Cuba and Cayman Islands Discovery

Enjoy overnight stops in the lively cities of Havana and Cienfuegos, and explore the sun-kissed Cayman Islands, on this relaxing voyage under full sail on tall ship Star Flyer

Cruise Only - Package Possible
9 nights from £1655pp

Cuba and Cayman Islands Discovery Special Offer

Call us on 01756 706511 (+44 1756 706511) to discuss this holiday

Discover the flavours of Cuba and the Cayman Islands on this superb sailing holiday on authentic tall ship Star Flyer.

Enjoy an overnight stop in the lively city of Havana, with its colourful classic cars and impressive buildings, before cruising to idyllic Punta Frances, a popular resort with divers due to the spectacular coral reefs and crystal clear waters.

Relax on the stunning beaches of Cayo Largo and Cayo Rico, admire Fort George during your time in George Town, the fascinating capital of the Cayman Islands, and explore picturesque Cayman Brac, named after the impressive 140ft bluff, the 'Brac'. This holiday concludes with an overnight stop in Cienfuegos with its magnificent UNESCO-listed centre.

S588 Operated by Star Clippers

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Havana to Cienfuegos

Days 1-2 - Havana (Cuba)

Embark Star Flyer and enjoy an overnight stop in the fascinating city of Havana where classic cars patrol the streets and the rhythms of Salsa fill the air. Admire the impressive colonial architecture in the UNESCO-World Heritage-listed centre or sip Mojitos in one of the lively bars.

Day 3 - At sea

Relax on board during a day at sea.

Day 4 - Punta Frances (Isla de la Juventud)

There are both black and white beaches on picturesque Isla de la Juventud, with Punta Frances' beach being the most famous. It is a popular spot for diving and snorkelling due to the unspoiled coral reefs and calm turquoise waters. Isla de la Juventud was once a haven for adventurers and pirates who found refuge on the shores. Perhaps visit the magnificent caves with their Indian pictographs or see the remains of the semi-circular prison.

Day 5 - Cayo Largo

Cayo Largo offers an authentic taste of the Caribbean with its beautiful white sandy beaches and swaying palm trees. It is the second largest island in the Canarreos Archipelago and is a marine sanctuary for several species including turtle kraals and iguanas.

Day 6 - Cayo Rico

The isolated island of Cayo Rico is serene, and home to many iguanas as well as secluded coves.

Day 7 - George Town (Grand Cayman, Cayman Islands)

This once unknown island is now the centre of one of the largest banking economies in the world and offers duty-free shopping. There is a quieter side to the island, from far-reaching beaches to tranquil lagoons and laid-back beach bars. Grand Cayman is also home to the renowned Atlantis submarine tour.

Day 8 - Cayman Brac

Cayman Brac was discovered by Christopher Columbus in 1503. A thousand feet of vertical cliff descends into the sea at Bloody Bay, a popular diving spot made famous by Jacques Cousteau. Perhaps explore these waters on discover the huge rookery of red-footed boobies on land.

Day 9 - At sea

Enjoy the facilities during a day at sea.

Days 10-11 - Cienfuegos (Cuba)

Enjoy an overnight stop in UNESCO-listed Cienfuegos. Magnificent neo-classical homes line the Prado, the main boulevard in the city. Architectural highlights of this fascinating city and nearby Punta Gorda include the impressive Jagua Fortress, Victorian-era yacht club and beautiful Jardin Botanico. Disembark Star Flyer the following day.

The Captain reserves the right to alter the itinerary to suit wind and weather conditions.

Cienfuegos to Havana

Days 1-2 - Cienfuegos (Cuba)

Embark Star Flyer and enjoy an overnight stop in UNESCO-listed Cienfuegos. Magnificent neo-classical homes line the Prado, the main boulevard in the city. Architectural highlights of this fascinating city and nearby Punta Gorda include the impressive Jagua Fortress, Victorian-era yacht club and beautiful Jardin Botanico.

Day 3 - At sea

Relax on board during a day at sea.

