All Key West Tours &amp; Excursions in 2026

Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar. The sun is shining bright, and the air is filled with the scent of salt and sunshine. As you approach the sandbar, the boat glides over shallow waters, revealing stretches of soft, white sand inviting you to explore. Once you anchor, the fun begins! You can jump off the boat and wade into the warm, shallow waters, where the gentle waves lap at your feet. The atmosphere is relaxed, with laughter and conversation floating through the air. Some folks might set up beach games, while others enjoy swimming or soaking in the sun. Time seems to slow down as you enjoy this little slice of paradise, surrounded by friends or newfound acquaintances. Whether you’re collecting seashells, taking a dip, or simply lounging in the sun, a sandbar trip on a tiki boat is a perfect blend of relaxation and adventure.

Key West Sandbar Safari on One of a Kind Tiki Boat

3 hours 30 minutesFree Cancellation

Spend a stunning afternoon soaking up the sights of the Gulf of Mexico, chilling out at a sandbar, and watching dolphins at the Florida Marine Sanctuary. With the help of a fun and informative crew, you’ll explore the Floridian sea while your guides tell you all about the area’s history and wildlife. Enjoy lunch as well as unlimited beer, wine, and mimosas on your trip—just remember to drink responsibly.

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

5 hoursFree Cancellation

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Key West Reef Morning Snorkeling with Breakfast and Mimosas

The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast to try your luck spotting dolphins, stingrays, turtles, and birds while you learn more about Key West’s waters than you ever would sailing along. Then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat.

Shark and Wildlife Viewing Adventure in Key West

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Explore the vibrant island of Key West with ease through our golf cart rentals. Perfect for couples, families & small groups, our 4 person golf carts are the ideal way to navigate the island's scenic roads without any hassles. Enjoy the convenience of gas included with your rental and flexible hourly or daily options, ensuring you can set your own pace for adventure. With a convenient downtown location and a fleet of new carts, your island exploration is just a ride away. - Key West's official golf cart rental company - Gas included to keep you cruising without extra costs - Convenient hourly and daily rental options available - Explore Key West's attractions like Duval Street, Southernmost Point and Smathers Beach easily

Key West Golf Cart Rentals Explore at Your Own Pace

3 hours to 3 daysFree Cancellation

Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres

Key West Conch Tour Train

1 hourFree Cancellation

Experience the best that Key West has to offer with this combination tour that includes a dolphin watch, snorkeling, and a view of the island’s famous sunset. Spot dolphins in their natural habitat in the Florida Keys National Marine Sanctuary and snorkel in the blue waters surrounding Key West during this family-friendly excursion. The tour departs from the Key West Historic Seaport at 201 William St, near South Beach on Duval Street.

Key West Dolphin and Snorkel Experience

Key West Half-Day Fishing Charter

5 hoursFree Cancellation

Key West Sunset Cruise: Dinner, Live Music & Drinks Included

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Pedal through the charming streets of Old Town Key West on a guided bike tour, perfect for first-timers exploring the island. Along the way, you’ll uncover its rich history and stop at iconic spots like Mallory Square, Mile Marker Zero, and the Southernmost Point Buoy. With morning and afternoon tour options, it’s easy to soak in panoramic ocean views and experience Key West at your own pace.

Guided Bike Tour of Old Town Key West

Key West Mangrove Kayak Eco Tour

Guided Clear Kayak Eco-Tour Near Key West

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.

The Hemingway Experience in Key West

4 hoursFree Cancellation

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

Key West Ghosts and Gravestones Trolley Tour

1 hourFree Cancellation

Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the docks into some of the most colorful neighborhoods in Key West, pausing to sample locally caught pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere.

Key West Historic Seaport Food & Walking Tour

The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of the tours. Definitely one of the most exciting things about your kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!

Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West

1 hour 15 minutesFree Cancellation

Key West Afternoon Reef Snorkeling with Open Bar

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

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

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Must-Dos in Key West

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What are people saying about Key West

Tammy_B, Oct 2026

The crew was exceptional...

The crew was exceptional and interacted with the group so well. There were plenty of dolphins to see going out and coming back in. The water was beautiful and so many islands, the food was excellent and plenty of time on the sand bar. Meet a lot of really nice people.

