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Fly Cruise From:
£13702pp

Caribbean Yachting Discovery

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
£13702pp
View cruise
Holiday ID: 037735
Fly Cruise From:
£13731pp

Grenadines & Windwards yachting

Bridgetown | Speightstown | Port Elizabeth | Kingstown | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
£13731pp
View cruise
Holiday ID: 009301
Fly Cruise From:
£27495pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 14 Apr 2029
  • 14 Nights
Fly Cruise From:
£27495pp
View cruise
Holiday ID: 091553
Fly Cruise From:
£13795pp

West Indies Island Hopping

San Juan (Puerto Rico) | Saint John's | Saint Thomas | Gustavia | Great Harbour | Norman Island | San Juan (Puerto Rico)

  • 20 Dec 2027
  • 7 Nights
Fly Cruise From:
£13795pp
View cruise
Holiday ID: 037702
Fly Cruise From:
£13802pp

Caribbean Yachting Hideaways with Chef Rachel Hargrove

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
£13802pp
View cruise
Holiday ID: 037725
Fly Cruise From:
£13802pp

Caribbean Yachting Hideaways

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 20 Nov 2027
  • 7 Nights
Fly Cruise From:
£13802pp
View cruise
Holiday ID: 037727
Fly Cruise From:
£27638pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 31 Mar 2029
  • 14 Nights
Fly Cruise From:
£27638pp
View cruise
Holiday ID: 091558
Fly Cruise From:
£27780pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 17 Feb 2029
  • 14 Nights
Fly Cruise From:
£27780pp
View cruise
Holiday ID: 091554
Fly Cruise From:
£27780pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 17 Mar 2029
  • 14 Nights
Fly Cruise From:
£27780pp
View cruise
Holiday ID: 091555
Fly Cruise From:
£27780pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 20 Jan 2029
  • 14 Nights
Fly Cruise From:
£27780pp
View cruise
Holiday ID: 091556
Fly Cruise From:
£27781pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 03 Feb 2029
  • 14 Nights
Fly Cruise From:
£27781pp
View cruise
Holiday ID: 091550
Fly Cruise From:
£27781pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 03 Mar 2029
  • 14 Nights
Fly Cruise From:
£27781pp
View cruise
Holiday ID: 091551
Fly Cruise From:
£27781pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 06 Jan 2029
  • 14 Nights
Fly Cruise From:
£27781pp
View cruise
Holiday ID: 091552
Fly Cruise From:
£13956pp

Grenadines & Windwards yachting

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
£13956pp
View cruise
Holiday ID: 009298
Fly Cruise From:
£14006pp

Eastern Caribbean with St. Barths

Philipsburg | Norman Island | Gustavia | Charlestown | Falmouth | Deshaies | Soufrière | Bridgetown

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
£14006pp
View cruise
Holiday ID: 009320
Fly Cruise From:
£14006pp

Eastern Caribbean with St. Barths

Philipsburg | Norman Island | Gustavia | Charlestown | Falmouth | Deshaies | Soufrière | Bridgetown

  • 13 Mar 2027
  • 7 Nights
Fly Cruise From:
£14006pp
View cruise
Holiday ID: 009321
Fly Cruise From:
£36026pp

Discover Panama, Costa Rica and Barbados

Panama City | San Blas Islands | Cartagena | Santa Marta | Oranjestad | Willemstad | Kralendijk | Mayreau Island | Port Elizabeth | Bridgetown | Speightstown | Saint Vincent | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 01 Mar 2029
  • 18 Nights
Fly Cruise From:
£36026pp
View cruise
Holiday ID: 091524
Fly Cruise From:
£36026pp

Discover Barbados, Panama & Costa Rica

Bridgetown | Speightstown | Saint Vincent | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Port Elizabeth | Mayreau Island | Kralendijk | Willemstad | Oranjestad | Santa Marta | Cartagena | San Blas Islands | Panama City

  • 06 Jan 2029
  • 18 Nights
Fly Cruise From:
£36026pp
View cruise
Holiday ID: 091525
Fly Cruise From:
£14013pp

