Cruises: 3050

Key West, Florida Luxury Cruises

Overview

The Florida Keys, south of Miami, are a chain of interesting islands. Of these, Key West is the largest. Cruises that dock on the island are a favourite amongst regulars, due to the unique and interesting attractions on offer in the city. From the moment you set foot on land, you’ll see why so many people enjoy cruises to Key West.

Quaint roads are dotted with pretty little cottages, historic houses and cafes with outdoor seating. There are three different small ports, and you’ll enjoy access to an abundance of independent shops selling all sorts of unusual items. The vibrant and colourful island is a wonderful place to while away the hours, and is known as much for its lively locals as it is for its features and attractions.

Sightseeing in Key West

No matter what your interests, you’ll find things to do in Key West. The island was home to Ernest Hemingway, and his house is now a particularly interesting museum. Open daily, the museum is also home to more than 60 cats. Many of these are descendants of Hemingway’s own. The island’s lighthouse offers breathtaking views of the island, and there are tropical gardens and butterfly houses if plants and animals are your preferred sights. Some of the attractions on this Florida Keys island are ones that you won’t find anywhere else on your cruise:

Conch Tour Train: This is an easy, efficient and interesting way to see the island’s best sights. On board, you’ll be taken around the island and taught about its history and interesting residents. With various stops, you’ll be able to hop and off to explore your favourite attractions in more detail.

Key West Aquarium: Home to a wide variety of marine creatures and colourful tropical fish, the aquarium is the easiest way to experience life below the sea once you’ve made your way onto the land. Exhibits include a touch tank filled with harmless animals and plants.

Key West Cemetery: Whilst it’s unusual to visit the cemetery as a part of your cruise excursion, in Key West it’s an entertaining tourist attraction. The cemetery reflects the quirky sense of humour that the island’s inhabitants are known for, with funny grave inscriptions including ‘I told you I was sick’ and ‘At least I know where he’s sleeping tonight’. Many headstones also feature humorous song lyrics, and comical engraved pictures.

Shopping in Key West

The varied shops of this unusual island could take up your entire shore excursion, leaving you no time to explore anything else. It’s easy to get distracted by the art galleries, souvenir stores and stalls selling local crafts. Some of what you’ll find is so tacky that it’s fun, though the people here also know how to tempt tourists with luxury and designer items. At the Key Lime shops, you can enjoy Key Lime pie dipped in chocolate to send home as a souvenir. They also sell Key Lime juice, which is a refreshing beverage best mixed with lemonade or added to a cocktail. The island’s beach shops sell holiday essentials, and you’ll also notice an incredible concentration of tattoo parlours for such a small island.

Eating Out in Key West

No Key West shore excursion should end without a taste of real Key Lime pie. Of course, that’s not all that the island’s restaurants have to offer. Fish dishes are served almost everywhere, and there are also a number of burger bars serving high quality burgers that are full of flavour and cooked to perfection. You might want to try flavoured roast chicken, or one of the many seasonal vegetarian dishes on offer. Another island staple is the omelette, available with a variety of fillings and toppings.

As Key West is closer to Cuba than Miami, it’s clearly been influenced by Cuban cuisine. In addition there are lobster houses and seafood restaurants, pizza restaurants and tapas-style restaurants where dining is a social and shared activity. If you’re not in the mood for a full meal, you’ll be able to select sandwiches and salads at most of the island’s restaurants. Whatever you have, consider washing it down with a rum runner favoured by the locals.

1 Western Caribbean
09 March 2019 - 7 nights

Miami, Florida | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Miami, Florida

Fly Cruise£3589pp
Cruise OnlyCall
2 Havana Getaway
21 March 2019 - 4 nights

Miami, Florida | Key West | Havana | Havana | Miami, Florida

Fly Cruise£1639pp
Cruise Only£1129pp
3 Western Caribbean
23 March 2019 - 7 nights

Miami, Florida | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Miami, Florida

Fly Cruise£2629pp
Cruise Only£2039pp
4 Western Caribbean
31 March 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£4169pp
Cruise Only£3139pp
5 Western Caribbean
14 April 2019 - 7 nights

