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


4 Nights Caribbean Cruise From Tampa, FL
Ship: Empress of the Seas
Departure: Tampa, FL
Arrival: Tampa, FL
Duration: 4 Nights
Ports: Tampa, Florida; Key West, Florida; Havana, Cuba; Cruising; Tampa, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
September 23, 2017 $449 $548 N/A $1,250 Empress of the Seas September 23, 2017
October 7, 2017 $648 $728 N/A $3,734 Empress of the Seas October 7, 2017
October 21, 2017 N/A $780 N/A $4,270 Empress of the Seas October 21, 2017
May 19, 2018 $505 $638 N/A $1,731 Empress of the Seas May 19, 2018
June 2, 2018 $470 $580 N/A $1,331 Empress of the Seas June 2, 2018
June 16, 2018 $470 $585 N/A $1,331 Empress of the Seas June 16, 2018
June 30, 2018 $503 $673 N/A $1,631 Empress of the Seas June 30, 2018
July 28, 2018 $529 $645 N/A $1,511 Empress of the Seas July 28, 2018
August 11, 2018 $503 $623 N/A $1,427 Empress of the Seas August 11, 2018
August 25, 2018 $420 $531 N/A $1,161 Empress of the Seas August 25, 2018
4 Nights Western Caribbean Cruise From Miami, FL
Ship: Carnival Victory
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 25, 2017 $459 $509 $579 N/A Carnival Victory September 25, 2017
October 2, 2017 $459 $509 N/A N/A Carnival Victory October 2, 2017
October 9, 2017 $379 $419 $489 $759 Carnival Victory October 9, 2017
October 16, 2017 $389 $409 $499 $669 Carnival Victory October 16, 2017
October 23, 2017 $379 $389 $469 $709 Carnival Victory October 23, 2017
November 6, 2017 $354 $399 $479 $689 Carnival Victory November 6, 2017
November 13, 2017 $329 $389 $449 $669 Carnival Victory November 13, 2017
November 27, 2017 $339 $409 $429 $579 Carnival Victory November 27, 2017
December 4, 2017 $339 $389 $459 $729 Carnival Victory December 4, 2017
December 11, 2017 $359 $389 $444 $689 Carnival Victory December 11, 2017
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 25, 2017 N/A N/A N/A $789 Enchantment of the Seas September 25, 2017
October 2, 2017 $309 $429 N/A $769 Enchantment of the Seas October 2, 2017
October 9, 2017 $339 $399 N/A $869 Enchantment of the Seas October 9, 2017
October 16, 2017 $349 $369 N/A $719 Enchantment of the Seas October 16, 2017
October 23, 2017 $289 $409 $609 $749 Enchantment of the Seas October 23, 2017
October 30, 2017 $299 N/A N/A N/A Enchantment of the Seas October 30, 2017
November 6, 2017 $379 N/A N/A N/A Enchantment of the Seas November 6, 2017
November 13, 2017 $339 $439 N/A $769 Enchantment of the Seas November 13, 2017
November 20, 2017 $429 $509 $769 $1,019 Enchantment of the Seas November 20, 2017
December 18, 2017 $359 $429 N/A $930 Enchantment of the Seas December 18, 2017
5 Nights Caribbean Cruise From Tampa, FL
Ship: Empress of the Seas
Departure: Tampa, FL
Arrival: Tampa, FL
Duration: 5 Nights
Ports: Tampa, Florida; Key West, Florida; Havana, Cuba; Cozumel Island, Mexico; Cruising; Tampa, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
September 27, 2017 N/A $960 N/A N/A Empress of the Seas September 27, 2017
October 25, 2017 $727 $824 N/A N/A Empress of the Seas October 25, 2017
July 4, 2018 $754 $855 N/A $1,955 Empress of the Seas July 4, 2018
August 29, 2018 $590 $670 N/A $1,632 Empress of the Seas August 29, 2018
October 10, 2018 $590 $670 N/A $1,632 Empress of the Seas October 10, 2018
October 24, 2018 $590 $670 N/A $1,632 Empress of the Seas October 24, 2018
5 Nights Caribbean Cruise From Tampa, FL
Ship: Empress of the Seas
Departure: Tampa, FL
Arrival: Tampa, FL
Duration: 5 Nights
