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  • Old Town Trolley Tours of Key West

    Key West , FL

    TripAdvisor Traveler Rating
    Save Over $3.00


    For over 30 years, Old Town Trolley Tours has been providing sightseeing tours highlighting the best of Key West. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. With Old Town Trolley, you can avoid costly parking and city driving while exploring at your own pace as you hop on and off the trolley. Old Town Trolley is the best way to see Key West!

    Stop 1) Mallory Square
    Stop 2) Historic Key West Seaport
    Stop 3) Simonton Row - Simonton and Greene Street
    Stop 4) La Concha Crowne Plaza
    Stop 5) Bahama Village Market
    Stop 6) Fairfield Inn
    Stop 7) The Gates Hotel
    Stop 8) Best Western Key Ambassador
    Stop 9) East Martello Civil War Fort
    Stop 10) Casa Marina Resort
    Stop 11) Southernmost Trolley Stop
    Stop 12) Truman Ave. & Duval St. Stop 13) Angela & Duval Streets

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Tickets

    1- Day Old Town Trolley Tour

    Ticket info /hours

    Hop on and off the Trolley and explore Key West at your own pace or start your tour at any stop and remain on the Trolley for one complete loop (approximately 1 1/2 hours). Trolleys come by each stop approximately every 30 minutes.

    Your Old Town Trolley Tour 1-Day Pass Includes:
    - 1 day of free unlimited re-boarding
    - Open-air sightseeing perfect for taking pictures
    - More than 100 points of interest
    - FREE admission to the Sails to Rails Museum included with ticket - Free discount coupons

    Hop on & off at 13 Old Town Trolley stops:
    1) Mallory Square
    1a) Harry S. 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 Market
    6) Fairfield Inn
    7) Roosevelt Station at Gates Hotel
    8) Hampton Inn
    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

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for 1- Day Old Town Trolley Tour

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Save over $5.00
    Gate price Your price Qty
    Adult (ages 13+) $62.95 $57.80
    Child (ages 4-12) $20.95 $17.90

    2-Day Old Town Trolley Tour

    Ticket info /hours

    Hop on and off the Trolley and explore Key West at your own pace or start your tour at any stop and remain on the Trolley for one complete loop (approximately 1 1/2 hours). Trolleys come by each stop approximately every 30 minutes.

    Your Old Town Trolley Tour 2-Day Pass Includes:
    - 2 consecutive days of free unlimited re-boarding
    - Open-air sightseeing perfect for taking pictures
    - More than 100 points of interest
    - FREE admission to the Sails to Rails Museum included with ticket - Free discount coupons

    Hop on & off at 13 Old Town Trolley stops:
    1) Mallory Square
    1a) Harry S. 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 Market
    6) Fairfield Inn
    7) Roosevelt Station at Gates Hotel
    8) Hampton Inn
    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

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for 2-Day Old Town Trolley Tour

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Save over $6.00
    Gate price Your price Qty
    Adult (ages 13+) $89.15 $82.70
    Child (ages 4-12) $41.90 $37.81

    Ghost & Gravestones

    Ticket info /hours

    Tour Key West - America's 4th Most Haunted City!

    Join your gravedigger guide aboard the "Trolley of the Doomed" for an evening through Key West's darker side. Ghosts & Gravestones of Key West offers guests an adventure into the strange and macbre past of this Southernmost City.

    Tour will not run on July 4th, Christmas Eve and New Year's Eve.

    Length of tour: 90 minutes

    *This ghost tour may not be suitable for children under 13 years of age.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for Ghost & Gravestones

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Gate price Your price Qty
    Adult (ages 13+) $49.30 $44.84
    Child (ages 0-12) $49.30 $44.84

    1-Day Conch Tour Train

    Ticket info /hours

    The Conch Tour Train departs daily from the Front Street Depot and ends at Mallory Square - one of Key West’s most famous spots. Throughout the tour, you’ll not only see the area’s well-known sights, you’ll also learn about the many residents, both past and present, that make the Conch Republic one of the world’s most unique places. See some of the spots Hemingway frequented and find out why Harry Truman spent so much time on the island. Listen to accounts of how pirates, indians and wreckers lived, fought and worked, giving Key West its extraordinary reputation.

