Land

Key West

Florida

Featured Land in Key West

An eclectic artists community, Key West is the perfect spot to relax, and take-in South Florida vibes. Many of the top things to do in Key West involve the picturesque coastline. This includes sunset cruises, dolphin tours, and deep sea fishing excursions. Explore the exotic reefs while scuba diving, or simply stick to the shore for pristine beaches and some old-Florida culture. There is something for everyone in Key West and the Florida Keys.

Old Town Trolley Tours allows you to get off at any of its convenient stops. When you're ready, just re-board and it's on with the tour!
Find out where to dine, shop, and just relax and have a good time. The Old Town Trolley Tours are Key West's most comprehensive tours, covering over 100 points of interest. The guides have been extensively trained and are proud to share the history, lore, and legends of Key West. Don't miss out, book your spot today!

Old Town Trolley Tours Key West

Old Town Trolley Tours allows you to get off at any of its convenient stops. When you're ready, just re-board and it's...

I started to buy these tickets from Carnival Cruises but decided to look for them at a cheaper price and that when a came across Tripshock. After some research to make sure this company was legit, I called customer service with a few questions and then purchased the tickets online for about $15 less per ticket. The only problem I encountered was on Key West itself. The day we arrived the entire city was having internet and cellular issues so I could not pull the voucher up on my phone. After about 30 minutes trolley company somehow figured out how to see my confirmation and voucher numbers and I went on my merry way.

Found cheaper tickets

Good; fast, professional and true, thanks

Excellent

All drivers were very knowledgeable.  Trolley was very dependable when needed. Great way to experience Key West

Very dependable

Historic Tours of America Inc. Key West

Slow down and explore the best from Old Key West on a guided bicycle tour! This leisurely ride will teach you all about the history, architecture, and culture of America's southernmost city. This tour hits all the local hotspots, provides great photo opportunities, and includes a complimentary slice of Key Lime Pie at the end of your trip! Book this tour today!

Guided Old Town Bike Tour of Key West

Slow down and explore the best from Old Key West on a guided bicycle tour! This leisurely ride will teach you all about...

Lauren was great!! She was very knowledgeable and personable. We really enjoyed bike touring with her.

Lauren

A fantastic bike tour!! Barely feels like three hours and my daughter and I learned so much about Key West! Our tour guide, James, was fabulous and hilarious! Absolutely recommend!!

Best bike tour in the entire Key West!

James was an enthusiastic, knowledgeable, fun and enjoyable tour guide who filled us in on a lot of the history of Key West! Would highly recommend him!

Touring with James

Key Lime Bike Tours

Take a train ride through time and learn the legacy of Old Town from the Conch's themselves on this Hop On Hop Off Conch Tour Train in Key West. Be taken back in history where you'll discover the most famous sights. Your native tour guide will delight and enlighten you with interesting tales of yesteryears. All Aboard! It's time for you to learn about the magic and charm of Key West, get your seat on the Conch Tour Train today!

Hop On Hop Off Conch Tour Train Key West

Take a train ride through time and learn the legacy of Old Town from the Conch's themselves on this Hop On Hop Off Conch...

Traveler

This tour and our guide was awesome and I highly recommend it. However, we pre-booked our tickets and the lady at the desk was extremely rude, unprofessional and condescending. She took the gloss out of it and, quite frankly after a long journey to get there, annoyed us. Other than her, it was a great way to see the sights. Our guide saved the day.

Great tour to soak up the history

Great guides and wonderful fun for families!

Awesome family fun

Take a tipsy stroll through Key West's famous downtown and its boisterous bars. You will get to experience five different taverns that include Rick's, Durty Harry's, Flying Monkey, Hard Rock, Schooner Wharf, Waterfront Brewery & The Sand Bar. This tour also features your choice of cocktails, full color souvenir t-shirt, and a lifetime of memories! Book your Original Key West Pub Crawl today!

Original Key West Pub Crawl

Take a tipsy stroll through Key West's famous downtown and its boisterous bars. You will get to experience five...

We had a great time on the Pub Crawl in Key West. Our guide was amazing! I would absolutely recommend this tour. Thanks for a great evening!

Pub Crawl

Key West Promotions

Are you ready to experience one of the top 5 haunted places in America? If so, then look no further, this Bone Island Haunted Crawl and Ghost Tour in Key West will give you that spine-tingling adventure you have been searching for. Journey around Bone Island, Key West's original name, while sipping on some delicious drinks. Your crawl includes a guided tour, souvenir t-shirt, lots of spooky stories, and discounted drinks! Don't miss your chance to crawl, book this Bone Island Haunted Pub Crawl & Ghost Tour today!

