Key West Cruises
Cruises that visit North America: United States: Florida: Key West
See all River Cruises that visit Key West
5 Night - Bahamas - Short
Starting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Great Stirrup Cay, Bahamas, Key West, FL, Jacksonville, Florida
2026 Sails: Nov 30, More...
5 Night - Key West and Progreso
Starting in Port Tampa Bay, Key West, FL, Progreso, Mexico, Port Tampa Bay
2026 Sails: Dec 5, 2027: Feb 27, May 22, Jun 19, Jul 17, More...
8 Night - Florida Gulf Coast & Keys Cruise
Starting in Tampa, Fl, Day of Cruising, Marco Island, FL, Key West, FL, Day of Cruising, Punta Gorda, FL, St Petersburg FL
2026 Sails: Dec 7, Dec 14, Dec 21, Dec 28, More...
10 Night - Eastern Caribbean Cruise : St. Thomas, Saint Kitts & Nevis
Starting in Miami, Florida, Key West, Florida, Charlotte Amalie, St Thomas, Philipsburg, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 8, More...
4 Night - Fire and Sunset SoiraEs
Starting in Miami, Key West, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Dec 10, 2027: Jan 7, Jan 21, Feb 4, Feb 18, Mar 4, Mar 18, More...
16 Night - Eastern Caribbean Holiday : Amber Cove & Bahamas
Starting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
14 Night - Western & Eastern Caribbean : Mexico & Bahamas Holiday
Starting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida
2026 Sails: Dec 12, More...
7 Night - Key West & Bahamas Cruise
Starting in Tampa, Florida, Bimini, Bahamas, Key West, Florida, Grand Bahama Island, Bahamas, Tampa, Florida
2026 Sails: Dec 13, More...
4 Night - Key West & Bahamas Cruise
Starting in Fort Lauderdale, Florida, Key West, Florida, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 14, More...
5 Night - Bahamas - Short
Starting in Jacksonville, Florida, Key West, FL, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 14, 2027: Jan 19, Mar 2, Mar 30, More...
Cruises that visit North America: United States: Florida: Key West
See all River Cruises that visit Key West
Click on a cruise ship itinerary that visits Key West (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Key West), please visit: Cruise Search or try our Virtual Cruise Advisor™.
5 Night - Bahamas - ShortStarting in Jacksonville, Florida, Grand Bahama Island, Bahamas, Great Stirrup Cay, Bahamas, Key West, FL, Jacksonville, Florida
2026 Sails: Nov 30, More...
5 Night - Key West and ProgresoStarting in Port Tampa Bay, Key West, FL, Progreso, Mexico, Port Tampa Bay
2026 Sails: Dec 5, 2027: Feb 27, May 22, Jun 19, Jul 17, More...
8 Night - Florida Gulf Coast & Keys CruiseStarting in Tampa, Fl, Day of Cruising, Marco Island, FL, Key West, FL, Day of Cruising, Punta Gorda, FL, St Petersburg FL
2026 Sails: Dec 7, Dec 14, Dec 21, Dec 28, More...
10 Night - Eastern Caribbean Cruise : St. Thomas, Saint Kitts & NevisStarting in Miami, Florida, Key West, Florida, Charlotte Amalie, St Thomas, Philipsburg, Basseterre, St Kitts, Road Town, Tortola, Miami, Florida
2026 Sails: Dec 8, More...
4 Night - Fire and Sunset SoiraEsStarting in Miami, Key West, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Dec 10, 2027: Jan 7, Jan 21, Feb 4, Feb 18, Mar 4, Mar 18, More...
16 Night - Eastern Caribbean Holiday : Amber Cove & BahamasStarting in Fort Lauderdale, Florida, Philipsburg, Sint Maarten, St Johns AG, Antigua, Road Town (Tortola), British Virgin Islands, San Juan, Puerto Rico, RelaxAway, Half Moon Cay, Bahamas, Fort Lauderdale, Florida, RelaxAway, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida
2026 Sails: Dec 11, More...
14 Night - Western & Eastern Caribbean : Mexico & Bahamas HolidayStarting in Miami, Florida, RelaxAway, Half Moon Cay, Bahamas, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida, Amber Cove, Dominican Republic, Grand Turk, Turks and Caicos, RelaxAway, Half Moon Cay, Bahamas, Key West, Florida, Miami, Florida
2026 Sails: Dec 12, More...
7 Night - Key West & Bahamas CruiseStarting in Tampa, Florida, Bimini, Bahamas, Key West, Florida, Grand Bahama Island, Bahamas, Tampa, Florida
2026 Sails: Dec 13, More...
4 Night - Key West & Bahamas CruiseStarting in Fort Lauderdale, Florida, Key West, Florida, Bimini, Bahamas, Fort Lauderdale, Florida
2026 Sails: Dec 14, More...
5 Night - Bahamas - ShortStarting in Jacksonville, Florida, Key West, FL, Great Stirrup Cay, Bahamas, Jacksonville, Florida
2026 Sails: Dec 14, 2027: Jan 19, Mar 2, Mar 30, More...