Day 4 - George Town (Grand Cayman, Cayman Islands)

This once unknown island is now the centre of one of the largest banking economies in the world and offers duty-free shopping. There is a quieter side to the island, from far-reaching beaches to tranquil lagoons and laid-back beach bars. Grand Cayman is also home to the renowned Atlantis submarine tour.

Day 5 - Cayo Rico

The isolated island of Cayo Rico is serene, and home to many iguanas as well as secluded coves.

Day 6 - Cayo Largo

Cayo Largo offers an authentic taste of the Caribbean with its beautiful white sandy beaches and swaying palm trees. It is the second largest island in the Canarreos Archipelago and is a marine sanctuary for several species including turtle kraals and iguanas.

Day 7 - Punta Frances (Isla de la Juventud)

There are both black and white beaches on picturesque Isla de la Juventud, with Punta Frances' beach being the most famous. It is a popular spot for diving and snorkelling due to the unspoiled coral reefs and calm turquoise waters. Isla de la Juventud was once a haven for adventurers and pirates who found refuge on the shores. Perhaps visit the magnificent caves with their Indian pictographs or see the remains of the semi-circular prison.

Day 8 - At sea

Enjoy the facilities on board during a day at sea.

Days 9-10 - Havana (Cuba)

Enjoy an overnight stop in the fascinating city of Havana where classic cars patrol the streets and the rhythms of Salsa fill the air. Admire the impressive colonial architecture in the UNESCO-World Heritage-listed centre or sip Mojitos in one of the lively bars. Disembark Star Flyer the following day.

The Captain reserves the right to alter the itinerary to suit wind and weather conditions. PLEASE NOTE: The 6 Jan 2018 departure is an 11-night itinerary which visits Cayman Brac and Montego Bay. Please contact us for the detailed itinerary

Price Includes

  • 9, 10 or 11-nights full board accommodation on Star Flyer
  • Use of ship's water sports and snorkelling equipment, with support by water sports team

Price Does Not Include

  • Flights and transfers - please contact us for a quote
  • Port Charges
  • Optional excursions

600 Euro OBC per couple or no single supplement on 18 Dec 2017!

Exclusive £50pp discount! Prices shown include discount

Sail and stay package from £3329pp! Departs UK on 15 Jan 2018. Includes return flights from London, 2-night pre-cruise stay at Marques De San Felipe, 1-night pre-cruise stay in Havana aboard Star Flyer, 1-night post-cruise stay in Cienfuegos aboard Star Flyer, overseas transfers and port charges

Sail and stay package from £3769pp! Departs UK on 4 Jan 2018. Includes return flights from London, 2-night pre-cruise and 1-night post-cruise stay at Marques De San Felipe, 1-night pre-cruise stay in Cienfuegos aboard Star Flyer, 1-night post-cruise stay in Havana aboard Star Flyer, overseas transfers and port charges

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2017 Departures £ price per person based on 2 people sharing

Havana to Cienfuegos

Departure Date Brochure Price from Blue Water Price from
Ship: Star Flyer
Dec 27£2040£1990

Cienfuegos to Havana

Departure Date Brochure Price from Blue Water Price from
Ship: Star Flyer
Dec 18£1705£1655

2018 Departures £ price per person based on 2 people sharing

Havana to Cienfuegos

Departure Date Brochure Price from Blue Water Price from
Ship: Star Flyer
Jan 17£1895£1845

Cienfuegos to Havana

Departure Date Brochure Price from Blue Water Price from
Ship: Star Flyer
Jan 06£2080£2030

Price Information

  • Prices are per person based on two people sharing a double/twin cabin
  • Prices are cruise only. Please contact us for flight-inclusive price
  • Cabin Upgrade Supplements:
  • Cat 5 - £200pp - £245pp
  • Cat 4 - £405pp - £495pp
  • Cat 3 - £560pp - £685pp
  • Cat 2 - £705pp - £865pp
  • Cat 1 - £1045pp - £1280pp
  • Owner's Suite - £2030pp - £2485pp
  • Guaranteed Single: £2190 - £2680
  • Third person: £650 - £795
  • Port Charges - £170pp - £205pp
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