Fort Lauderdale | Key West | Georgetown (Grand Cayman) | Cozumel | Costa Maya | Fort Lauderdale

Fly Cruise£4399pp
Cruise Only£3059pp
6 Fort Lauderdale round-trip
19 April 2019 - 11 nights

Fort Lauderdale | Roadtown | Gustavia | Les Saintes, Guadeloupe | St. John’s | St Thomas, UK | Key West | Fort Lauderdale more

Fly Cruise£4299pp
Cruise Only£4749pp
7 Western Caribbean
01 June 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£3599pp
Cruise Only£2259pp
8 Western Caribbean
15 June 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£3549pp
Cruise Only£2349pp
9 Western Caribbean
29 June 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£2719pp
Cruise Only£2099pp
10 Western Carribbean
07 September 2019 - 6 nights

Fort Lauderdale | Key West | Puerto Costa Maya | Cozumel | Fort Lauderdale

Fly Cruise£2879pp
Cruise Only£1519pp
11 Southern Caribbean
13 September 2019 - 10 nights

Fort Lauderdale | Georgetown (Grand Cayman) | Oranjestad | Willemstad | Kralendijk | Key West | Fort Lauderdale more

Fly Cruise£3439pp
Cruise Only£2769pp
12 Southern Caribbean
04 October 2019 - 10 nights

Fort Lauderdale | Georgetown (Grand Cayman) | Oranjestad | Willemstad | Kralendijk | Key West | Fort Lauderdale more

Fly Cruise£3439pp
Cruise Only£2939pp
13 Miami to Miami
12 October 2019 - 11 nights

Miami, Florida | Key West | Havana | Havana | Cienfuegos, Cuba | Cienfuegos, Cuba | Santiago De Cuba, Cuba | Santiago De Cuba, Cuba | Nassau | Miami, Florida more

Fly Cruise£4149pp
Cruise Only£3489pp
14 Miami to San Francisco
14 October 2019 - 18 nights

Miami, Florida | Key West | Cartagena, Colombia | Colon | Puntarenas, Costa Rica | Corinto | Acajutla, El Salvador | Acapulco | Cabo San Lucas | Ensenada, Mexico | San Francisco more

Fly Cruise£3749pp
Cruise Only£3389pp
15 Miami to Miami
22 October 2019 - 10 nights

Miami, Florida | Great Stirrup Cay | Key West | Havana | Cienfuegos, Cuba | Cienfuegos, Cuba | Santiago De Cuba | Santiago De Cuba | Miami, Florida more

Fly Cruise£4799pp
Cruise Only£4339pp
16 Cuba Charms
30 October 2019 - 10 nights

Miami, Florida | Key West | Havana | Cienfuegos, Cuba | Cienfuegos, Cuba | Santiago De Cuba, Cuba | Santiago De Cuba, Cuba | Nassau | Miami, Florida more

Fly Cruise£2849pp
Cruise Only£2249pp
17 Western Caribbean
02 November 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£2699pp
Cruise Only£1869pp
18 Westward Journey Voyage
05 November 2019 - 16 nights

Barcelona, Spain | Gibraltar, British Territory | Hamilton | Key West | Havana | Havana | Miami, Florida more

Fly Cruise£2649pp
Cruise OnlyCall
19 Western Caribbean
16 November 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£2599pp
Cruise Only£1719pp
20 Tropical Escape
17 November 2019 - 7 nights

Miami, Florida | Costa Maya | Belize | Cozumel | Key West | Miami, Florida

Exclusive to six star cruises
Fly Cruise£2399pp
Cruise Only£1949pp
21 Havana Weekend Voyage
21 November 2019 - 4 nights

Miami, Florida | Key West | Havana | Havana | Miami, Florida

Fly Cruise£2039pp
Cruise Only£1089pp
22 Fort Lauderdale round-trip
22 November 2019 - 14 nights

Fort Lauderdale | Georgetown (Grand Cayman) | Santiago De Cuba | Santiago De Cuba | Cienfuegos, Cuba | Havana (La Habana), Cuba | Havana (La Habana), Cuba | Cozumel | Belize | Key West | Fort Lauderdale more