West Indies Island Hopping

San Juan (Puerto Rico) | Saint John Island | Philipsburg | Saint John's | South Friars Bay | Norman Island | Virgin Gorda | San Juan (Puerto Rico)

  • 27 Dec 2027
  • 7 Nights
Fly Cruise From:
£14013pp
View cruise
Holiday ID: 037703
Fly Cruise From:
£14027pp

Cruising the Leeward Islands

Marigot | Sandy Ground | Marigot | Virgin Gorda | Norman Island | Great Harbour | Gustavia | Saba | Gustavia | Philipsburg

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£14027pp
View cruise
Holiday ID: 009354
Fly Cruise From:
£28065pp

Discover the Pearls of the Caribbean

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 23 Dec 2028
  • 14 Nights
Fly Cruise From:
£28065pp
View cruise
Holiday ID: 091557
Fly Cruise From:
£12208pp

Caribbean Sojourn

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Saint Kitts | Gustavia | Marigot

  • 03 Jan 2027
  • 6 Nights
Fly Cruise From:
£12208pp
View cruise
Holiday ID: 009360
Fly Cruise From:
£28877pp

Discover the Yachting Islands of the Caribbean

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 01 Dec 2028
  • 14 Nights
Fly Cruise From:
£28877pp
View cruise
Holiday ID: 091559
Fly Cruise From:
£28877pp

Discover the Yachting Islands of the Caribbean

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 08 Dec 2028
  • 14 Nights
Fly Cruise From:
£28877pp
View cruise
Holiday ID: 091561
Fly Cruise From:
£28877pp

Discover the Yachting Islands of the Caribbean

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 15 Dec 2028
  • 14 Nights
Fly Cruise From:
£28877pp
View cruise
Holiday ID: 091563
Fly Cruise From:
£28877pp

Discover the Yachting Islands of the Caribbean

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 22 Dec 2028
  • 14 Nights
Fly Cruise From:
£28877pp
View cruise
Holiday ID: 091565
Fly Cruise From:
£28877pp

Discover the Yachting Islands of the Caribbean

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 24 Nov 2028
  • 14 Nights
Fly Cruise From:
£28877pp
View cruise
Holiday ID: 091567
Fly Cruise From:
£18661pp

Tropical Retreat: Roundtrip Bridgetown

Bridgetown | Speightstown | Soufrière | Martinique | Tobago Cays | Union Island | Mayreau Island | Union Island | Kingstown | Port Elizabeth | Bridgetown

  • 19 Dec 2027
  • 9 Nights
Fly Cruise From:
£18661pp
View cruise
Holiday ID: 037737
Fly Cruise From:
£29114pp

Discover the Yachting Islands of the Caribbean

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 29 Dec 2028
  • 14 Nights
Fly Cruise From:
£29114pp
View cruise
Holiday ID: 091568
Fly Cruise From:
£29125pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 13 Nov 2027
  • 14 Nights
Fly Cruise From:
£29125pp
View cruise
Holiday ID: 037630

Prices are subject to change and availability. Prices may vary depending on the airport selected. Promotions are only applicable to select cabin grades, please call for details.

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This website will provide you with information on the financial protection that applies in the case of each holiday and travel service offered before you make your booking. At the time of booking, our Cruise Concierge will also confirm the financial protection applicable to your specific holiday. Please ask us for further information should you require it. The flight inclusive holidays on this website are financially protected by the ATOL scheme. But ATOL protection does not apply to all holiday and travel services listed on this website. If you do not receive an ATOL Certificate then the booking will not be ATOL protected. If you do receive an ATOL Certificate but all parts of your trip are not listed on it, those parts will not be ATOL protected. The cruise-only holidays on this website are financially protected by ABTA. Please see our booking terms and conditions for further information or for more information about financial protection and the ATOL Certificate, click here. Cruise118 acts as a retail agent to you and also as a disclosed agent of the holiday provider (the Organiser of the holiday). The Foreign & Commonwealth Office have up-to-date advice on staying safe and healthy abroad. Visit the foreign travel advice site for the latest travel updates.
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