palm-fringed beaches, and delicious local cuisine. Set sail on an elegant sailboat or motor yacht and discover one of the Caribbean’s most intriguing destinations. This is an example of an eight day yacht charter itinerary for the Leeward Islands. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in the Leeward Islands.

View Leeward Islands Itinerary

Cuba

The island of Cuba is one of the Caribbean’s most fascinating destinations. Bereft of modern interference, this iconic destination offers little-changed colonial cities and cultural magic at every turn. Cruise Cuba’s stunning coast on a Caribbean superyacht charter and discover stunning seascapes and a land that time seemingly forgot. Rent a crewed motor or sailing boat with YPI to have the best cruising possible in Cuba. This is an example of an eight day yacht charter itinerary for Cuba. Yacht charter itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard your superyacht in Cuba.

View Cuba Itinerary
Cuba Yacht Charter