All Key West Tours &amp; Excursions in 2026 - page 12

Key West Conch and Hemingway Self-Guided Walk

2 hours to 2 hours 30 minutesFree Cancellation

from $10

Sails to Rails Museum (formerly Flagler Station Oversea Railway Historeum)

Sails to Rails Museum Admission

1 minute to 1 hourFree Cancellation

4.7

(10)

from $11

Dry Tortugas National Park Self-Guided Audio Tour

Explore an island paradise 70 miles west of Key West. Visit Fort Jefferson, a massive 19th-century coastal fort, and walk its brick walls while hearing stories about soldiers, prisoners, and shipwrecks. The tour even works on the ferry to this remote national park. Snorkel in clear blue water filled with coral, tropical fish, and sea turtles. Relax on sandy beaches and look for seabirds that nest only here. Stroll through the fort’s archways, climb to the top for ocean views, and learn how the fort defended the Gulf of Mexico. You choose what to do first—swim, explore the fort, or enjoy the beach. The tour works without internet, gives GPS directions for walking the site, and offers local tips you can keep forever. Download the tour, take the ferry or seaplane, and explore this unique national park at your own pace—where history, nature, and crystal-clear waters meet. *Download the Shaka Guide app to access the purchased tours*

Dry Tortugas National Park Self-Guided Audio Tour

7 to 8 hoursFree Cancellation

4.0

from $13

Key West is famous as mainland America’s Caribbean resort town. Here, time slows down as the island vibes take over. But, as you’ll soon find out on this walking tour, there’s more to this island than umbrella drinks and warm breezes. On this tour, travel writer and tour guide Gregg Squeglia will share stories of some of the island’s more famous residents and some lesser-known tales that have given Key West its unique place in American culture and history. He'll tell you about Key West’s incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships along the Great Florida Reef to the hilarious creation of the ‘Conch Republic’. You’ll also find out how, soon after its creation, this micro-state declared war on the United States for a full minute. On this self-paced tour, you’ll also visit the island’s major landmarks and lesser-known treasures.

An Audio Guide of Key West’s Journey From Village to Micro State

An Audio Guide of Key West’s Journey From Village to Micro State

2 hours to 2 hours 30 minutesFree Cancellation

4.0

Spend the day discovering Key West’s attraction on land and below the water during this exciting day of activities. You’ll first hop aboard a boat for a breakfast sail, complete with draft beer and mimosas. Snorkel down to the coral reefs then return to land where you can enjoy a full day riding the Conch Train. You’ll also have time to visit the Key West Aquarium and the Sails and Rails Museum at your leisure.

from $12

Key West: Morning Snorkeling Breakfast & Drinks, Conch Train

Key West: Morning Snorkeling Breakfast & Drinks, Conch Train

5 to 8 hoursFree Cancellation

3.5

from $100

Key West: Fun Full Day Beach Pass Watersports and Activities

Get acquainted with Key West’s largest public beach with this full day Smathers Beach pass. Consider this sandy shoreline your watersports playground that’ll keep you smiling under the sun all day long. Receive access to multiple watersport activities including kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. You’ll also have the opportunity to take to the skies on a parasailing adventure.

Key West: Fun Full Day Beach Pass Watersports and Activities

8 hoursFree Cancellation

What makes our e-bike rental truly unique is the combination of easy-to-ride electric bikes and a built-in GPS guided tour experience. While most rentals simply give you an e- bike, our e-bikes can guide you through Key West with an interactive talking GPS tour that leads you to more than 30 historic landmarks and must-see locations around the island. As you ride, the e-bike shares entertaining stories and history through its Bluetooth speaker, turning your ride into a fun and informative adventure. On top of that, our local team provides insider recommendations on the best scenic routes, photo spots, beaches, and hidden gems around the island. Instead of just renting an e-bike, you’ll get a complete Key West exploration experience designed to help you see more, learn more, and have more fun during your visit.

from $100

Likely to Sell Out

4 to 8 hoursFree Cancellation

E-bike GPS Guided Rental

4.0

Pontoon Boat Rental with Slides from Key West

from $58

4 to 8 hoursFree Cancellation

from $1,100

We make your first dive unforgettable with small groups, expert PADI instructors, and the best gear on the market - SCUBAPRO. We start you off in the pool to help build confidence and to shake the rust off. Then you will head to our air conditioned facility in downtown Key West. After a quick check-in process you’ll board our custom built dive boat, The Phoenix, conveniently docked across the street behind the Hyatt Centric Hotel. Safe, fun, eco-friendly, and outfitted with premium equipment, we can’t wait to get you back in the water!