Fly Cruise£4499pp
Cruise Only£5219pp
23 Western Carribbean
24 November 2019 - 7 nights

Fort Lauderdale | Key West | Puerto Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£4459pp
Cruise Only£3169pp
25 Seaswept Breezes
25 November 2019 - 10 nights

Miami, Florida | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Roatan | Georgetown (Grand Cayman) | Key West | Miami, Florida more

Fly Cruise£2679pp
Cruise Only£1699pp
26 Western Caribbean
30 November 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£2629pp
Cruise Only£1559pp
27 Western Caribbean
14 December 2019 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£2839pp
Cruise Only£1639pp
28 Panama Canal Holiday Voyage
19 December 2019 - 17 nights

Miami, Florida | Key West | Havana | Havana | Havana | Cartagena, Colombia | Puerto Vallarta | Cabo San Lucas | Los Angeles more

Fly Cruise£4499pp
Cruise Only£3399pp
29 Caribbean at Christmas on Celebrity Edge
22 December 2019 - 7 nights

Fort Lauderdale | Key West | Puerto Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly CruiseCall
Cruise Only£4249pp
30 Haute Caribbean Holidays
22 December 2019 - 15 nights

Miami, Florida | Grand Turk | Philipsburg, St Maarten | Philipsburg, St Maarten | Gustavia | St. John’s | St. Lucia | Bridgetown | Bridgetown | Bridgetown | Tortola | Key West | Miami, Florida more

Exclusive to six star cruises
Fly Cruise£6279pp
Cruise Only£6279pp
31 Panama, Central America & Cuba
27 December 2019 - 14 nights

Miami, Florida | Key West | Cozumel | Belize | Roatan | Puerto Limon | Colon | Montego Bay, Jamaica | Santiago De Cuba, Cuba | Miami, Florida more

Fly Cruise£5090pp
Cruise OnlyCall
32 Cuba Celebration
28 December 2019 - 11 nights

Miami, Florida | Key West | Key West | Key West | Havana | Havana | Cienfuegos, Cuba | Santiago De Cuba, Cuba | Santiago De Cuba, Cuba | Port Antonio | Great Stirrup Cay | Miami, Florida more

Fly Cruise£3549pp
Cruise Only£2879pp
33 Miami To San Francisco
04 January 2020 - 146 nights

Miami, Florida | Key West | Cartagena, Colombia | Oranjestad | Kralendijk | Saline Bay, Mayreau, St. Vincent And The Grenadine | Bridgetown | Bridgetown | Mindelo | Dakar | Dakar | Banjul | Abidjan | Takoradi | Luanda, Angola | Walvis Bay | Walvis Bay | Luderitz | Cape Town, South Africa | Cape Town, South Africa | Durban | Richard's Bay | Ilha De Mocambique | Andoany (Hell-Ville), Nosy-Be, Madagascar | Zanzibar, Tanzania | Mombasa, Kenya | Mombasa, Kenya | Mombasa, Kenya | Victoria, Seychelles | Praslin, Seychelles | Male | Colombo | Hambantota, Sri Lanka | Chennai | Chennai | Sabang, Pulau We | Phuket | Porto Malai | Penang | Port Klang | Singapore | Singapore | Bangkok (Laem Chabang) | Ko Kood, Thailand | Sihanoukville, Cambodia | Ho Chi Minh City | Ho Chi Minh City | Hong Kong | Hong Kong | Hundred Islands, Philippines | Manila | Puerto Princesa | Benoa | Benoa | Komodo Island | Darwin | Cairns | Cairns | Townsville, Australia | Airlie Beach | Brisbane | Sydney, Australia | Sydney, Australia | Noumea | Kuto, Ile Des Pins, New Caledonia | Suva | Suva | Savusavu, Vanua Levi, Fiji | Apia, Samoa | Pago Pago | Fanning Island | Kona | Honolulu | Honolulu | Manele Bay, Lanai, Hawaii, US | San Francisco | San Francisco more

Fly Cruise£50959pp
Cruise OnlyCall
34 Grand Expedition
08 January 2020 - 195 nights

