Key West

A distinctly American town with the look and feel of the Caribbean. Key West unlocks myriad attractions. Ride the Conch Train to the famous sights: Ernest Hemingway's home, the Audubon House and the 'Little White House' where President Truman spent many a working vacation. Hop a catamaran to America's only living coral reef to snorkel with dolphins. Or climb into the open cockpit of a World War II biplane for an unforgettable aerial tour of the Keys.

Key West is famous for being the home of Ernest Hemingway, world traveler and restless drifter. Discover the charm that so captivated Hemingway that he bucked his nomadic tendencies and established permanent residences on its Caribbean shores. ShoreTrips' shore excursions showcase the Ernest Hemingway Home, of course, but we also offer wild dolphin tourssunset sails, trips to Mallory Square, and a pub scavenger hunt. And don't forget to try a slice of the original key lime pie!

Cruises
2026 - 12 Day America's 250th Anniversary Cruise: New York City to Nassau aboard Scenic Eclipse (Combo) from $11,810.00 (USD)
Destination: Bahamas
Ship: Scenic Eclipse
Flight Offers
2026 - 22 Day Ultimate America's Historic Journey to Panama: New York City to Panama City aboard Scenic Eclipse (Combo) from $24,280.00 (USD)
Destination: Panama Canal
Ship: Scenic Eclipse
Flight Offers
Maya To Island Heritage - Miami Florida to Miami Florida from $5,299.00 (USD)
Destination: Caribbean
Ship: Allura
7 Nights Key West & Bahamas From Tampa, Florida - Onboard Celebrity Constellation
Destination: Bahamas
Ship: Celebrity Constellation
6 Day Western Caribbean From Tampa, FL from $709.00 (USD)
Destination: Caribbean
Ship: Carnival Paradise
7-Day Eastern Caribbean: Amber Cove & Bahamas Holiday
Destination: Caribbean
Ship: Koningsdam
14-Day Tropical / Eastern Caribbean
Destination: Caribbean
Ship: Nieuw Amsterdam
6 Nights Cayman, Mexico & Bahamas From Fort Lauderdale, Florida - Onboard Celebrity Reflection
Destination: Caribbean
Ship: Celebrity Reflection
8-Day The Bahamas from Mobile, AL from $1,484.00 (USD)
Destination: Bahamas
Ship: Carnival Spirit
14-Day Eastern Caribbean: Bahamas & San Juan
Destination: Caribbean
Ship: Nieuw Statendam
Miami, Key West, Ocean Cay, Miami from $207.00 (USD)
Destination: Caribbean
Ship: MSC Magnifica
5 Nights Key West & Bahamas From Fort Lauderdale, Florida - Onboard Celebrity Summit
Destination: Bahamas
Ship: Celebrity Summit
7 Nights Key West, Cayman & Perfect Day Holiday Roundtrip From Orlando (Port Canaveral), Florida - O
Destination: Bahamas
Ship: Celebrity Apex
3 Nights Key West & Bahamas From Fort Lauderdale Florida - Onboard Celebrity Silhouette
Destination: Bahamas
Ship: Celebrity Silhouette
17-Day Southern & Eastern Caribbean: ABC Islands & Bahamas
Destination: Caribbean
Ship: Zuiderdam
4 Nights Key West & Bahamas From Fort Lauderdale, Florida - Onboard Celebrity Silhouette
Destination: Bahamas
Ship: Celebrity Silhouette
14-Day Eastern Caribbean: Bahamas & San Juan Holiday
Destination: Caribbean
Ship: Koningsdam
5-Day Cruise to Caribbean: Great Stirrup Cay & Cozumel from Miami, Florida
Destination: Caribbean
Ship: Norwegian Pearl
Miami, Cozumel, Costa Maya, Isla de Roatan, Ocean Cay, Miami, Key West, Ocean Cay, Miami from $792.50 (USD)
Destination: Caribbean
Ship: MSC Magnifica
6 Nights Key West & Cayman Holiday From Tampa, Florida - Onboard Celebrity Constellation
Destination: Caribbean
Ship: Celebrity Constellation
Tours
2025: Sunny Shores of Southern Florida (8400) from $2,699.00 (USD)
Join us on this sun-soaked vacation in Florida, including Florida's east and west coasts and the Florida Keys.
Cruises

Maya To Island Heritage - Miami Florida to Miami Florida
From $5,299.00 (USD)

Destination: Caribbean
Ship: Allura


2026 - 12 Day America's 250th Anniversary Cruise: New York City to Nassau aboard Scenic Eclipse (Combo)
From $11,810.00 (USD)

Destination: Bahamas
Ship: Scenic Eclipse
Flight Offers


2026 - 22 Day Ultimate America's Historic Journey to Panama: New York City to Panama City aboard Scenic Eclipse (Combo)
From $24,280.00 (USD)

Destination: Panama Canal
Ship: Scenic Eclipse
Flight Offers


17-Day Southern & Eastern Caribbean: ABC Islands & Bahamas
Destination: Caribbean
Ship: Zuiderdam
Tours


2025: Sunny Shores of Southern Florida (8400)
From $2,699.00 (USD)

Join us on this sun-soaked vacation in Florida, including Florida's east and west coasts and the Florida Keys.