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Trolley, Hemingway and Little White House 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. A tour of the Hemingway Home and Museum provides you a unique opportunity to learn more about one of the world’s most respected authors and to see some of his personal belongings and furnishings. And visit Florida's only presidential museum & winter White House for this country's 33rd president, Harry S. Truman.
TYPE RETAIL PRICE SAVE UP TO
Adults $77.40 $70.00 $7.40
Children (4-12) $32.50 $28.60 $3.90
Children under 4 FREE FREE

Attraction tickets do not have to be used on the same day.

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. Hemingway Home and Museum: See where legendary author Ernest Hemingway lived and worked for more than ten years. Harry S. Truman Little White House: Here history tellers tell fascinating stories of the most important man of his time.

Your Trolley, Hemingway and Little White House Package Includes:

  • Hop On & Off at 13 Old Town Trolley Stops
  • Exciting, Fully Narrated Tour of Key West
  • 100% Satisfaction Guarantee
  • Hemingway Home and Museum:
  • Visit the home and gardens offering a glimpse into Hemingway’s life
  • Harry S. Truman Little White House:
  • See the home Harry S. Truman came to relax and rest
  • Attraction tickets do not have to be used on the same day
  • Complimentary admission to 'Hemingway Rum Company, Papa's Pilar Distillery' included with your ticket

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.

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!

Included With Your Trolley Ticket: Hemingway Rum Company, Papa’s Pilar Distillery

Discover how rum makers craft their unique spirit, uncover the untold stories of Ernest Hemingway and experience an adventure Papa would be proud of!

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. And don’t forget to look for the 6 or 7 toed cats!

Harry S. Truman Little White House

The house was built on the waterfront of the harbor of Key West. In the beginning of the 20th century, the home was converted into a single family dwelling to house the base commandant. The house has been host to many distinguished guests. Thomas Edison resided in the house during World War I, while working on depth charge research for the U.S. Navy. In 1946, Harry Truman began visiting Key West for rest and relaxation and returned for 175 days during his presidency. Quarters A was the Winter White House. President Dwight Eisenhower used the home while recuperating from a heart attack in 1956. In 1961, the Little White House played host to President John F. Kennedy and British Prime Minister Harold MacMillan during the Bay of Pigs incident. The house remained a living quarters for the commanding officers of the base until Truman Naval Station was closed in 1974. In 1996, President Jimmy Carter and his family, visited the home while on holiday and celebrated New Year’s Eve here with family and friends. In April of 2000 the Joint Chiefs of Staff for the U.S., Great Britain, Germany, and France along with their wives had a private dinner at the Little White House. Our history tellers relate a fascinating & personal glimpse of the most important man of his time.

Old Town Trolley Stops in Key West

  • 1
    Mallory Square
  • 1a
    Truman Little White House
  • 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.

Fantasy Fest Schedule:
October 26: 9:00am – 12pm
October 27: Closed
October 28: 10:00am – 4:30pm

Length of tour: 1 hour and 30 minutes if you ride the tour all the way around without getting off and on.

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 #1a: Harry S. Truman Little White House: 9:02am

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: 9:35am

Stop #8: Best Western Key Ambassador: 9:40am

Stop #9: East Martello Fort: 9:45am

Stop #10: Casa Marina Resort: 9:50am

Stop #11: Southernmost Trolley Stop: 9:55am

Stop #12: Truval Village: 10:00am

Stop #13: Angela Street depot on Duval Street: 10:05am

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 #1a: Harry S. Truman Little White House: 4:32pm
(Last reboarding time: 5:32 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.

Harry S. Truman Little White House

Daily 9am to 4:30pm; 365 days a year.

Reservation Notes:
Reservations are NOT needed or accepted. Tickets can be used on any operating day within 12 months of the purchase date.

Duration: 1 hour.

Booth Location:
Truman Annex, 111 Front Street.

Nearest Intersection:
Front Street and Caroline Street.

Parking:
Parking is available at Mallory Square or Margaritaville Resort Parking garage.

Age Requirements:
Children prices are 5-12 yrs. of age. Children 4 yrs. of age and younger are free.

Notes:
Presentations start every 15-20 minutes. For more information call: 305-294-9911.

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