Cayole Cruises

Key West, Florida (scroll down for cruise itineraries)

 
Introduction

Popularly known as the "Conch Republic" and storied in its history, Key West, FL is a favorite stop on the cruise log for tens of thousands annually. Its charming architecture, the fun-loving attitude of the locals and the many funky restaurants, shops and souvenir stands make for an energy-filled vacation destination. Perhaps the only frost-free community in the United States, Key West offers visitors a welcome Caribbean breeze, plenty of fishing and boating, beach strolls and some of the most unusual specialty shops on the planet.

Where the Ship Docks

Cruise ship traffic is heavy in this town, which serves both as a destination and departure point. Most of the larger vessels anchor near the Truman Annex at Pier B, at Malloy Square or at the Navy Mole adjacent to Fort Zachary Taylor. If arriving or departing from the base location, a trolley service takes visitors from the cruise pier to the waterfront near the center of town. The Truman Annex dock has visitor information booths, souvenir shops and ATMs on the site.

What to See and Do

Key West has a long and varied history, having been in existence since the early 19th century. A walking tour that takes visitors away from the bustling waterfront and into the heart of the community soon reveals a number of charming mansions and restored manor houses. The famous home of Ernest Hemingway is located at 907 Whitehead Street and is now a small museum, complete with the old writing studio which was left intact. The swimming pool on the property is the oldest in the city, and the many cats that wander about the house are direct descendents of the late writer's pets. The two mile long Harborwalk is a never-ending street of curios shops and snack restaurants, and will delight visitors for hours. The Key West Aquarium, located on Whitehead Street, is the oldest attraction on the island, and has one of the most amazing seahorse displays to be found anywhere. Also on Whitehead Street is the famed Audubon House and Tropical Gardens, named after the famous painter and birdwatcher. Rare prints by the artist and the immaculately kept grounds are a highlight of the visit. And of course there are a number of seaplane and boat tours departing from the marinas along the waterfront, which is a favorite spot for photographing the many schooners and other boats that never seem to stop cruising by the city center.

Eating/Drinking

Aside from shopping at the huge number of gift shops in town, the community is perhaps best known for its unusual dining establishments. The A & B Lobster House on Front Street serves the best lobster platters in town and also has a full service cigar bar. Mangoes is a favorite stop for visitors and is renowned as a people-watching establishment. Near Mangoes and also on Duval Street is the local's choice - Louie's Backyard. The outdoor deck is right on the water's edge and the sound of the breakers on the beach below is memorable. Not to be forgotten is Pepe's Cafe and Steakhouse on Caroline Street, which serves the best omelets around and has a huge assortment of grilled meat entrees.

Getting Around

Most visitors prefer to walk, since the town itself is rather small in size. Tourists can make the walking trip from one end of town to the other in less than 20 minutes. Besides, the community is set up to serve the visitor with its centrally located curios shops and restaurants. The locals enjoy getting around on bicycles and mopeds, and tourists can rent these from a number of vendors in the Duval Street area. Conch Cruisers, which are battery operated open-air vehicles, are a good way to get to one of the landmarks once the feet get tired. And there are plenty of taxis that take cruise visitors from the docks to the center of town. Public bus service connects the city to the rest of the Florida Keys and then eastward to Miami. The Old Town Trolley Tours offer another alternate means of transport and are extremely fun for the kids.

Miscellaneous But Important

Key West is a part of the State of Florida, and as such uses US Dollar as a currency. There are a number of banks that will exchange funds from several of the Caribbean republics. Some of the restaurants have Wi-Fi connections, with or without purchase depending on the merchant, and there are plenty of telephone booths in the hotel lobbies and near the cruise docks for those who have left their cell phones at home.

 
The house where Ernest Hemingway lived and wrote his masterpieces.

The house where Ernest Hemingway lived and wrote his masterpieces.


A beautiful beach on the Key West island.

A beautiful beach on the Key West island.


Duval Street - a place with many interesting shops and restaurants.

Duval Street - a place with many interesting shops and restaurants.


A beautiful scene inside the Audubon House and Tropical Gardens.

A beautiful scene inside the Audubon House and Tropical Gardens.


