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

Key West Scavenger Hunt Adventure Mobile Experience

3.9

(8)

Free Cancellation
3 hours

from $49

Sails to Rails Museum Admission

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

4.7

(10)

Free Cancellation
1 minute to 1 hour

from $11

Step into the free-spirited heart of the Florida Keys with the Key West Conch and Hemingway Walk, a self-guided journey through an island shaped by writers, wreckers, and working-class dreamers.

Explore the vibrant spirit of the Florida Keys with the Key West Conch and Hemingway Walk. This self-guided adventure immerses you in the rich tapestry of island life where writers like Ernest Hemingway and Tennessee Williams found their muse. Navigate through charming streets, lively bars, and historic neighborhoods that showcase the unique blend of Caribbean, Cuban, and Conch cultures. As you stroll at your own pace, engaging audio narratives reveal tales of resilience, creativity, and community that define this iconic island. Discover the essence of Key West, where every corner invites you to pause, reflect, and connect with its storied past.

Key West Conch and Hemingway Self-Guided Walk

Free Cancellation
2 hours to 2 hours 30 minutes

from $10

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour where you'll uncover the secrets of legendary figures, millionaires, and families. As you stroll among crumbling graves, spot descendants of Cuban cockfighting roosters and sun-bleached iguanas. Hear stories of the 1846 hurricane, the Freemasons, and the USS Maine Memorial, whose victims' deaths sparked the Spanish-American War. The 75-minute tour starts at the main entrance, passing through the Jewish B'Nai Zion Cemetery, where you'll learn to decipher gravestone symbols.

A Self Guided Key West Cemetery Tour

(2)

Free Cancellation
1 hour 15 minutes to 1 hour 30 minutes

from $30

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

Free Cancellation
4 hours

from $124

This sunset cruise offers a serene escape as you glide across calm turquoise waters during golden hour. Unlike a standard boat ride, you’ll enjoy the perfect blend of sea breeze, gentle music, and breathtaking views of the Florida Keys sky transforming into a vibrant masterpiece. It’s more than transportation—it’s a front-row seat to nature’s nightly show, creating a truly memorable experience.

1.0

Sunset Cruise in the Florida Keys

Free Cancellation
2 hours

from $65

Explore Cayo Hueso’s Oldest House in South Florida & Key West original location.

Ghost Tours of Cayo Hueso

Free Cancellation
1 hour 15 minutes

from $40

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!

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

(5)

Free Cancellation
1 hour 30 minutes

from $180

The 21' Hurricane Sundeck is the perfect blend of comfort, versatility, and performance, making it a top choice for adventurers and families alike. Whether you’re fishing, snorkeling, or cruising, this boat delivers an exceptional experience on the water. Why It Stands Out: Smooth & Safe Ride: Handles well in all conditions for a worry-free outing. Versatile Design: Ideal for fishing trips, family adventures, or group excursions. Premium Features: Includes a Bimini top for shade, live well, rod holders, swim ladder, spacious deck, and comfortable seating. Perfect Size: 21 feet long with capacity for up to 10 passengers—room for everyone without sacrificing maneuverability. Adventure Ready: Great for sandbar hopping, snorkeling, or simply relaxing in style.

21' Hurricane Sundeck Boat Rental

Free Cancellation
1 day

from $300

Escape the crowded Key West tourist boats on this exclusive, private snorkeling charter tailored entirely for your group (up to 6 guests). Discover the true magic of the Florida Keys with a USCG-certified captain leading the way Unlike crowded snorkel boats, ours gives you freedom, space, and comfort to explore at your own pace. Glide through crystal-clear waters as schools of tropical fish shimmer around you, spot graceful rays, and watch for sea turtles surfacing nearby. The reefs off Key West are home to a kaleidoscope of colors—corals, sponges, and fascinating sea creatures that create a one-of-a-kind underwater landscape. For many, the highlight is discovering secluded spots where it feels like you have the ocean to yourselves. With personalized service, flexible itineraries, and the expertise of local captains, this is more than just a snorkeling trip—it’s an exclusive Key West adventure tailored entirely to you.