PADI Refresher Course

1.0

The Florida Keys are one of the best places in the US to fish, with yellowtail, snapper, tarpon, grouper, barracuda, and sharks just waiting to be caught. Prebook this Florida Keys Marathon Inshore Fishing Charter Experience and go with a guide who knows exactly where to fish to have the best time on the water. You can book this experience for two to four people in a variety of different duration times.

from $269

Marathon Inshore Fishing Charter

4 to 8 hoursFree Cancellation

from $725

Sail from Key West Bight aboard Papa’s Cat, a 48-ft catamaran inspired by Hemingway’s island spirit. Dive vibrant reefs, drift over sugar-white sandbars, and sip fresh coconuts as you soak up the sun. With snorkel gear, towels, sunscreen, Cuban sliders, and Key West pink shrimp included, this private four-hour charter for up to 10 guests captures the easygoing magic of Key West—equal parts exploration and relaxation.

Snorkeling and Catamaran Adventure in Key West

Snorkeling and Catamaran Adventure in Key West

Our 4-passenger golf cart rentals are the perfect blend of convenience, fun, and flexibility for exploring Key West. With a smaller footprint than larger carts, these vehicles are easy to maneuver through Old Town’s charming streets and tight parking areas, making them ideal for couples or small groups who want to move around the island quickly and effortlessly. What truly sets Fun Rentals apart is our focus on quality equipment and local expertise. Our modern, street-legal carts are comfortable, reliable, and designed for smooth island cruising. Our friendly team also provides insider tips on the best scenic routes, hidden local gems, and must-see attractions so you can make the most of your Key West adventure. You’ll be able to cruise famous spots like Duval Street, visit the sunset celebration at Mallory Square, and stop for photos at the Southernmost Point Buoy — relaxed, all at your own pace!

from $124

Four Passenger Cart Rental

1 to 7 daysFree Cancellation

Marathon: Historic 7-Mile Bridge Sunset Cruise

from $165

1 hour 30 minutesFree Cancellation

4.8

(57)

from $125

A Snorkel Tour with a Twist of History, Marathon, Florida Keys

Experience premier snorkeling in the Florida Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set off on a scenic excursion past Marathon’s iconic landmarks while we share fascinating stories of the Keys’ historic past. Then, explore vibrant reefs teeming with marine life, or simply relax on the water and take in the views. Even if you’re less adventurous or prefer to stay dry, there’s plenty to enjoy—this is a tour that truly lets everyone in your group experience the magic of the Keys. This unique adventure is quickly becoming a Florida Keys tradition for visitors who want history, scenery, and unforgettable snorkeling.

A Snorkel Tour with a Twist of History, Marathon, Florida Keys

3 hoursFree Cancellation

Embark on an eerie adventure through Key West's Old Town in a cozy pedicab, where the island's haunted past comes to life. As we roll through the narrow, historic streets, you'll hear chilling tales of ghostly encounters, from restless spirits who never left to eerie legends passed down through generations. We’ll pass by the famous haunted landmarks, including the Key West Cemetery, where some say the dead still walk at night, and the eerie corners of Old Town, known for their strange, unexplainable occurrences. With the breeze in your hair and the moonlight casting long shadows, prepare for a spine-tingling ride into the heart of Key West’s most mysterious and supernatural stories. Buckle up, it's going to be a night you won't forget!

from $70

Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

Key West After Dark, Ghost, Santeria & Voodoo Pedicab Tour

1 hour 30 minutesFree Cancellation

(6)

from $180

A Sunset Cruise with a Twist aboard the Island Pearl Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set out on a relaxing evening cruise through the heart of Marathon as we share the rich history surrounding the Seven Mile Bridge, Pigeon Key, and other landmarks that shaped the Middle Keys, with relaxing island music to enhance the vibe. Bring your favorite beverage and toast the day as the sky glows with color over the island waters. There’s even a chance you’ll spot playful dolphins along the way! Whether you’re soaking in the history, the views, or just the laid-back Keys atmosphere, this cruise offers something special for everyone on board. This one-of-a-kind experience is quickly becoming a Florida Keys tradition for visitors who want to end their day with scenery, storytelling, and a truly memorable time on the water.