Bone Island Haunted Pub Crawl & Ghost Tour

Are you ready to experience one of the top 5 haunted places in America? If so, then look no further, this Bone Island...

I have gone on MANY tours in my travels and this one was the worst.  Just save the $27.50 and buy yourself a T shirt. The tour starts off with a story about some chick who was hung, ElvirA, on a tree conveniently located inside of a bar they take you to and the only reason is so u can buy their drinks. Inside the bar is a skull which has a black baseball cap it and it is supposedly Elviras head. Hahaha. U could get that skull at a Halloween store.  Anyhow the tour guide was a dud and there was no enthusiasm or real interest in the story teller and her ability to relay a non scarry fictional event. The only way this tour would have been enjoyable is if the attendee was hammered and newly pardoned from a life sentence at Sing Sing.Sooo be prepared to buy drinks at any bar stop they take you to, no drinks are included in the tour and you will be better off doing your own bar crawl and using your own imagination in coming up with stories on your own which will be much more entertaining. Stay thirsty my friend..

LOL what a joke!

Are you looking for something to keep you on your toes, then join The Darkside of Key West Tour and explore the most haunted places in Key West, putting emphasis on the darker deeds of humanity and the ghosts that resulted from these evil actions. This walking tour explores all of the spookiest streets and locations of Key West. Do not be surprised if you need to sleep with the lights on afterwards. Reserve a spot today if you dare!

The Dark Side of Key West - Adults Only Ghost Tour

Are you looking for something to keep you on your toes, then join The Darkside of Key West Tour and explore the most...

Ghost City Tours

Seek out lost treasures with an admission ticket to the Key West Shipwreck Treasures Museum. Home to over 400 years of lost and now found artifacts, you can view these treasures as you learn their history. Enjoy a recreation of the famous early 19th Century salvaging tycoon Asa Tift's warehouse, which includes a 65-foot lookout tower. Great for everyone, book your Key West Shipwreck Treasures Museum Admission Ticket today!

Key West Shipwreck Treasures Museum Admission Ticket

Seek out lost treasures with an admission ticket to the Key West Shipwreck Treasures Museum. Home to over 400 years of...

We really enjoyed the Shipwreck Museum!  We'll tell our friends and be back on our next visit to the keys.

Discover the undersea world at the Key West Aquarium. The very first attraction in town is now twice its original size and home to some of the sea creatures that surround the Florida Keys. See a wide array of tropical fish, sea turtles, and moray eels. Take a closer look at the magical creatures that live under the sea. Great idea to entertain everyone. Book your ticket to the Key West Aquarium today!

Key West Aquarium Admission Ticket

Discover the undersea world at the Key West Aquarium. The very first attraction in town is now twice its original size...

My wife and I had to check out the museum so we gave it look.  We had a good time.  They also have a lot of helpful people there to guide you around.  A nice place to visit without spending too much.

Explore Key West with a drink in hand, taking a walk along the streets and through the famous sights while discovering its historic and haunted past. During this tour, you will stop at the island's most haunted pubs and restaurants. This is guaranteed to be a fun experience for you and your  family or group. This tour will reveal that not everything is so glamorous in paradise. Don't miss out, book NOW!

Key West Haunted Pub Crawl

Explore Key West with a drink in hand, taking a walk along the streets and through the famous sights while discovering...

If you are looking for a ghost tour for the whole family, look no further! This All Ages Ghosts of Key West Tour is perfect for those young and old. But, don't fret, it is still spooky enough for the adults. Walk along the famous streets and hear the history of why they are haunted from your professional tour guide. Journey down dark and narrow streets, see 19th century houses, and learn of the spirits who still haunt the area. This 90-minute walking tour explores all of the spookiest streets and locations of Key West. Don't be scared, reserve a spot today if you dare!

Key West - All Ages Ghosts of Key West Tour

If you are looking for a ghost tour for the whole family, look no further! This All Ages Ghosts of Key West Tour is...

Discover Florida's only presidential museum with an admission ticket to Truman's Little White House. Built on the waterfront of the harbor of Key West, in 1890, the Little White House has become a living museum dedicated to the preservation of a remarkable history. Named after the 33rd President of the United States, Harry S. Truman, the house served as a winter home, retreat, and place where many presidential meetings were held. Experience the charm and remarkable history that has captivated presidents and others for decades. Take a tour of Truman's Little White House. Book your spot today!

