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Key West Shore Excursion: Hop-On Hop-Off Trolley Tour

84 Reviews 4.43 out of 5 stars Based on 84 reviews collected by City Sky Diving and TripAdvisor |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Key West, USA
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from $55.60 per person

Lowest Price Guarantee
Key West Shore Excursion: Hop-On Hop-Off Trolley Tour Image 1
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Key West Shore Excursion: Hop-On Hop-Off Trolley Tour Image 5
Don't miss out!
On average, this is booked 11 (1.4) days in advance.
1 hour 30 minutes (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. While you’re off your cruise ship, simply sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West during your limited time ashore.

What's Included

  • Two FREE Walking Tours Included
  • Narrated tour
  • Located taxes
  • Gratuities
  • Food and drinks
  • Port pickup and drop off
See 3 more

What To Expect

Old Town Trolley Tour of Key West

13 Stops | 4 Points of Interest


Duration: 1 hour 30 minutes


Operating Schedule: Tours depart from boarding locations approx. every 15-20 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10. Open Daily 9am-4:30pm. Last full tour departs at 4:30pm

401 Wall St

Stop #1: Mallory Square - Stop #1 is in front of the Sponge Market, next to the Key West Aquarium. Trolleys will pull up to the American flag, near the shark. Across the street is the Island Juice Bar.

801 Caroline St

Stop #2: Historic Waterfront/Mac’s Sea Garden - Stop #2 is on a service road between Margaret and William, running parallel with Caroline. Guests can wait inside Mac\'s Sea Garden Gift Shop and see the trolleys pull up.

150 Simonton St

Stop #3: Simonton & Green Streets - Stop #3 is on the corner of Simonton Row, in front of Diver's Direct, on the northwestern side of the street. There is a bench available for waiting guests. Across the street is Key West Aloe.

Duval St Parking

Stop #4: Duval Street/Crowne Plaza La Concha - Stop #4 is directly in front of the Crowne Plaza La Concha Hotel on the west side of Duval Street. The trolley will stop in front of the entrance doors to the hotel.

804 B

Stop #5: Bahama Village Market - Stop #5 is in front of the Bahama Village complex directly on the corner, on the western side of the street.

2476 N Roosevelt Blvd

Stop #6: Fairfield Inn - Stop #6 is located at the Fairfield Inn Hotel. The trolleys will stop in the central area of the parking lot.

3824 N Roosevelt Blvd

Stop #7: Roosevelt Station at Gates Hotel - Stop #7 is temporarily in front of the Gates Hotel.

3835 S Roosevelt Blvd

Stop #8: Best Western Key Ambassador - Stop #8 is located at the Best Western Key Ambassador Hotel. The trolley will stop in front of the office area. Guests can wait inside the lobby and see the trolleys arrive.

3501 S Roosevelt Blvd

Stop #9: East Martello Civil War Fort - Stop #9 is at the East Martello Fort and Museum. The fort is located in front of the Key West International Airport. Trolleys will pull in front of the Museum in the parking lot. Across the street is the Atlantic Ocean.

1500 Reynolds St

Stop #10: Casa Marina Resort & Beach House - Stop #10 is at the front doors of the Waldorf Astoria Casa Marina Hotel, railroad magnate Henry Flagler's showpiece. The trolley will pull into the parking lot, stopping in front of the doors.

513 South St

Stop #11: Southernmost Point Trolley Stop - Stop #11 is located at the Southernmost Point Gift Shop. Trolleys will stop directly in front of the store. Guests shop inside while waiting, or benches are available outside.

930 Duval St

Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.

626 Duval St

Stop #13: Angela Street Depot - Stop #13 is immediately on the northwestern corner where Angela meets Duval. Trolleys will stop on Angela Street, in front of the benches.

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap

Frequently Asked Questions (8)

Q: Can we begin the trolley tour at any stop?

A: Yes, you may hop on from any of the stops. Read more Nov 2024

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-5046PRTKEYOTT

Traveler Photos

Reviews

4.43
84 reviews

Average 4.43 out of 5 stars based on 84 traveler reviews collected by City Sky Diving and partner sites such as Cool Destinations and TripAdvisor

5 stars
54
4 stars
18
3 stars
7
2 stars
4
1 star
1
Don't miss out!
On average, this is booked 11 (1.4) days in advance.
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Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from City Sky Diving customers.

Filter by:

Q: Can we begin the trolley tour at any stop?
A:

Yes, you may hop on from any of the stops.

Nov 2024
Q: What is the cancellation policy for the Key West Shore Excursion: Hop-On Hop-Off Trolley Tour?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Two FREE Walking Tours Included.
  • Narrated tour.
  • Located taxes.
The following is NOT included:
  • Gratuities.
  • Food and drinks.
  • Port pickup and drop off.
Apr 2025
Q: What is the minimum age for this tour?
A:

The minimum age to participate is 4. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Key West Shore Excursion: Hop-On Hop-Off Trolley Tour is as follows:

  • Wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Shore Excursion: Hop-On Hop-Off Trolley Tour will be included in your confirmation email from City Sky Diving. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Two FREE Walking Tours Included
  • Narrated tour
  • Located taxes
  • Gratuities
  • Food and drinks
  • Port pickup and drop off

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Wheelchair accessible at the following locations:- Key West Welcome Center and Mallory Square

Report Product Issue

Activity name