4 nightsMargaritaville at Sea Paradise
4-Night Key West & Grand Bahama
- Key West
- Grand Bahama
19 departures from Oct 15, 2026
Florida Keys
Margaritaville at Sea Cruises to Key West
Conch Republic sunsets, Duval Street, and the southernmost point in the continental U.S. Key West is a favorite stop on Margaritaville at Sea sailings from the Florida homeports.
- Sails from
- Palm Beach, Tampa, Miami, Galveston
- Ships
- Paradise, Islander, Beachcomber
- Trip length
- 4 to 8 nights
- Departures
- 98, from Oct 15, 2026
Ashore in Key West
Top things to do in Key West
Duval Street and Mallory Square
Walk the bars and galleries of Duval, then join the nightly sunset celebration at Mallory Square.
Southernmost Point and Hemingway Home
Snap the famous buoy 90 miles from Cuba and tour Hemingway's house and its six-toed cats.
Snorkel the only living barrier reef in the U.S.
The reef off Key West is the continental United States' only living coral barrier reef, a short catamaran ride out.
Plan your day ashore
Book your own Key West excursion
Browse tours and shore excursions for Key West and book them yourself, from your computer or your phone. Not sure which one fits your sailing? Call or text (561) 777-9911.
See Key West excursionsBooking through my link supports this site at no extra cost to you. Excursions are booked directly with Shore Excursions Group, a separate company.
30 itineraries visit Key West
Sailings that call on Key West
4 nights4 nightsMargaritaville at Sea Paradise
4-Night Key West & Nassau
- Key West
- Nassau
1 departure from Oct 19, 2026
5 nightsMargaritaville at Sea Islander
5-Night Key West and Cozumel
- Key West
- Cozumel
16 departures from Nov 25, 2026
5 nightsMargaritaville at Sea Islander
5-Night Key West and Progreso
- Key West
- Progreso
9 departures from Dec 5, 2026
6 nightsMargaritaville at Sea Beachcomber
6-Night Key West & Western Caribbean
- Key West
- Montego Bay
- Grand Cayman
1 departure from Jan 30, 2027
4 nightsMargaritaville at Sea Beachcomber
4-Night Key West & Bahamas
- Key West
- Bimini
1 departure from Feb 9, 2027
5 nightsMargaritaville at Sea Islander
5-Night Key West & Grand Bahama
- Key West
- Grand Bahama
3 departures from Feb 15, 2027
7 nightsMargaritaville at Sea Islander
7-Night Key West & Mexico
- Cozumel
- Progreso
- Key West
1 departure from Feb 20, 2027
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West, Bahamas & Western Caribbean
- Key West
- Grand Cayman
- Montego Bay
- Nassau
1 departure from Mar 27, 2027
4 nightsMargaritaville at Sea Paradise
4-Night Key West & Bimini
- Key West
- Bimini
2 departures from Apr 12, 2027
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West, Bahamas & Western Caribbean
- Key West
- Grand Cayman
- Ocho Rios
- Nassau
7 departures from May 15, 2027
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West & Western Caribbean
- Key West
- Grand Cayman
- Ocho Rios
1 departure from Jun 26, 2027
5 nightsMargaritaville at Sea Beachcomber
5-Night Key West & Bahamas
- Key West
- Bimini
- Grand Bahama
1 departure from Sep 4, 2027
5 nightsMargaritaville at Sea Beachcomber
5-Night Key West & Western Caribbean
- Key West
- Grand Cayman
1 departure from Sep 13, 2027
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Roatan
- Belize
- Cozumel
1 departure from Oct 2, 2027
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West & Western Caribbean
- Key West
- Belize
- Cozumel
7 departures from Oct 8, 2027
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Grand Cayman
- Montego Bay
1 departure from Oct 23, 2027
5 nightsMargaritaville at Sea Paradise
5-Night Key West & Mexico
- Key West
- Cozumel
1 departure from Oct 30, 2027
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Roatan
- Cozumel
- Progreso
1 departure from Dec 11, 2027
5 nightsMargaritaville at Sea Islander
5-Night Key West & Cayman
- Key West
- Grand Cayman
1 departure from Dec 23, 2027
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West & Bahamas
- Key West
- Grand Bahama
- Nassau
1 departure from Dec 31, 2027
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Belize
- Cozumel
2 departures from Jan 2, 2028
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Belize
- Progreso
1 departure from Jan 22, 2028
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West & Bahamas
- Key West
- Bimini
- Nassau
2 departures from Feb 25, 2028
7 nightsMargaritaville at Sea Islander
7-Night Key West & Western Caribbean
- Key West
- Grand Cayman
- Ocho Rios
1 departure from Mar 25, 2028
5 nightsMargaritaville at Sea Islander
5-Night Key West & Bimini
- Key West
- Bimini
5 departures from Apr 29, 2028
7 nightsMargaritaville at Sea Beachcomber
7-Night Key West & Mexico
- Key West
- Cozumel
- Progreso
2 departures from Jun 23, 2028
6 nightsMargaritaville at Sea Islander
6-Night Key West & Bahamas
- Key West
- Nassau
- Bimini
1 departure from Aug 20, 2028
8 nightsMargaritaville at Sea Islander
8-Night Key West & Western Caribbean
- Key West
- Roatan
- Belize
- Cozumel
3 departures from Aug 26, 2028
6 nightsMargaritaville at Sea Islander
6-Night Key West & Mexico
- Key West
- Cozumel
- Progreso
4 departures from Sep 3, 2028
Good to know
Key West cruise questions
Which ships stop in Key West?
All three ships call on Key West: Paradise from Palm Beach, Islander from Tampa, and Beachcomber from Miami and Galveston, on a range of 4 to 8-night itineraries.
Do I need a passport for a Key West cruise?
Key West is a domestic U.S. port, but most Margaritaville at Sea sailings pair it with the Bahamas or Mexico, so a passport is strongly recommended. We'll confirm the exact documents for your sailing.
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