Ports: Tampa, Florida; Key West, Florida; Havana, Cuba; Cruising; Tampa, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 2, 2017 $834 $1,220 N/A $2,917 Empress of the Seas October 2, 2017
October 16, 2017 $1,035 $1,353 N/A $2,299 Empress of the Seas October 16, 2017
October 30, 2017 $983 $1,251 N/A $6,084 Empress of the Seas October 30, 2017
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 5, 2017 $499 $589 N/A N/A Carnival Sensation October 5, 2017
October 19, 2017 $599 $689 $799 $849 Carnival Sensation October 19, 2017
November 30, 2017 $499 N/A N/A N/A Carnival Sensation November 30, 2017
January 11, 2018 $339 $389 $559 $609 Carnival Sensation January 11, 2018
January 25, 2018 $479 $499 $789 $799 Carnival Sensation January 25, 2018
February 8, 2018 $349 $399 $569 $619 Carnival Sensation February 8, 2018
February 22, 2018 $349 $399 $569 $619 Carnival Sensation February 22, 2018
March 8, 2018 $419 $479 $669 $719 Carnival Sensation March 8, 2018
March 22, 2018 $509 $569 $759 $809 Carnival Sensation March 22, 2018
April 5, 2018 $389 $439 $609 $659 Carnival Sensation April 5, 2018
10 Nights Southern Caribbean Cruise From Miami, FL
Ship: Celebrity Equinox
Departure: Miami, FL
Arrival: Miami, FL
Duration: 10 Nights
Ports: Miami, Florida; At Sea; George Town, Cayman Islands; At Sea; Oranjestad; Willemstad, Curacao Island; Kralendijk, Island of Bonaire; At Sea; Key West, Florida; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 6, 2017 $1,249 $2,199 $2,199 $4,699 Celebrity Equinox October 6, 2017
November 6, 2017 N/A $1,799 $1,399 $3,499 Celebrity Equinox November 6, 2017
7 Nights Bahamas Cruise From Galveston, TX
Ship: Carnival Freedom
Departure: Galveston, TX
Arrival: Galveston, TX
Duration: 7 Nights
Ports: Galveston, Texas; Key West, Florida; Freeport, Bahamas; Nassau, Bahamas; Galveston, Texas
   Departure Date    Interior Oceanview Balcony Suite Continue
October 14, 2017 $869 $1,069 N/A $1,729 Carnival Freedom October 14, 2017
November 18, 2017 $884 $1,084 $1,344 $2,269 Carnival Freedom November 18, 2017
January 27, 2018 $709 $789 $1,089 $1,559 Carnival Freedom January 27, 2018
April 7, 2018 $709 $829 $1,069 $1,709 Carnival Freedom April 7, 2018
April 21, 2018 $709 $819 $1,079 $1,629 Carnival Freedom April 21, 2018
May 5, 2018 $759 $869 $1,114 $1,749 Carnival Freedom May 5, 2018
June 16, 2018 $1,079 $1,259 $1,539 $2,149 Carnival Freedom June 16, 2018
July 28, 2018 $1,029 $1,199 $1,449 $2,059 Carnival Freedom July 28, 2018
September 8, 2018 $729 $839 $1,039 $1,569 Carnival Freedom September 8, 2018
October 20, 2018 $689 $799 $1,019 $1,449 Carnival Freedom October 20, 2018
10 Nights Southern Caribbean Cruise From Miami, FL
Ship: Celebrity Equinox
Departure: Miami, FL
Arrival: Miami, FL
Duration: 10 Nights
Ports: Miami, Florida; At Sea; George Town, Cayman Islands; At Sea; Oranjestad; Kralendijk, Island of Bonaire; Willemstad, Curacao Island; At Sea; Key West, Florida; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
October 27, 2017 $999 N/A $2,049 N/A Celebrity Equinox October 27, 2017
14 Nights Western Caribbean Cruise From Ft. Lauderdale, FL
Ship: Celebrity Reflection
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 14 Nights
Ports: Fort Lauderdale, Florida; Key West, Florida; At Sea; Roatan, Bay Islands; Costa Maya, Mexico; At Sea; Puerto Limon; Colon, Panama; Cartagena, Colombia; At Sea; George Town, Cayman Islands; Cozumel Island, Mexico; At Sea; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
November 3, 2017 $1,249 $1,399 $1,499 $6,949 Celebrity Reflection November 3, 2017

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