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 Cuba Cruise From Orlando, FL
Ship: Norwegian Sun
Departure: Orlando, FL
Arrival: Orlando, FL
Duration: 4 Nights
Ports: Port Canaveral (Orlando), Florida; Key West, Florida; Havana, Cuba; Port Canaveral (Orlando), Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
June 17, 2019 $439 $449 $579 $1,499 Norwegian Sun June 17, 2019
June 24, 2019 $519 $749 $879 $1,499 Norwegian Sun June 24, 2019
July 1, 2019 $569 $549 $729 $929 Norwegian Sun July 1, 2019
July 22, 2019 $589 $809 $799 $1,329 Norwegian Sun July 22, 2019
July 29, 2019 $279 $329 $529 $679 Norwegian Sun July 29, 2019
August 5, 2019 $379 $429 $629 $779 Norwegian Sun August 5, 2019
August 12, 2019 $329 $379 $579 $729 Norwegian Sun August 12, 2019
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
June 17, 2019 $629 $729 $799 N/A Carnival Victory June 17, 2019
June 24, 2019 $644 $679 $799 $1,009 Carnival Victory June 24, 2019
July 1, 2019 $669 N/A $829 N/A Carnival Victory July 1, 2019
July 8, 2019 $574 $609 $689 $984 Carnival Victory July 8, 2019
July 15, 2019 $549 $629 $699 $949 Carnival Victory July 15, 2019
July 22, 2019 $549 $659 $709 $848 Carnival Victory July 22, 2019
July 29, 2019 $559 $589 $709 $818 Carnival Victory July 29, 2019
August 5, 2019 $529 $589 $689 $954 Carnival Victory August 5, 2019
August 12, 2019 $449 $509 $589 $779 Carnival Victory August 12, 2019
August 19, 2019 $419 $469 $539 $784 Carnival Victory August 19, 2019
3 Nights Bahamas Cruise From Miami, FL
Ship: Norwegian Sky
Departure: Miami, FL
Arrival: Miami, FL
Duration: 3 Nights
Ports: Miami, Florida; Key West, Florida; Great Stirrup Cay, Bahamas; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
June 21, 2019 $419 $449 $649 $1,449 Norwegian Sky June 21, 2019
June 28, 2019 $429 $469 $599 $1,549 Norwegian Sky June 28, 2019
July 19, 2019 $449 $499 $649 $2,099 Norwegian Sky July 19, 2019
August 9, 2019 $429 $479 $649 $1,809 Norwegian Sky August 9, 2019
8 Nights Bahamas Cruise From Galveston, TX
Ship: Carnival Freedom
Departure: Galveston, TX
Arrival: Galveston, TX
Duration: 8 Nights
Ports: Galveston, Texas; Key West, Florida; Freeport, Bahamas; Half Moon Cay, Bahamas; Nassau, Bahamas; Galveston, Texas
   Departure Date    Interior Oceanview Balcony Suite Continue
June 22, 2019 $1,354 N/A N/A $2,414 Carnival Freedom June 22, 2019
July 20, 2019 $1,269 N/A $1,899 N/A Carnival Freedom July 20, 2019
August 17, 2019 $934 $1,054 $1,409 $1,984 Carnival Freedom August 17, 2019
September 14, 2019 $904 $1,089 $1,569 N/A Carnival Freedom September 14, 2019
October 12, 2019 $959 N/A N/A N/A Carnival Freedom October 12, 2019
December 7, 2019 $839 $959 N/A N/A Carnival Freedom December 7, 2019
February 15, 2020 $884 $1,079 $1,419 $1,954 Carnival Freedom February 15, 2020
March 14, 2020 $1,079 $1,209 $1,519 $1,869 Carnival Freedom March 14, 2020
April 11, 2020 $919 $1,009 $1,299 $1,659 Carnival Freedom April 11, 2020
May 9, 2020 $889 $1,019 $1,329 $1,919 Carnival Freedom May 9, 2020
5 Nights Bahamas Cruise From Ft. Lauderdale, FL
Ship: Majesty of the Seas
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 5 Nights
Ports: Fort Lauderdale, Florida; Nassau, Bahamas; Perfect Day Cococay, Bahamas; Cruising; Key West, Florida; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
June 24, 2019 $1,030 $873 N/A $2,523 Majesty of the Seas June 24, 2019
August 19, 2019 $466 $559 N/A $2,384 Majesty of the Seas August 19, 2019
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
June 27, 2019 $574 $649 $829 $1,004 Carnival Sensation June 27, 2019