Key West Island Adventure Jet Ski Tour: Bring a Partner for Free

Harvard_D, Oct 2026

CEO Davis Group

I found the trip to be most pleasurable and the concerns for safety, acceptable, and presented in a very professional way would definitely recommend this organization to friends and family, though I was the last to come in was never left alone my wife and I felt very safe and after she got used to being on a jet ski, which was her first time your guides understood that patient and I do definitely feel that that made this trip pleasurable

Southernmost Food & Cultural Walking Tour by Key West Food Tours

Jane_L, Oct 2026

Food and walking Tour

Amazing a funny walking and eating tour . “Go go “ was our tour guide and was hilarious! The food stops were very very good - and I was full at the end of it . Our favourite “Kaya island eats “ Reggae Fish - omg ! It was amazing - we had to come back and order a whole one. Great experience thank you .

Key West Hop-On Hop-Off Trolley Tour

Tamilea_P, Oct 2026

Amazing

They hop on hop off trolley was amazing, i was able to visit so many of the attractions that I wanted to visit and the trolley made things so much easier not having to worry about parking or any of that, I was able to just enjoy the ride be entertained by the drivers. Louis was absolutely amazing and made us all laugh. I had him twice on my tour.. I most definitely will do this again if I come back to Key West in the near future and I will recommend it to all my friends and family.It just makes things so much easier getting around the island.

Key West Sandbar Safari on One of a Kind Tiki Boat

Christopher_H, Sept 2026

Must do Key West excursion

Dawson and Captain Brett were amazing. Definitely a must do excursion. Approximately a 40 minute boat ride to the sandbar. Sandbar was clean and perfect. Drinks steady flowing. About an hour and 45 minutes at the bar meeting and mingling with other parties on board. Must do. Thanks Brett and Dawson. Very fun, professional and safe.

Key West Half-Day Fishing Charter

Joanna_K, Sept 2026

Great experience with deep sea fishing

Amazing trip, with professional, knowledgeable, and very helpful crew. Everyone was great. I appreciate them all. However, I am grateful for Chase for being patient with explaining me things, and helping with my small experience. All this time was filled fully with working hard on catching a fish but also socializing with newly met people. This is an amazing time, where you can actually catch a fish, often descent size. I highly recommend that activity if you looking for something exciting, that brings joy and satisfaction. Beautiful ocean, lots of fish, fun time fishing, and the crew, always glad to assist you. I know I will be back there, just to do a fishing trip.

Key West Sandbar Charter With Kayak Tour: Includes Lunch & Drinks

Briana_O, Sept 2026

Exceptional

The kyack was great. Should bring water bottle. Most favorite was the sandbar. Beautiful water and sand. Water was warm and comfortable. Beverages were on point, great selection. Paddle boarding option was fun. Optimal experience. Sandbar tour is a must when coming to Key West!

Shark and Wildlife Viewing Adventure in Key West

Theresa_O, Sept 2026

Fun Excursion

Make sure you bring some sunscreen and dramamine if you get motion sickness. The captains of the vessel are outstanding and they make sure that everyone gets a chance to see the sharks and dolphins. If I could give them six out of five stars, I would. if you’re looking for a tranquil and fun wildlife tour this is it.

Key West Reef Morning Snorkeling with Breakfast and Mimosas

Joanne_L, Aug 2026

Accomodating

When I knew I couldn’t make it to my scheduled time, I contacted them hours before the trip if I can reschedule it to another time within the day. Gladly they accommodated my request. The trip boat trip was fun I get to see the blue ocean again after a long time. The staff discussed the do’s, don’t s and safety rules. Snorkeling equipments are provided. The reef we went to was just okay, not much to see so don’t expect a lot. I’m a freediver from Asia and our coral reefs there are beautiful, so I can really compare. Overall, the trip is worth it especially if you want to try something new.

Key West Signature Sunset Sail with Live Music, Open Bar & Food

Amy_F, May 2026

Fun excursion!

We had a great time! There is an upper deck that is open and a covered lower deck. There was plenty of food and drinks, full bar. The music is a DJ that played a variety of songs. There are 2 bathrooms. There is not a lot of seating. I would not bring kids since mostly adult atmosphere. For the low price we got our moneys worth!

Key West Sunset Sail with Live Music, Drinks and Appetizers

Douglas_P, May 2026

“Absolutely amazing...

“Absolutely amazing sunset trip! The boat was beautiful, the views were unforgettable, and the whole experience was relaxing from start to finish. The crew was friendly, professional, and made everyone feel welcome. Watching the sunset on the water was the highlight of our trip in Key West. Highly recommend this experience to anyone visiting!”