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Trolley and Hemingway Home Package

Certificate of Excellence

The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. And a tour of the Hemingway Home and Museum provides a unique opportunity for guests to learn more about one of the world’s most respected authors and to see some of his personal belongings and furnishings.

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General Admission $45.45 $41.95 $3.50
CHILDREN 12 AND UNDER $16.50 $15.45 $1.05

For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. The Hemingway Home and Museum is where legendary author Ernest Hemingway lived and worked for more than ten years. The home and gardens are visited by thousands of people each year, offering a glimpse into Hemingway’s life and a chance to meet some of the descendants of his beloved six-toed cat, Snowball.

Your Trolley and Hemingway Home Package Includes:

  • Hop on and off ALL DAY
  • More than 100 points of interest
  • 100% money back guarantee
  • Colorful anecdotes and well-research historical facts
  • Exclusive stops and Key West attraction discounts
  • Admission to The Hemingway Home and Museum

Key West Old Town Trolley Tours

There’s no better way to see all of Key West than with Old Town Trolley Tours.

The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint 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, which was also the world’s first open air aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum, learning about how Key West became one of the richest cities in the US. The Oldest House Museum is also nearby; it is one of the many beautifully restored homes that are open to the public in Key West.

Stop by the Ernest Hemingway House Museum where he is rumored to have written A Farewell to Arms — and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square, a truly memorable experience!

Hemingway Home and Museum

A tour of the Hemingway Home and Museum provides a unique opportunity for guests to learn more about one of the world’s most respected authors and to see some of his personal belongings and furnishings. The home, located at 907 Whitehead Street, was built in 1851 and purchased for Ernest Hemingway and his wife Pauline in 1931. Inside, many of the furnishings are European antiques that Ernest and Pauline collected during their travels. You’ll also see trophy mounts and souvenirs of the couple’s African safaris and hunting expeditions. As you stroll through the home, you’ll definitely feel Hemingway’s presence, especially as you see his studio where he wrote some of his most well known books.

One of the most delightful parts of a visit to the Hemingway House is a chance encounter with Snowball’s descendants. On the property, numerous cats are lounging in the sun, resting under trees and just enjoying their leisurely life in Key West. Feel free to stop and say hello; most are friendly and enjoy a pet from visitors. By the pool, be sure to see the famous penny that is embedded in the ground near the north end. Hemingway himself put this penny there after he learned of the cost of the construction for the pool, which at the time was the only private home pool within 100 miles. It seemed outrageously expensive to the author. As he pushed that penny into the wet cement, he exclaimed, “Here, take the last penny I’ve got!”

Old Town Trolley Stops in Key West

Hop on and off at any of our 13 convenient stops.

  • 1
    Mallory Square
  • 2
    Historic Waterfront/Mac’s Sea Garden
  • 3
    Simonton & Green Streets
  • 4
    Duval Street/Crowne Plaza La Concha
  • 5
    Bahama Village
  • 6
    Fairfield Inn
  • 7
    Roosevelt Station at Gates Hotel
  • 8
    Best Western Key Ambassador
  • 9
    East Martello Fort/ Robert The Doll
  • 10
    Casa Marina Resort & Beach House
  • 11
    Southernmost Point Trolley Stop
  • 12
    Truval Village
  • 13
    Angela Street Depot

Booth Locations

Stop 1 - Mallory Square Inside Mallory Square (between Shell Warehouse and Sponge Market)

Stop 3 - Simonton Row Corner of Simonton and Greene Streets

Stop 12 - Truval Village Corner of Truman Avenue and Duval Street

Stop 13 - Angela Street Corner of Angela and Duval Streets

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Old Town Trolley Tours

9am – 4:30pm daily 364 days a year.
(We are closed the last Saturday in October for Fantasy Fest)
Tours depart at least every 30 minutes.

All schedules are subject to change. Please call (855) 623-8289 for the most current information.

First Tour of the Day:

Stop #1: Mallory Square: 9:00am

Stop #2: Key West Seaport: 9:05am

Stop #3: Simonton Row at Greene Street: 9:10am

Stop #4: Crowne Plaza La Concha: 9:15am

Stop #5: Bahama Village: 9:20am

Stop #6: Fairfield Inn: 9:25am

Stop #7: Roosevelt Station at Gates Hotel: 9:05am

Stop #8: Best Western Key Ambassador: 9:05am

Stop #9: East Martello Fort: 9:12am

Stop #10: Casa Marina Resort: 9:20am

Stop #11: Southernmost Trolley Stop: 9:25am

Stop #12: Truval Village: 9:30am

Stop #13: Angela Street depot on Duval Street: 9:35am

Last Full Tour of the Day:
Please note that guests taking this tour will not be able to use the on/off feature.

Stop #1: Mallory Square: 4:30pm
(Last reboarding time: 5:30 pm)

Stop #2: Key West Seaport: 4:05pm
(Last reboarding time: 5:05 pm)

Stop #3: Simonton Row at Greene Street: 4:10pm
(Last reboarding time: 5:10pm)

Stop #4: Crowne Plaza La Concha: 4:15pm
(Last reboarding time: 5:15pm)

Stop #5: Bahama Village: 4:20pm
(Last reboarding time: 5:20pm)

Stop #6: Fairfield Inn: 4:30 pm
(Last reboarding time: 5:00pm)

Stop #7: Roosevelt Depot: 4:35pm
(Last reboarding time: 5:05 pm)

Stop #8: Best Western Key Ambassador: 4:40pm
(Last reboarding time: 5:10pm)

Stop #9: East Martello Fort: 4:45pm
(Last reboarding time: 5:13pm)

Stop #10: Casa Marina Resort: 4:50pm
(Last reboarding time: 5:20pm)

Stop #11: Southernmost Trolley Stop: 4:55pm
(Last reboarding time: 5:25pm)

Stop #12: Truval Village: 5:00pm
(Last reboarding time: 5:30pm)

Stop #13: Angela Street depot on Duval Street: 5:05pm
(Last reboarding time: 5:35pm)

Hemingway Home and Museum

Museum is open daily 365 days a year from 9 a.m.-5 p.m.

No reservations needed.

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