Truman's Little White House Admission Ticket

Discover Florida's only presidential museum with an admission ticket to Truman's Little White House. Built on the...

Being that I'm a big history guy, I really enjoyed this museum.  The presentations are worth listening too so stick around for them if you can.

Miami

Take a journey south to explore with this Key West Day Trip and Snorkeling Tour departing from either Miami or Ft. Lauderdale, your choice. Venture out on a comfortable state-of-the-art bus, you will cross 42 bridges and hop 32 islands to reach beautiful Key West. Cruise the tropical waters on a catamaran and snorkel the tropical reefs, then strike out on your own to discover what makes Key West such a unique and enchanting city. The magic of Key West is waiting for you, book your day trip today!

Key West Day Trip & Snorkeling Adventure

Take a journey south to explore with this Key West Day Trip and Snorkeling Tour departing from either Miami or Ft....

I was traveling with my 18 year old daughter recently and we were staying in South Beach Miami but wanted to experience Key West and snorkeling for the day so we booked a trip. We were a little bit nervous because we had no idea what to expect and the thought of a long bus ride was not my daughters idea of fun. However, this was one of our best life experiences ever! The bus was very comfortable- staff was awesome and we stopped in Key Largo for breakfast and the sight seeing along the way was incredible. Once in Key West we had a snorkeling trip booked through a company called Fury —- and let me tell you the staff was amazing  — and we have traveled all over the world and experienced snorkeling in many islands but this group was extra special!! Extremely helpful to all of their guests- extremely helpful with telling you where to go once you are in the water to see certain fish. My favorite moment .... seeing a 8 foot shark swim right beside me and the guide in the water told me to stay calm and enjoy the moment and that’s exactly what I did!!! And I am incredibly thankful for him!! It was the perfect experience and highly recommended. We will defiantly be back!

Excellent Day Trip to Key West from Miami !!

The trip felt longer than it really was.  Not good for anxious children who couldn't wait to go snorkeling.  I would not go again until my children grew up a little bit.  Otherwise, it was fun once we got there.

The trip was cool, you just have to remember it's around 4 hours to the keys from Miami. If you sit back and relax, take in the sights, it's not too bad. Snorkeling was fun. I always seem to have trouble getting my mask on and such, but the crew on the boat was very helpful. I'd recommend this tour to anyone looking to do something a little more adventurous while in the keys.

Gray Line Miami

Escape to a tropical paradise on this Key West Day Trip with Parasailing. Choose to depart from Miami or Fort Lauderdale and get the chance to journey through the streets of charming Key West, exploring around the local shops and restaurants. Be serenaded by the Caribbean rhythms, then climb aboard a quick boat ride and strap in for a high-flying parasailing adventure over the stunning waters of the Keys. Get whisked away to this aquamarine wonderland. Book your day trip to Key West today!

Key West Day Trip with Parasailing

Escape to a tropical paradise on this Key West Day Trip with Parasailing. Choose to depart from Miami or Fort Lauderdale...

Escape to a tropical paradise on this Day Trip to Key West from Miami or Ft. Lauderdale. Hop aboard your motorcoach and enjoy the scenic drive along the coast and over miles of wonderful bridges to the southernmost city of Key West. Get the chance to journey through the streets exploring all the local shops and restaurants. If it's the light Caribbean breeze you seek, then book your day trip to Key West now!

Key West Day Trip from Miami or Ft. Lauderdale

Escape to a tropical paradise on this Day Trip to Key West from Miami or Ft. Lauderdale. Hop aboard your motorcoach and...

It was very nice journey from Miami to keywest. I was unable to get the bus tour due to curfew in Miami during spring break but luckily I got booking in tripshock and it was worth to visit the Keywest. Tour guide is really awesome person. We booked dolphin watch and snorkel tour based on her suggestions and it was really amazing experience.

Awesome experience

Hop aboard a trolley for this bone-chilling Key West Ghosts and Gravestones Tour. Journey down dark and narrow streets, see 19th century houses, and learn of the spirits who still haunt the area. Muster the courage and enter the island's haunted Civil War fort, formerly home to soldiers left to perish from yellow fever. If you are looking to get spooked and maybe laugh a little too, this is the trolley ride for you! Book your spot today!