July 11, 2019 $559 $609 $864 $908 Carnival Sensation July 11, 2019
July 25, 2019 $584 $614 $909 $909 Carnival Sensation July 25, 2019
August 8, 2019 $459 $504 $744 $747 Carnival Sensation August 8, 2019
August 22, 2019 $384 $449 $719 $744 Carnival Sensation August 22, 2019
September 5, 2019 $344 $379 $579 $688 Carnival Sensation September 5, 2019
September 19, 2019 $344 $389 $604 $639 Carnival Sensation September 19, 2019
October 3, 2019 $344 $374 $569 $639 Carnival Sensation October 3, 2019
October 17, 2019 $354 $399 $659 $834 Carnival Sensation October 17, 2019
October 31, 2019 $339 $364 $629 $699 Carnival Sensation October 31, 2019
9 Nights Bahamas Cruise From Baltimore, MD
Ship: Grandeur of the Seas
Departure: Baltimore, MD
Arrival: Baltimore, MD
Duration: 9 Nights
Ports: Baltimore, Maryland; Cruising; Port Canaveral (Orlando), Florida; Miami, Florida; Key West, Florida; Perfect Day Cococay, Bahamas; Nassau, Bahamas; Cruising; Baltimore, Maryland
   Departure Date    Interior Oceanview Balcony Suite Continue
June 27, 2019 N/A $1,652 N/A N/A Grandeur of the Seas June 27, 2019
October 17, 2019 $781 $863 $1,886 $2,314 Grandeur of the Seas October 17, 2019
4 Nights Bahamas Cruise From Ft. Lauderdale, FL
Ship: Majesty of the Seas
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 4 Nights
Ports: Fort Lauderdale, Florida; Key West, Florida; Cruising; Nassau, Bahamas; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
June 29, 2019 N/A $798 N/A N/A Majesty of the Seas June 29, 2019
July 13, 2019 N/A N/A N/A $1,732 Majesty of the Seas July 13, 2019
October 5, 2019 $280 $343 N/A $1,691 Majesty of the Seas October 5, 2019
November 16, 2019 $270 $311 N/A $1,469 Majesty of the Seas November 16, 2019
7 Nights Western Caribbean Cruise From Ft. Lauderdale, FL
Ship: Celebrity Equinox
Departure: Ft. Lauderdale, FL
Arrival: Ft. Lauderdale, FL
Duration: 7 Nights
Ports: Fort Lauderdale, Florida; Key West, Florida; At Sea; Costa Maya, Mexico; Cozumel Island, Mexico; George Town, Cayman Islands; At Sea; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
June 29, 2019 $1,064 $699 $749 N/A Celebrity Equinox June 29, 2019
July 13, 2019 $1,144 $1,164 $949 N/A Celebrity Equinox July 13, 2019
July 27, 2019 $729 $849 $899 $1,899 Celebrity Equinox July 27, 2019
August 10, 2019 $639 $779 $799 $1,899 Celebrity Equinox August 10, 2019
August 24, 2019 $589 $699 $729 $2,099 Celebrity Equinox August 24, 2019
November 2, 2019 $964 $1,134 $1,134 $2,349 Celebrity Equinox November 2, 2019
November 16, 2019 $1,014 $1,214 $1,214 $2,899 Celebrity Equinox November 16, 2019
November 30, 2019 $914 $1,314 $1,314 $3,199 Celebrity Equinox November 30, 2019
December 14, 2019 $914 $1,134 $1,134 $2,699 Celebrity Equinox December 14, 2019
December 28, 2019 $1,464 $2,164 $2,164 $4,649 Celebrity Equinox December 28, 2019
5 Nights Cuba Cruise From Tampa, FL
Ship: Carnival Paradise
Departure: Tampa, FL
Arrival: Tampa, FL
Duration: 5 Nights
Ports: Tampa, Florida; Key West, Florida; Havana, Cuba; Tampa, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
July 6, 2019 $824 $999 N/A $1,559 Carnival Paradise July 6, 2019
August 3, 2019 $759 $899 N/A $1,404 Carnival Paradise August 3, 2019
September 28, 2019 $629 $724 N/A N/A Carnival Paradise September 28, 2019
October 26, 2019 $719 $834 N/A N/A Carnival Paradise October 26, 2019
August 1, 2020 $739 $859 N/A $1,389 Carnival Paradise August 1, 2020
October 24, 2020 $539 $659 N/A $1,209 Carnival Paradise October 24, 2020
November 21, 2020 $539 $659 N/A $1,189 Carnival Paradise November 21, 2020

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