Miami, Florida | Key West | Havana | Cartagena, Colombia | Puntarenas, Costa Rica | Corinto | Manzanillo | Puerto Vallarta | Los Angeles | San Francisco | San Francisco | Santa Barbara | San Diego | Cabo San Lucas | Zihuatanejo (Ixtapa), Mexico | Acapulco | Puerto Chiapas | Puerto Quetzal | Acajutla, El Salvador | Manta | Salaverry | Lima | Pisco | Coquimbo | Santiago De Chile | Puerto Montt | Puerto Chacabuco | Laguna San Rafael | Punta Arenas, Chile | Ushuaia | Port Stanley, Falkland Islands | Puerto Madryn | Buenos Aires | Montevideo | Punta Del Este | Rio Grande | Porto Belo | Sao Paulo (Santos) | Parati | Ilha Grande | Buzios | Rio De Janeiro | Rio De Janeiro | Recife | Natal | Fortaleza | Mindelo (Sao Vicente) | Dakar | Banjul | Abidjan | Takoradi | Lome | Walvis Bay | Cape Town, South Africa | Cape Town, South Africa | Mossel Bay | Durban | Richard's Bay | Maputo | Pointe Des Galets, Reunion | Port Louis | Male | Cochin | Colombo | Yangon (Rangoon) | Yangon (Rangoon) | Yangon (Rangoon) | Phuket | Penang | Kuala Lumpur | Singapore | Singapore | Ko Samui | Bangkok, Thailand | Bangkok, Thailand | Sihanoukville, Cambodia | Ho Chi Minh City | Ho Chi Minh City | Hue | Hanoi | Hanoi | Hong Kong | Hong Kong | Xiamen | Xiamen | Shanghai | Shanghai | Beijing | Beijing | Jeju Island | Busan | Nagasaki | Kagoshima | Hiroshima | Kyoto (Osaka) | Kyoto (Osaka) | Shimizu | Tokyo, Japan | Tokyo, Japan | Oarai, Japan | Aomori, Japan | Hakodate | Petropavlovsk | Dutch Harbor (Aleutian Islands) | Kodiak, United States | Seward (Anchorage) | Juneau | Sitka | Prince Rupert | Victoria, Canada | Astoria, Oregon | San Francisco | San Francisco | Cabo San Lucas | Acapulco | Puerto Quetzal | Corinto | Puntarenas, Costa Rica | Cartagena, Colombia | Miami, Florida more

Fly Cruise£38379pp
Cruise OnlyCall
35 Around the World in 180 Days
08 January 2020 - 180 nights

Miami, Florida | Key West | Havana | Cartagena, Colombia | Puntarenas, Costa Rica | Corinto | Manzanillo | Puerto Vallarta | Los Angeles | San Francisco | San Francisco | Santa Barbara | San Diego | Cabo San Lucas | Zihuatanejo (Ixtapa), Mexico | Acapulco | Puerto Chiapas | Puerto Quetzal | Acajutla, El Salvador | Manta | Salaverry | Lima | Pisco | Coquimbo | Santiago De Chile | Puerto Montt | Puerto Chacabuco | Laguna San Rafael | Punta Arenas, Chile | Ushuaia | Port Stanley, Falkland Islands | Puerto Madryn | Buenos Aires | Montevideo | Punta Del Este | Rio Grande | Porto Belo | Sao Paulo (Santos) | Parati | Ilha Grande | Buzios | Rio De Janeiro | Rio De Janeiro | Recife | Natal | Fortaleza | Mindelo (Sao Vicente) | Dakar | Banjul | Abidjan | Takoradi | Lome | Walvis Bay | Cape Town, South Africa | Cape Town, South Africa | Mossel Bay | Durban | Richard's Bay | Maputo | Pointe Des Galets, Reunion | Port Louis | Male | Cochin | Colombo | Yangon (Rangoon) | Yangon (Rangoon) | Yangon (Rangoon) | Phuket | Penang | Kuala Lumpur | Singapore | Singapore | Ko Samui | Bangkok, Thailand | Bangkok, Thailand | Sihanoukville, Cambodia | Ho Chi Minh City | Ho Chi Minh City | Hue | Hanoi | Hanoi | Hong Kong | Hong Kong | Xiamen | Xiamen | Shanghai | Shanghai | Beijing | Beijing | Jeju Island | Busan | Nagasaki | Kagoshima | Hiroshima | Kyoto (Osaka) | Kyoto (Osaka) | Shimizu | Tokyo, Japan | Tokyo, Japan | Oarai, Japan | Aomori, Japan | Hakodate | Petropavlovsk | Aleutian Basin | Aleutian Basin | Dutch Harbor (Aleutian Islands) | Kodiak, United States | Seward (Anchorage) | Juneau | Sitka | Prince Rupert | Victoria, Canada | Astoria, Oregon | San Francisco | San Francisco more