Sunset, History, Eco Tour, Marathon FL

Our US Coast Guard licensed captains have decades of combined excursion experience in the Middle Keys and look forward to sharing our lovely paradise with you! Your captain will provide all the tips to have you exploring our local sea-life in no time. We hold ourselves to a high standard and run a quality operation. With your enjoyment in mind, our boats are clean and comfortable offering multiple seating options, and maintained regularly. After your 2 hour excursion, you’ll fall in love with the Keys! Florida Mom owned, voted Best in Marathon 2023, 2024

from $70

Marathon: Local Sandbar Escape

Book your private transfer from Key West Int Airport (EYW) to Key West hotels and return. Avoid the hassle of waiting in long taxis or shared shuttle queues and use our private, door-to-door airport transfer. Your driver will be waiting for you at the scheduled time, and you can travel comfortably to your destination. Our transfers will provide you with such services: meeting with a name plate, door-to-door delivery, no hidden fees, clean cars and professional drivers, which will make your trip more comfortable and safe. We guarantee the quality of the services provided.

(4)

from $119

Key West Airport (EYW) to Key West - Round-Trip Private Transfer

Key West Airport (EYW) to Key West - Round-Trip Private Transfer

50 minutesFree Cancellation

from $306

Price varies by group size

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.

Marathon Backcountry Fishing Charter

from $667

Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let's make every day an adventure!

A Spectacular Bar Crawl in Key West

1 hour 30 minutesFree Cancellation

from $15

Tiki Party Boat with Slide from Key West

Set sail for adventure with our Tiki Party Boat rental, cruising the breathtaking waters! Whether you're soaking up the sun, spotting local marine life, or enjoying refreshing drinks on deck, our 14-passenger tiki boat is the perfect way to experience paradise. Complete with bar top and chairs, take your party to the sea! Want a stress-free day? Hire a captain and let them handle the navigation while you focus on fun. Book now and turn your day on the water into a true paradise escape!

Tiki Party Boat with Slide from Key West

from $775

Drift into tranquility on this private 2-Hour Sunset Tiki Cruise and witness the stunning sunset over the Florida Keys. Glide across crystal-blue waters as the sky transforms into a vibrant canvas of colors, providing an unforgettable backdrop for your evening. Bring your favorite beverages to toast the day's end in a romantic and relaxing atmosphere. Capture unique photo opportunities with breathtaking reflections in the water, making this experience perfect for couples or anyone looking to unwind after a day of exploration. - Enjoy a serene 2-hour cruise on the tranquil waters of the Florida Keys - Front-row seat to a spectacular sunset with unobstructed views - Bring your own beverages for a personal touch during the cruise - Perfect for couples or those seeking a relaxing escape after sightseeing

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

(3)

from $599

Marathon Reef Fishing Charters

(17)

from $1,100

Private Boudoir Photoshoot in Studio Key West

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

from $850

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Christian_O, Jun 2026

Awesome would highly recommend

Eric and Benny did an amazing job keeping everyone safe while still making sure we had a great time. My girlfriend and I booked a tour, and it ended up being one of the highlights of our trip. We had the time of our lives and would absolutely do it again. One piece of advice: make sure you listen carefully to the safety instructions. The guides may come across a little firm at times, but it’s only to make sure everyone is paying attention and staying safe on the water. Their focus on safety allowed us to relax and enjoy the experience knowing we were in good hands. Highly recommend!

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

Tracey_V, Jun 2026

Good Vibes

Great crew our captain was Logan, clean boat. They provided a vegetarian option for lunch along with fresh fruit and a veggie tray which was a huge plus! It was nice to have different activities to do throughout the day like paddle boarding, kayaking, snorkeling at the sandbar. We saw three dolphins on our tour. Thank you

Guided Night Kayak Adventure Tour in Luminous Lagoon

Shareena_M, Jun 2026

Great experience .

