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ShoreTrips logo Shore Excursions - City Tours - Day Activities

PRIVATE BIKING THE STREETS OF KEY WEST

Private for up to 2 (Not a per person rate) $220 USD
Private for up to 4 (Not a per person rate) $360 USD
Private for up to 6 (Not a per person rate) $507 USD
Private for up to 8 (Not a per person rate) $654 USD
Private for up to 10 (Not a per person rate) $800 USD
Private for up to 12 (Not a per person rate) $947 USD
*Selections and optional choices will be made during checkout

PRIVATE BIKING THE STREETS OF KEY WEST

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There is a special vibe to Key West. It is a relaxed and lazy city, but, on the other hand, it is vibrant and energetic. It is not difficult to find the perfect combination to see the city for what it is if you decide to bike. Upon arrival at the shop, you'll be fitted with the proper size bike. These are single-speed, beach cruiser-type bicycles with the backpedal brake. It may take a little practice remembering how we used to ride, but in no time you'll be up and biking with your basket of belongings in front and a bottle of water.

The shady streets and busy shopping areas are part of the scene. The highlights are many, including numerous beaches and bars. Among them are the Simonton Street Beach, the Green Parrot Bar, the Key West Cemetery, and Higgs Beach. You are on the southernmost point of the United States, just 90 miles north of Cuba, but no, you can't see Cuba, even on a clear day, unless you stopped in one of the bars before biking (not allowed!).

There are some interesting sights and special history here. The Customs House, which looks over Mallory Square, dates back to 1891 and has been faithfully restored. It is a 4-story architectural gem and originally home to the island's customs office, postal service, and the district courts. It is now "Old 91," a national landmark and headquarters of the Key West Art & Historical Society.

Many are not aware that Harry S. Truman used the island as the base of presidential operations during his 11 visits to Key West. Now you know, and will see the Presidential Gates of the Harry S. Truman Little White House that was originally the first officer's quarters on the submarine base naval station. It was built in 1890 and still stands today.

Almost everyone is aware that Ernest Hemingway lived here for awhile and his residence in on your route. Located at 907 Whitehead Street, it sits across from the Key West Lighthouse. Hemingway lived here from 1931 to 1939. He had favorite haunts here and one was Sloppy Joe's Bar. Founded in 1933, the bar was originally located on Greene Street during the Hemingway days. It has moved to the famous Duval Street, but those connections to Hemingway and dozens of other well-known visitors still remain. It is worth a visit, even if you aren't drinking.

Your ride will check off plenty of other highlights that you can return to later in the day. Dog Beach, Flagler Train Depot, and, of course, Jimmy Buffet's first house and his Margaritaville on Duval Street are on the agenda.

Your guide will end the ride with a true Key West treat, a slice of Key Lime pie from the best of the bakers in town. Now you can check that off your list as well.

  • This Tour Includes:
  • Single-speed, beach cruiser-style bike with helmet and basket
  • Dedicated biking guide
  • Bottle of water
  • Slice of Key Lime pie
  • Additional Languages Available
  • Japanese
  • *Possible upcharge at checkout for languages denoted with ($) symbol.

Days of Operation

Mon
Tue
Wed
Thu
Fri
Sat
Sun
Mon - yes
Tue - yes
Wed - yes
Thu - yes
Fri - yes
Sat - yes
Sun - yes

Departures (local time)

  • 8:30 AM (3 hrs)
  • 9:00 AM (3 hrs)
  • 10:00 AM (3 hrs)
  • 11:00 AM (3 hrs)

Transfer / Meeting Instructions

See Special Instructions Specific pick up or taxi instructions will appear on your voucher after you purchase your trip.

Special Instructions

• Please dress comfortably. Hats, sunscreen, and sunglasses are recommended.
• This is a moderate adventure bike ride on a cruiser-type bike.
• Depending on where your cruise ship docks you will have to walk approximately 5-10 minutes to the meeting point for this tour. One pier requires using a free shuttle. If you have questions contact ShoreTrips.

Restrictions

• This tour requires a minimum of 2 participants and can be delivered in groups up to 15. If you have more than 15 people, we can arrange multiple departures.
• You must be at least 10 years old to participate in this tour. Minors must be accompanied by an adult.
• Early morning rides are recommended as it avoids the hottest part of the day, although afternoons will be done at your request.