Fly Cruise£34799pp
Cruise OnlyCall
36 Global Quest
08 January 2020 - 200 nights

Miami, Florida | Key West | Havana | Cartagena, Colombia | Panama Canal | Puntarenas, Costa Rica | Corinto | Manzanillo | Puerto Vallarta | Los Angeles | San Francisco | San Francisco | Santa Barbara | San Diego | Cabo San Lucas | Zihuatanejo (Ixtapa), Mexico | Acapulco | Puerto Chiapas | Puerto Quetzal | Acajutla, El Salvador | Manta | Salaverry | Lima | Pisco | Coquimbo | Santiago De Chile | Puerto Montt | Puerto Chacabuco | Laguna San Rafael | Punta Arenas, Chile | Ushuaia | Port Stanley, Falkland Islands | Puerto Madryn | Buenos Aires | Montevideo | Punta Del Este | Rio Grande | Porto Belo | Sao Paulo (Santos) | Parati | Ilha Grande | Buzios | Rio De Janeiro | Rio De Janeiro | Recife | Natal | Fortaleza | Mindelo (Sao Vicente) | Dakar | Banjul | Abidjan | Takoradi | Lome | Walvis Bay | Cape Town, South Africa | Cape Town, South Africa | Mossel Bay | Durban | Richard's Bay | Maputo | Pointe Des Galets, Reunion | Port Louis | Male | Cochin | Colombo | Yangon (Rangoon) | Yangon (Rangoon) | Yangon (Rangoon) | Phuket | Penang | Kuala Lumpur | Singapore | Singapore | Ko Samui | Bangkok, Thailand | Bangkok, Thailand | Sihanoukville, Cambodia | Ho Chi Minh City | Ho Chi Minh City | Hue | Hanoi | Hanoi | Hong Kong | Hong Kong | Xiamen | Xiamen | Shanghai | Shanghai | Beijing | Beijing | Jeju Island | Busan | Nagasaki | Kagoshima | Hiroshima | Kyoto (Osaka) | Kyoto (Osaka) | Shimizu | Tokyo, Japan | Tokyo, Japan | Oarai, Japan | Aomori, Japan | Hakodate | Petropavlovsk | Dutch Harbor (Aleutian Islands) | Kodiak, United States | Seward (Anchorage) | Juneau | Sitka | Prince Rupert | Victoria, Canada | Astoria, Oregon | San Francisco | San Francisco | Cabo San Lucas | Acapulco | Puerto Quetzal | Corinto | Puntarenas, Costa Rica | Cartagena, Colombia | Miami, Florida | Orlando & Beaches (Port Canaveral) | Charleston | Charleston | New York more

Fly Cruise£38349pp
Cruise OnlyCall
37 Miami to Miami
18 January 2020 - 10 nights

Miami, Florida | Georgetown (Grand Cayman) | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Roatan | Key West | Miami, Florida more

Exclusive to six star cruises
Fly Cruise£4579pp
Cruise Only£3699pp
38 Western Caribbean
19 January 2020 - 7 nights

Fort Lauderdale | Key West | Puerto Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£3949pp
Cruise Only£2999pp
39 Western Caribbean
25 January 2020 - 7 nights

Fort Lauderdale | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale

Fly Cruise£3369pp
Cruise Only£2059pp
40 Miami To Miami
11 February 2020 - 10 nights

Miami, Florida | Georgetown (Grand Cayman) | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Roatan | Key West | Miami, Florida more

Exclusive to six star cruises
Fly Cruise£4689pp
Cruise Only£3799pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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