Louie's Backyard - one of the most popular dining establishments on Key West.

Louie's Backyard - one of the most popular dining establishments on Key West.

 

Cruises to Key West, Florida


5 Nights Western Caribbean Cruise From Miami, FL
Ship: Empress of the Seas
Departure: Miami, FL
Arrival: Miami, FL
Duration: 5 Nights
Ports: Miami, Florida; Key West, Florida; Cruising; Cozumel Island, Mexico; Cruising; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
September 26, 2016 $209 $259 N/A $599 Empress of the Seas September 26, 2016
October 1, 2016 $208 $228 N/A $569 Empress of the Seas October 1, 2016
October 10, 2016 $198 $228 N/A N/A Empress of the Seas October 10, 2016
October 15, 2016 $199 $219 N/A N/A Empress of the Seas October 15, 2016
October 24, 2016 $189 $209 N/A $509 Empress of the Seas October 24, 2016
October 29, 2016 $198 $218 N/A $528 Empress of the Seas October 29, 2016
March 18, 2017 $518 $569 N/A $1,169 Empress of the Seas March 18, 2017
April 1, 2017 $499 $548 N/A $1,129 Empress of the Seas April 1, 2017
4 Nights Western Caribbean Cruise From Miami, FL
Ship: Carnival Fantasy
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Key West, Florida; Cozumel Island, Mexico; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
September 26, 2016 $339 $369 N/A $814 Carnival Fantasy September 26, 2016
October 3, 2016 $304 $339 N/A $699 Carnival Fantasy October 3, 2016
October 10, 2016 $289 $359 N/A $674 Carnival Fantasy October 10, 2016
October 17, 2016 $379 $449 N/A $794 Carnival Fantasy October 17, 2016
October 24, 2016 $229 $289 N/A $519 Carnival Fantasy October 24, 2016
October 31, 2016 $299 $329 N/A $709 Carnival Fantasy October 31, 2016
4 Nights Bahamas Cruise From Miami, FL
Ship: Enchantment of the Seas
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Nassau, Bahamas; CocoCay, Bahamas; Key West, Florida; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
September 26, 2016 $356 $427 $704 $819 Enchantment of the Seas September 26, 2016
October 3, 2016 $317 $428 $689 $798 Enchantment of the Seas October 3, 2016
October 10, 2016 $291 $387 $709 $841 Enchantment of the Seas October 10, 2016
October 17, 2016 $270 $369 $650 $691 Enchantment of the Seas October 17, 2016
October 24, 2016 $308 $378 $639 $728 Enchantment of the Seas October 24, 2016
October 31, 2016 $291 $344 $676 $784 Enchantment of the Seas October 31, 2016
November 7, 2016 $353 $375 $631 $781 Enchantment of the Seas November 7, 2016
November 14, 2016 $269 $329 $480 $669 Enchantment of the Seas November 14, 2016
November 28, 2016 $278 $331 $530 $730 Enchantment of the Seas November 28, 2016
December 5, 2016 $329 $388 $648 $909 Enchantment of the Seas December 5, 2016
4 Nights Western Caribbean Cruise From Miami, FL
Ship: Carnival Sensation
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Key West, Florida; Cozumel Island, Mexico; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 6, 2016 $369 $439 $729 $824 Carnival Sensation October 6, 2016
October 20, 2016 $299 $339 $509 $629 Carnival Sensation October 20, 2016
November 17, 2016 $299 $349 N/A $629 Carnival Sensation November 17, 2016
December 1, 2016 $344 $364 $504 $579 Carnival Sensation December 1, 2016
December 15, 2016 $319 $359 $529 $649 Carnival Sensation December 15, 2016
December 29, 2016 $624 $729 N/A N/A Carnival Sensation December 29, 2016
January 12, 2017 $319 $359 $529 $649 Carnival Sensation January 12, 2017
January 26, 2017 $289 $329 $499 $619 Carnival Sensation January 26, 2017
February 9, 2017 $329 $369 $539 $659 Carnival Sensation February 9, 2017
February 23, 2017 $329 $369 $539 $659 Carnival Sensation February 23, 2017
4 Nights Bahamas Cruise From Miami, FL
