Key West Cruises
Cruises that visit North America: United States: Florida: Key West
See all River Cruises that visit Key West
14 Night - An Extended Journey of Caribbean Festivities and West Indies Coastal Wonders
Starting in Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 22, More...
7 Night - Key West, Cayman & Perfect Holiday
Starting in Orlando (Port Canaveral), Fl, Key West, Florida, Bimini, Bahamas, George Town, Grand Cayman, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2025 Sails: Dec 27, More...
14 Night - Eastern Caribbean : Bahamas & San Juan
Starting in Fort Lauderdale, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2025 Sails: Dec 27, 2026: Mar 21, More...
17 Night - An Extended Journey of Fireworks, Fiestas and Spectacular Shores
Starting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami, San Andres Island, Colon, Bocas del Toro, Puerto Limon, George Town, Grand Cayman, Miami
2025 Sails: Dec 29, More...
7 Night - A Journey Savy New Years Celebrations and Caribbean Conviviality
Starting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 29, More...
6 Night - Key West & Mexico
Starting in Port Tampa Bay, Key West, FL, Progreso, Mexico, Cozumel, Mexico, Port Tampa Bay
2025 Sails: Dec 30, More...
28 Night - Ultimate Caribbean : Amber Cove & Bahamas
Starting in Miami, Florida, Half Moon Cay, Bahamas, Amber Cove, Dominican Republic, San Juan, Puerto Rico, Basseterre, St Kitts and Nevis, Road Town (Tortola), British Virgin Islands, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Saint Georges, Grenada, Oranjestad, Aruba, Willemstad AN, Curacao, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Miami, Florida
2026 Sails: Jan 3, More...
7 Night - Bahamas
Starting in New Orleans, La, Key West, FL, Celebration Key, the Bahamas, Nassau, Bahamas, New Orleans, La
2026 Sails: Jan 4, Feb 15, Mar 29, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, 2027: Jan 17, Jan 31, Mar 14, Apr 11, May 23, Jun 20, Aug 1, Aug 29, More...
12 Night - Maya to Island Heritage
Starting in Miami, Costa Maya, Mexico, Cozumel, Mexico, Belize City, Santo Tomas, Roatan, Montego Bay, George Town, Key West, Miami
2026 Sails: Jan 4, More...
4 Night - Fire and Sunset SoiraEs
Starting in Miami, Key West, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jan 7, 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™.
14 Night - An Extended Journey of Caribbean Festivities and West Indies Coastal WondersStarting in Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 22, More...
7 Night - Key West, Cayman & Perfect HolidayStarting in Orlando (Port Canaveral), Fl, Key West, Florida, Bimini, Bahamas, George Town, Grand Cayman, Perfect Day Cococay, Bahamas, Orlando (Port Canaveral), Fl
2025 Sails: Dec 27, More...
14 Night - Eastern Caribbean : Bahamas & San JuanStarting in Fort Lauderdale, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Fort Lauderdale, Florida, Grand Turk, Turks and Caicos, San Juan, Puerto Rico, St Thomas, US Virgin Islands, Half Moon Cay, Bahamas, Fort Lauderdale, Florida
2025 Sails: Dec 27, 2026: Mar 21, More...
Deal link -> Special
17 Night - An Extended Journey of Fireworks, Fiestas and Spectacular ShoresStarting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami, San Andres Island, Colon, Bocas del Toro, Puerto Limon, George Town, Grand Cayman, Miami
2025 Sails: Dec 29, More...
Deal link -> Special
7 Night - A Journey Savy New Years Celebrations and Caribbean ConvivialityStarting in San Juan, Road Bay, St John VI (Cruz Bay), US Virgin Islands, New Year Fireworks Sju, Puerto Plata, Dominican Republic, Key West, Miami
2025 Sails: Dec 29, More...
6 Night - Key West & MexicoStarting in Port Tampa Bay, Key West, FL, Progreso, Mexico, Cozumel, Mexico, Port Tampa Bay
2025 Sails: Dec 30, More...
28 Night - Ultimate Caribbean : Amber Cove & BahamasStarting in Miami, Florida, Half Moon Cay, Bahamas, Amber Cove, Dominican Republic, San Juan, Puerto Rico, Basseterre, St Kitts and Nevis, Road Town (Tortola), British Virgin Islands, Philipsburg, Sint Maarten, St Johns AG, Antigua, Fort-De-France, Martinique, Bridgetown, Barbados, Scarborough, Trinidad and Tobago, Saint Georges, Grenada, Oranjestad, Aruba, Willemstad AN, Curacao, Ocho Rios, Jamaica, Georgetown, Cayman Islands, Cozumel, Mexico, Miami, Florida, Half Moon Cay, Bahamas, Grand Turk, Turks and Caicos, Amber Cove, Dominican Republic, Key West, Florida, Miami, Florida
2026 Sails: Jan 3, More...
7 Night - BahamasStarting in New Orleans, La, Key West, FL, Celebration Key, the Bahamas, Nassau, Bahamas, New Orleans, La
2026 Sails: Jan 4, Feb 15, Mar 29, May 10, May 24, Jun 7, Jun 21, Jul 5, Jul 19, Aug 2, Aug 16, Aug 30, Sep 13, Sep 27, Oct 11, Oct 25, 2027: Jan 17, Jan 31, Mar 14, Apr 11, May 23, Jun 20, Aug 1, Aug 29, More...
12 Night - Maya to Island HeritageStarting in Miami, Costa Maya, Mexico, Cozumel, Mexico, Belize City, Santo Tomas, Roatan, Montego Bay, George Town, Key West, Miami
2026 Sails: Jan 4, More...
4 Night - Fire and Sunset SoiraEsStarting in Miami, Key West, The Beach Club at Bimini, Bahamas, Miami
2026 Sails: Jan 7, More...