    The historic Conch Tour Train tour is 75 minutes long making one full loop through Old Town Key West, includes three stops, and highlights marvelous sights, stories and entertainment.

    FREE admission to the Sails to Rails Museum included with ticket.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for 1-Day Conch Tour Train

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Save over $4.00
    Gate price Your price Qty
    Adult (ages 13+) $52.45 $47.83
    Child (ages 4-12) $20.95 $17.90

    2-Day Conch Tour Train

    Ticket info /hours

    Enjoy 2-Days on the historic Conch Tour Train tour.

    The Conch Tour Train departs daily from the Front Street Depot and ends at Mallory Square - one of Key West’s most famous spots. Throughout the tour, you’ll not only see the area’s well-known sights, you’ll also learn about the many residents, both past and present, that make the Conch Republic one of the world’s most unique places. See some of the spots Hemingway frequented and find out why Harry Truman spent so much time on the island. Listen to accounts of how pirates, indians and wreckers lived, fought and worked, giving Key West its extraordinary reputation.

    The historic Conch Tour Train tour is 75 minutes long making one full loop through Old Town Key West, includes three stops, and highlights marvelous sights, stories and entertainment.

    FREE admission to the Sails to Rails Museum included with ticket.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for 2-Day Conch Tour Train

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Save over $5.00
    Gate price Your price Qty
    Adult (ages 13+) $76.55 $70.72
    Child (ages 4-12) $41.90 $37.81

    Truman Little White House

    Ticket info /hours

    Visit Florida's only presidential museum & winter White House for this country's 33rd president, Harry S. Truman.

    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. Our history tellers relate a fascinating & personal glimpse of the most important man of his time.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for Truman Little White House

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Gate price Your price Qty
    Adult (ages 13+) $24.67 $21.44
    Child (ages 5-12) $10.75 $10.21

    Sails to Rails Museum

    Ticket info /hours

    Guests to the Sails to Rails Museum will journey through the Age of Sail, a time when tall ships plied the treacherous waters of the Caribbean, Gulf of Mexico and Florida Keys from the 1500's to early 1900's. These waters were once filled with treasure-laden Spanish Galleons, dreaded pirates, merchant ships and more as the New World made its riches known to all who sailed her waters.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for Sails to Rails Museum

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Gate price Your price Qty
    Adult (ages 13+) $10.75 $10.21
    Child (ages 4-12) $5.38 $5.11

    Key West Shipwreck Treasure Museum

    Ticket info /hours

    Discover the perils of the shipwrecking industry as you journey back in time to 1851. See how the rewards of this dangerous profession made Key West one of the richest cities in America. Artifacts as well as a 65-foot observation tower make the museum a unique experience. Experience the mesmerizing tale of the Isaac Allerton, one of the richest shipwrecks in the history of Key West. Many of the artifacts on display come from her watery grave. Learn about Asa Tift and other individuals who made their fortunes in the exciting and perilous world of wreck salvage.

    Then climb to the top of the lookout and imagine yourself spotting the wrecks of Spanish galleons and turn-of-the-century cargo ships like the wrecking captains of old. A top attraction in Key West for kids of all ages.

    Hours

    Daily
    9:00am - 4:30pm
    Closed the last Saturday in October for Fantasy Fest
    Tours departing at least every 30 minutes.

    Terms & Conditions for Key West Shipwreck Treasure Museum

    All tickets are non-refundable/non-returnable. We are unable to issue exchanges or refunds after a purchase has been made or for lost, stolen, damaged or destroyed tickets. Ticket package and prices are subject to change without notice.

    Gate price Your price Qty
    Adult (ages 13+) $18.26 $14.33
    Child (ages 4-12) $9.66 $9.18

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