• Customer Service (866) 945-7917
  • Lowest Price Guaranteed - If you find a better price anywhere we'll match it!
  • Sat, Jun 14 2025
Key West Vacation
(866) 945-7917 Toll Free 24/7 - Se habla Español
  • Things To Do
  • Travel Guide
    • About Key West
    • Cruise Ships
    • Key West Beaches
    • Key West Restaurants
    • Spas in Key West
    • Weddings in Key West
    • Festivals and Events
  • Top 10 Key West
  • Rentals
    • Boat Rentals
    • Electric Car Rentals
    • Scooter Rentals
  • Blog
  1. Home
  2. Things To Do In Key West
  3. Key West Land Tours And Sightseeing

Key West Land Tours And Sightseeing

Key West Land Tours And Sightseeing
Key West Land Tours And Sightseeing

Of course if you are planning a trip to the vacation paradise of Key West, you probably are anticipating enjoying some fun aquatic activities in the marvelous waters that surround the isle. Key West has much more to offer visitors than snorkeling, fishing, sailing, and scuba diving. Key West has enjoyed a long and storied history. Join our knowledgeable local guides for a guided sightseeing tour of this charming island hamlet.

You can ride the Conch Train, a Key West institution for over half a century. One of the most popular attractions on Key West, this replica train is a tribute to the railroad constructed by Henry Flagler a century ago. The rail line built by Flagler brought industry, commerce, and tourism to this remote island. The conch train is a charming family-friendly reminder of a simpler time.

Another nostalgic method of touring the historic landmarks of this charming island is the Old Town Trolley. This trolley makes the rounds of Old Town while a knowledgeable guide recounts fascinating tales of this island. You will listen to the intriguing stories of nefarious pirates, opportunistic ship wreckers, secretive smugglers, and indigenous people with fascinating traditions.

Key West has also hosted a number of famous people. President Harry Truman spent winters on this island getaway while in office. Thomas Edison resided in Key West while doing research for the United States Navy. You will be told about these famous men, as well a former resident who is most closely associated with Key West, the writer Ernest Hemingway.

Key West Land Tours And Sightseeing
Conch Tour Train
Conch Tour Train

The Conch Train will transport you back in time to witness and learn about Key Wests storied past; you will be intrigued by Native American culture, tales of the railroad, and famous former residents like the writer, Ernest Hemingway, or President Harry Truman.

Times vary click More Info button for departure times

Click More Info button for pricing information

Best Price

$3495
More Info Book Now »
Conch Tour Train
Conch Tour Train
Historic Key West Walking Tour
Historic Key West Walking Tour

Stroll along the lovely boulevards of this historic island with our friendly and knowledgeable staff on a guided walking tour. This is an excellent way to learn about the history of Key West while enjoying the perfect sub-tropical weather.

09:30 AM

Click More Info button for pricing information

Best Price

$1800
More Info Book Now »
Historic Key West Walking Tour
Historic Key West Walking Tour
Old Town Trolley
Old Town Trolley

Enjoy a narrated journey through the Old Town quarter of Key West on our old-fashioned to learn about the legendary stories of Key West, Florida. This sightseeing excursion will visit the most interesting landmarks and historical spots on this amazing isle.

09:00 AM

Click More Info button for pricing information

Best Price

$4495
More Info Book Now »
Old Town Trolley
Old Town Trolley

Call (866) 945-7917 now for help finding Things to do in Key West.

Currently being looked at by others
Jet Ski Island Tour

Jet Ski Island Tour

If you are looking for a heart-pumping adventure into the back country waters of Key West, join us for this thrilling jest ski expedition. This guided tour makes plenty of stops for sightseeing, some drinks at a coastal cantina, swimming or nature observation of local species like dolphins, marine turtles, and sea birds.

MORE INFO

Book With Confidence

  • Top Quality Tours
  • Low Prices Guaranteed
  • 100% Secure Bookings
  • No Booking Fees
  • No "COUPON" Required

Things To Do

  • Airplane and Helicopter Tours
  • Beach Day Key West
  • Biking and Walking Tours
  • Boat Rentals
  • Deep Sea Fishing
  • Dinner Cruises
  • Dive in a Day
  • Do It All Tours
  • Dolphin Tours
  • Dry Tortugas
  • Eco Tours
  • Electric Car Rentals
  • Flats Fishing
  • Ghost Tours
  • Glassbottom Boat Tours
  • Holidays & Special Events
  • Jet Ski Tours
  • Kayaking Tours
  • Land and Sightseeing Tours
  • Light Tackle Fishing
  • Miami to Key West Tours
  • Old Town Attractions
  • Parasailing
  • Sailing Tours
  • Scooter Rentals
  • Scuba Diving
  • Scuba Instruction
  • Shared Fishing Charters
  • Shark Adventures
  • Snorkeling Tours
  • Snuba Diving Tours
  • Speedboat Tours
  • Sunset Cruises

For reservations book online or contact us at (866) 945-7917 for more information

  • COPYRIGHT © 2025
  • Key West Vacation
Site Policies
  • Cancellation Policy
  • Terms and Conditions
  • Privacy Policy
  • Blog

Click Below For Reservations

  • UNITED STATES(866) 945-7917

Price Match Guarantee

Found a better price online? We'll Price Match It.

WE WON'T BE BEAT ON PRICE!

In fact, our prices are up to 56% Cheaper*

Key West Vacation is the #1 Tour and Activity Concierge in Key West

To prove it we are matching all online pricing on the tours we offer.

For price matching call

(866) 945-7917

*Current prices are 30% cheaper than cruise lines!