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 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
April 27, 2019 N/A N/A N/A $1,804 Carnival Paradise April 27, 2019
5 Nights Cuba Cruise From Miami, FL
Ship: Empress of the Seas
Departure: Miami, FL
Arrival: Miami, FL
Duration: 5 Nights
Ports: Miami, Florida; Key West, Florida; Havana, Cuba; Cozumel Island, Mexico; Cruising; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
April 29, 2019 N/A N/A N/A $2,209 Empress of the Seas April 29, 2019
May 27, 2019 N/A $1,254 N/A N/A Empress of the Seas May 27, 2019
June 10, 2019 $972 $970 N/A N/A Empress of the Seas June 10, 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
April 29, 2019 $394 $424 $534 $821 Carnival Victory April 29, 2019
May 6, 2019 $419 $449 $554 $724 Carnival Victory May 6, 2019
May 13, 2019 $419 $449 $544 $749 Carnival Victory May 13, 2019
May 20, 2019 $449 $519 $609 $819 Carnival Victory May 20, 2019
May 27, 2019 $469 $569 $692 $1,034 Carnival Victory May 27, 2019
June 3, 2019 $569 $659 $719 $904 Carnival Victory June 3, 2019
June 10, 2019 $509 $619 N/A $939 Carnival Victory June 10, 2019
June 17, 2019 $539 N/A $759 $1,034 Carnival Victory June 17, 2019
June 24, 2019 $559 N/A $729 $1,009 Carnival Victory June 24, 2019
July 1, 2019 $524 $599 $694 $899 Carnival Victory July 1, 2019
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
April 29, 2019 $679 $869 $1,159 $1,709 Norwegian Sun April 29, 2019
May 6, 2019 $329 $429 $629 $1,399 Norwegian Sun May 6, 2019
May 13, 2019 $429 $649 $779 $2,009 Norwegian Sun May 13, 2019
May 20, 2019 $449 $649 $779 $1,599 Norwegian Sun May 20, 2019
May 27, 2019 $479 $599 $699 $1,299 Norwegian Sun May 27, 2019
June 17, 2019 $549 $729 $899 $1,149 Norwegian Sun June 17, 2019
June 24, 2019 $599 $899 $979 $1,689 Norwegian Sun June 24, 2019
July 1, 2019 $529 $829 $959 $1,429 Norwegian Sun July 1, 2019
July 22, 2019 $659 $909 $899 $1,149 Norwegian Sun July 22, 2019
July 29, 2019 $479 $599 $799 $1,099 Norwegian Sun July 29, 2019
4 Nights Bahamas Cruise From Miami, FL
Ship: Norwegian Dawn
Departure: Miami, FL
Arrival: Miami, FL
Duration: 4 Nights
Ports: Miami, Florida; Nassau, Bahamas; Great Stirrup Cay, Bahamas; Key West, Florida; Miami, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
May 1, 2019 $329 $379 $499 $629 Norwegian Dawn May 1, 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
May 2, 2019 $419 $439 $719 $809 Carnival Sensation May 2, 2019
June 13, 2019 $589 $634 $834 $899 Carnival Sensation June 13, 2019
June 27, 2019 $499 $584 $839 $879 Carnival Sensation June 27, 2019
July 11, 2019 $509 $579 $819 $808 Carnival Sensation July 11, 2019
July 25, 2019 $494 $564 $809 $909 Carnival Sensation July 25, 2019
August 8, 2019 $449 $499 $729 $849 Carnival Sensation August 8, 2019
August 22, 2019 $389 $439 $644 $699 Carnival Sensation August 22, 2019
September 5, 2019 $339 $389 $569 $649 Carnival Sensation September 5, 2019
September 19, 2019 $344 $389 $604 $639 Carnival Sensation September 19, 2019
October 3, 2019 $339 $389 $569 $639 Carnival Sensation October 3, 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
May 4, 2019 $954 N/A $1,639 $2,770 Carnival Freedom May 4, 2019
May 25, 2019 $1,114 $1,264 N/A N/A Carnival Freedom May 25, 2019
September 14, 2019 $864 $969 $1,429 $1,954 Carnival Freedom September 14, 2019
April 11, 2020 $869 $989 $1,189 $1,659 Carnival Freedom April 11, 2020
May 9, 2020 $889 $1,009 $1,299 $1,819 Carnival Freedom May 9, 2020
June 6, 2020 $1,179 $1,329 $1,619 $2,069 Carnival Freedom June 6, 2020
July 4, 2020 $1,209 $1,359 $1,669 $2,169 Carnival Freedom July 4, 2020
April 10, 2021 $859 $979 $1,229 $1,679 Carnival Freedom April 10, 2021
4 Nights Cuba 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; Havana, Cuba; Fort Lauderdale, Florida
   Departure Date    Interior Oceanview Balcony Suite Continue
May 4, 2019 $613 $741 N/A N/A Majesty of the Seas May 4, 2019
3 Nights Caribbean Cruise From Miami, FL
Ship: Norwegian Dawn
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
May 5, 2019 $249 $299 $349 $449 Norwegian Dawn May 5, 2019
8 Nights Bahamas Cruise From New Orleans, LA
Ship: Carnival Glory
Departure: New Orleans, LA
Arrival: New Orleans, LA
Duration: 8 Nights
Ports: New Orleans, Louisiana; Key West, Florida; Freeport, Bahamas; Half Moon Cay, Bahamas; Nassau, Bahamas; New Orleans, Louisiana
   Departure Date    Interior Oceanview Balcony Suite Continue
May 11, 2019 $854 $1,024 $1,419 N/A Carnival Glory May 11, 2019

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