Key West Cruise Excursions

For over 45 years, Old Town Trolley has brought guests closer to Key West attractions like Harry S. Truman’s Little White House, Ernest Hemingway Home & Museum, the Southernmost Point and the beaches just to name a few. And great shopping can be found throughout the island including famous Duval Street. So come and see all the great things Key West has to offer aboard Old Town Trolley Tours.

Tour Option 1: Purchase from your shore excursions desk

You can plan ahead and purchase directly through the cruise line’s Shore Excursion desk and guarantee a ticket in advance. You will meet our staff on the pier, who will issue a boarding pass, give you a tour map, and instruct you on where to meet the trolleys. The tour is a fully narrated tour of the island, covering all of the major points of interest, and has 13 designated stops where you can “hop off” and explore on your own and re-board at your leisure. Sites visited include: Ernest Hemingway House and Museum, the Audubon House, world-famous Duval Street, the Southernmost Point in the continental US, the neighborhoods of Old Town, one of the largest historical districts in the US, the Key West Bight, West Martello Fort, and tropical flowers and plants. The tour ends in Mallory Square.

* Additional fees may apply.

Tour Option 2: Purchase from Old Town Trolley directly

Purchase tickets online or through our ticket depots.
We provide a 1.5 hour tour with on-and-off privileges at 13 stops*.
From the Southernmost Point to the streets of Old Town, our tour takes you to all the major areas and attractions. See Key West’s first tourist attraction, the Key West Aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum.

Stop by the Ernest Hemingway Home & Museum and don’t forget to look for the 6 or 7 toed cats! Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville. There’s no better way to see all of Key West than with Old Town Trolley Tours.

*Please remember that if you disembark, add that time to your tour. It is your responsibility to return to the ship on time.

How to get to Old Town Trolley Tours:

There are 2 cruise ship piers in Key West:

• Mallory Square
• Pier B, located behind The Opal Key Resort

To return to any of the piers, adults must have both ship’s card (which usually doubles as your room key) and a valid photo identification (passport, driver’s license, etc.)

Mallory Square

Mallory Square is the closest to Key West’s downtown area. It is a short walk into town—just look for the ‘Welcome to Mallory Square’ archway, and walk though.

Pier B Behind The Opal Key Resort

Pier B, located behind The Opal Key Resort, is where most of the ships are docked. It is close to downtown, but is 200-250 yards from the pier to the tour locations. This distance is not affected by whether you take the excursion from the ship or directly from us.

For more information call (855) 623-8289.

Key West Cooking Show

The Key West Cooking Show is a unique in-person experience that blends food, cocktails, and entertainment for a deliciously fun time.

Cooking Demos
Start with the lunch and Dinnertainment™ cooking demonstrations where expert chefs prepare meals right before your eyes, adding humor and captivating stories to every bite. The menu celebrates the island’s culinary roots, showcasing Bahamian, Cuban, Spanish, and New England influences that define Conch cuisine.

Bar 1 at the Key West Cooking Show
Or you could pop into Bar 1 for happy hour, small bites, and island-inspired cocktails you won’t want to miss. These carefully crafted tropical cocktails will transport you to the time of Hemingway or President Truman. Each one is unique and delicious. If you’re feeling a little more hands-on, try one of Bar 1’s cocktail classes, where you can learn to make these mixology staples for yourselves. It’s the perfect bonding experience.

Key Lime Pie Baking Class
A trip to Key West wouldn’t be complete without tasting its defining dessert, but why not learn to make it too? You can join us for a fast-paced, flavor-packed session hosted by the Key West Cooking Show. In just half an hour, we’ll turn you into citrus-squeezing pros and even give you a take-home recipe. This is the perfect bite-sized activity for guests who want the full Key West experience and a fresh slice of pie without spending the whole afternoon in a kitchen.