Our experience was GREAT! Our tour guide, Gianni, was informative, personable, and made the entire tour enjoyable from start to finish. We booked the 8 PM tour, so there was still a little daylight when we started, but the sun quickly set and the clear-bottom kayaks took the experience to a whole different level. This tour happened during my husband’s and my 20th anniversary trip, and to our surprise, we ended up with a private tour because the other guests didn’t show. It worked out perfectly! We got to see a variety of wildlife, navigate through the mangroves, and really take in the beauty of the area. The mangroves were especially fun to paddle through, and overall it was an amazing experience. My husband and I are experienced kayakers, so we were able to jump right in and get going, but I think beginners would enjoy it as well. KNOW BEFORE YOU GO: * Apply bug spray! It’s the South, and the mosquitoes are definitely out there. * Wear water shoes and clothes you don’t mind getting a little wet. * Bring a waterproof phone case or dry bag. * Our tour guide had a headlamp, but I honestly wish I had brought my own, so if you have one, toss it in your bag. The full 90-minute tour never felt rushed, and we had plenty of time to enjoy the scenery and wildlife. If you’re looking for a unique and memorable experience, I highly recommend.

Half-Day Trip from Key West with Kayaking, Snorkeling & Sunset

joycelyn_k, Jun 2026

Worth it

The whole team ( Danni, Mary and .... a very nice guy also whose name is escaping me ) were very fun and provided lots of education on the history of key west and waterline, they made sure everyone was well taken care of and having the best time possible. The tide was low so kayaking was pivoted from the mangroves to the flats which was in my opinion way cooler cause we got to see and hold a TON of creatures including conch, sea urchin, star fish, sea cucumber, serpent starfish, and I can't even recall the rest... Dani is fearless exploring the waters and so fun. It felt like an adventure. The sunset cruise back was beautiful and relaxing. Everyone on the boat got to know each other taking photos and conversations. It was very laid back vibes and I attribute that to the staff leading the way. Would do again!

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

Jo_B, May 2026

Worth it!!

We had a great time!! Awesome music, drinks and appetizers!! Sunset was beautiful!!! Don't forget to tip as they mates on the boat definitely will run for you... our girl was up and down the steps many times refilling drinks, she didn't miss a beat!! And tip the dj too... he kept it very lively!!!

Key West Half-Day Fishing Charter

Brenna_C, May 2026

An amazing trip, even for non- fishing girlies

My family and I had the most amazing time on this charter! We aren’t really people who fish, but wanted to celebrate my dad’s retirement with something he enjoys. The crew was so funny and friendly, the air conditioned galley was perfect to escape to, and they had a nice selection in the bar! We stopped at a few locations, and while we caught o my a few fish, we would totally do this trip again, and recommend it to anyone!

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

Robyn_S, Apr 2026

The crew was courteous &...

The crew was courteous & fun - ready to go from the start! Easy to get a drink and plenty of hors d'oeuvres brought around. The performer (Mike's Acoustic Tunes) sounded great and interacted well with everyone on the boat. This sunset experience was well worth it!

Key West Ultimate Watersports Adventure with Snorkeling Upgrade

Elizabeth_B, Apr 2026

Excellent

The half day option is fantastic with kids. Our 13 and 7 year old loved the adventures available. If you’re a lover of water and adventure/adrenaline, this is a great option to do it all. Families with kids who aren’t open to risk might feel it’s not worth the cost. My brave kids loved parasailing, banana boat and inflatable adventure course - I got to head out on the jet ski on my own and the crew entertained them with care. Bring cash to pay for the parasailing photos, totally worth it!!

Key West Sandbar Safari on One of a Kind Tiki Boat

Erin_D, Apr 2026

10/10 Highly Recommend

This tiki cruise was amazing! Drinks included, delicious! A small snack at the end, great! Joe and Grace were amazing! The water was crystal blue, it was slightly over cast.. for a short bit, but I for sure got crispy 🤣 My husband and I are taking or honeymoon here and this experience was soooo cool and just relaxing. We had a GREAT time!