Ghosts and Gravestones Tour Key West

Hop aboard a trolley for this bone-chilling Key West Ghosts and Gravestones Tour. Journey down dark and narrow streets,...

Missed our original time and thankfully they were able to get us in the next tour. Got to see different areas of Key West and learn about them.

Ghosts tour

This is a cool little tour.  The guide was really into it and it made the trip a more exciting that other ghost tours we've been on.

The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as you take in the magic of the Florida Keys. After departing Key West, you'll travel up the Keys to explore the world-famous Bahia Honda State Park & walk on a historic railroad bridge, photograph endangered Key Deer on Big Pine Key, and search for alligators in the Blue Hole. This tour is a must-have for photographers, active couples, and wildlife enthusiasts alike.

Half Day Deer & Wildlife Tour from Key West

The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as...

Up The Keys

Pick out your grass skirt and your flower lei then set out on a fun-filled Tiki Bar Adventure. The only tour of its kind, this tour takes you from Key West, up the Keys, to visit three iconic Tiki Bars across the islands. A great way to cut loose for a day with your family and friends, book today and have the time of your life!

Tiki Bar Adventure

Pick out your grass skirt and your flower lei then set out on a fun-filled Tiki Bar Adventure. The only tour of its...

If you like margaritas and walking the streets of Key West, then this Jimmy Buffett Walking Tour is the one and only tour for you. Great if you're a Jimmy Buffett fan and want to see some of the places around Old Key West that inspired his music, where he played his first gig, and where he drank his drinks. See his recording studio and have the opportunity to visit the very first Margaritaville, in Mallory Square, and end your fun at Capt. Tony's Saloon. Get ready for an exciting adventure into what being a parrot head is all about. Don't waste away without booking today!

Jimmy Buffett Walking Tour

If you like margaritas and walking the streets of Key West, then this Jimmy Buffett Walking Tour is the one and only...

Hemingway in Key West Tours

If you love Ernest Hemingway and want to have a memorable time in Key West, then join in on this Ghosts of Hemingway Tour. On this walking tour, be taken to several of Ernest Hemingway's haunts around Old Town where he lived, worked, and played. While on the tour, hear incredible stories of history and lore about Hemingway and Key West! Book your tickets today!

Ghosts of Hemingway

If you love Ernest Hemingway and want to have a memorable time in Key West, then join in on this Ghosts of Hemingway...

Travel to visit the Dolphin Research Center and make exciting stops along the way on this full-day adventure. You will visit four unique islands, cross 23 bridges, and travel 58 miles up the Keys to have an incredible, up-close encounter with dolphins. Book today and visit Bahia State Park, the National Key Deer Refuge, and more!

Dolphin Research Center Adventure from Key West

Travel to visit the Dolphin Research Center and make exciting stops along the way on this full-day adventure. You will...

Experience the remarkable and historic Key West on foot while observing the sights and embracing the unique vibe of this island city. This Private Key West Walking Tour is completely customizable with several tour choices for you and your guests. You may choose an introductory Welcome to Key West Tour, a look into local art and culture on the History & Architecture Tour, a look at the local attractions with the Key West Attractions Tour, or The Everything Tour. Take in the beautiful scenery while learning about the city's distinct history and culture from a local tour guide. Your trip, your way! Book this completely customizable private walking tour today.

Private Key West Walking Tour

Experience the remarkable and historic Key West on foot while observing the sights and embracing the unique vibe of this...

Visit Aquarium Encounters and see the best the Keys has to offer on this full-day adventure with Up the Keys Tours. You'll see sharks and stingrays, visit four unique islands, and cross 23 bridges on this one-of-a-kind road trip from Key West to Marathon. Book today and visit Bahia State Park, the National Key Deer Refuge, and more, on this unforgettable trip by Up The Keys Tours.

Up the Keys Adventure to Aquarium Encounters

Visit Aquarium Encounters and see the best the Keys has to offer on this full-day adventure with Up the Keys Tours....

Take a step back in time and tour where the famous Ernest Hemingway once lived, worked, and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, and his first apartment in Key West where he finished writing “A Farewell to Arms”. Sample delicious foods and stop by one of Hemingway's favorite bars, Sloppy Joe's, and grab a refreshing drink to quench your thirst. If you are ready for an authentic tour like no other, book your spot on this Hemingway Food and Walking Tour today!

Hemingway Food and Walking Tour

Take a step back in time and tour where the famous Ernest Hemingway once lived, worked, and played, including where he...