Ship: Empress of the Seas
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Key West, Florida; Cruising; Nassau, Bahamas; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 6, 2016 $179 $189 N/A $479 Empress of the Seas October 6, 2016
October 20, 2016 $199 $209 N/A $479 Empress of the Seas October 20, 2016
November 17, 2016 $219 $249 N/A $480 Empress of the Seas November 17, 2016
December 1, 2016 $245 $299 N/A $534 Empress of the Seas December 1, 2016
December 15, 2016 $249 $339 N/A $599 Empress of the Seas December 15, 2016
January 12, 2017 $308 $358 N/A $738 Empress of the Seas January 12, 2017
4 Nights Bahamas Cruise From Ft. Lauderdale, FL
Ship: Celebrity Infinity
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 4 Nights
Ports: Fort Lauderdale, Florida; Key West, Florida; At Sea; Nassau, Bahamas; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 23, 2016 $299 $549 $899 $1,899 Celebrity Infinity October 23, 2016
10 Nights Southern Caribbean Cruise From Ft. Lauderdale, FL
Ship: Celebrity Infinity
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 10 Nights
Ports: Fort Lauderdale, Florida; Key West, Florida; At Sea; Oranjestad; Kralendijk, Island of Bonaire; Willemstad, Curacao Island; At Sea; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 27, 2016 $899 $949 $1,699 N/A Celebrity Infinity October 27, 2016
5 Nights Western Caribbean Cruise From Tampa, FL
Ship: Brilliance of the Seas
Departure: Tampa, FL
Arrival: Tampa, FL
Duration: 5 Nights
Ports: Tampa, Florida; Key West, Florida; Cruising; Cozumel Island, Mexico; Cruising; Tampa, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 31, 2016 $454 $447 $511 $773 Brilliance of the Seas October 31, 2016
November 5, 2016 $632 $740 $944 $1,426 Brilliance of the Seas November 5, 2016
November 19, 2016 $519 $579 $690 $1,051 Brilliance of the Seas November 19, 2016
December 3, 2016 $468 $562 $749 N/A Brilliance of the Seas December 3, 2016
December 17, 2016 $590 $665 $762 $1,051 Brilliance of the Seas December 17, 2016
January 28, 2017 $469 $579 $681 $1,131 Brilliance of the Seas January 28, 2017
February 11, 2017 $579 $679 $781 $1,231 Brilliance of the Seas February 11, 2017
February 25, 2017 $538 $521 $605 $913 Brilliance of the Seas February 25, 2017
March 11, 2017 $562 $553 $679 $1,025 Brilliance of the Seas March 11, 2017
March 25, 2017 $562 $553 $679 $1,025 Brilliance of the Seas March 25, 2017
14 Nights Eastern Caribbean Cruise From Ft. Lauderdale, FL
Ship: Nieuw Amsterdam
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 14 Nights
Ports: Fort Lauderdale, Florida; Grand Turk Island; San Juan, Puerto Rico; Philipsburg, St. Maarten; Half Moon Cay, Bahamas; Fort Lauderdale, Florida; Half Moon Cay, Bahamas; George Town, Cayman Islands; Cozumel Island, Mexico; Key West, Florida; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
November 6, 2016 $1,199 $1,399 $1,799 $4,299 Nieuw Amsterdam November 6, 2016
November 20, 2016 $1,099 $1,299 $1,399 $2,599 Nieuw Amsterdam November 20, 2016
December 4, 2016 $1,119 $1,199 $1,599 $2,999 Nieuw Amsterdam December 4, 2016
February 26, 2017 $1,499 $1,699 $1,799 $3,199 Nieuw Amsterdam February 26, 2017
March 12, 2017 $1,599 $1,799 $2,149 $3,799 Nieuw Amsterdam March 12, 2017
4 Nights Bahamas Cruise From Miami, FL
Ship: Empress of the Seas
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Nassau, Bahamas; Cruising; Key West, Florida; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
November 7, 2016 $228 $258 N/A $498 Empress of the Seas November 7, 2016

Did You Know   Cayole offers 100% best price guarantee on all cruise purchases.
We intentionally built our website to be simple and clutter-free    About us    Cruise FAQ