Key West Private Charter: Tailored Snorkeling & Reef Adventure

Free Cancellation
4 hours

from $1,195

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

143

Free Cancellation
2 hours

from $70

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.

Key West: Morning Snorkeling Breakfast & Drinks, Conch Train

Free Cancellation
5 to 8 hours

from $100

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.

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

Free Cancellation
50 minutes

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

Free Cancellation
4 hours

from $667

Join us aboard Schooner America 2.0 in Key West for a fun night time experience. During this night cruise in Key West, guests can enjoy unobstructed views of the sweeping night sky and a fun adventure in Key West at night. Please note there are different options for this experience. Select departures will have live narration from a seasoned local astronomer, or a local guide sharing nautical superstitions with Key West's most famous ghost stores. Select options accordingly at check-out.

Likely to Sell Out

Key West Night Cruise aboard Schooner America 2.0

(5)

Free Cancellation
1 hour 45 minutes

from $84

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.

Marathon Inshore Fishing Charter

Free Cancellation
4 to 8 hours

from $725

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

Free Cancellation
8 hours

from $100

Pontoon Boat Rental with Slides from Key West

Free Cancellation
4 to 8 hours

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!

Private Offshore Fishing on Sanctuary – 47 ft Hatteras Experience the thrill of offshore fishing in Key West aboard Sanctuary, our 47 ft Hatteras. Led by an expert Captain and mate, we’ll take you to the best deep-sea fishing spots for an unforgettable adventure. Target Top Game Fish: Reel in mahi-mahi, king mackerel, sailfish, tuna, and more using trolling and bottom fishing techniques. Tailored to You: Whether you're a seasoned angler or a beginner, we customize each trip to match your skill level. Choose from half-day (4 hours), full-day, or multi-day charters. Comfort & Safety: Enjoy spacious decks, premium gear, a clean restroom, and all essential safety equipment for a smooth trip. Book your private offshore fishing adventure today!

647

PADI Refresher Course

Free Cancellation
4 hours

from $269

Key West Sportfishing Experience 4 Hours 47 Hatteras-Sanctuary

420

Free Cancellation
4 hours

from $1,050

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the only way to get there is by boat. Skip the crowded “cattle boats” packed with tourists and treat yourself to a private experience instead. With Casual Monday Charters, you’ll have the boat to yourself, a flexible itinerary, and the chance to explore the reef at your own pace. No elbow-to-elbow crowds, no noise—just you, your crew, and the stunning waters of Key West. Whether it’s snorkeling vibrant coral gardens, spotting dolphins on the ride out, or relaxing at a sandbar with friends, Captain Zak will craft a trip that feels like your perfect day on the water.

Luxury Sandbar and Snorkeling trip in Key West

Free Cancellation
4 hours

from $1,200

Maximize your time on the water with the ultimate Full Day Adventure, a premier 8-hour experience designed for groups of up to six people. This excursion offers the perfect balance of sport and serenity; start your day offshore as you battle world-class fish, then transition to the breathtaking, preserved coral reefs of the Florida Keys. There, you’ll have the rare opportunity to swim alongside hundreds of tropical fish species, graceful sea turtles, and even reef sharks in their natural habitat. Whether you’re a die-hard angler or a nature enthusiast, this comprehensive journey provides an unforgettable connection to the ocean that you simply can't find on a standard tour.

Fishing and Snorkeling Combo

Free Cancellation
8 hours

from $1,150

Embark on a lively 1.5-hour Tiki Fun Cruise through the stunning Florida Keys. Glide over crystal-clear waters on an authentic tiki bar boat, where you can savor your favorite drinks while soaking up the sun. Keep your eyes peeled for dolphins, sea turtles, and vibrant seabirds as your knowledgeable captain shares insider secrets and local history of the Keys. Choose between a picturesque scenic harbor cruise or a refreshing swim stop at a beautiful sandy beach. This tour promises to be a memorable highlight of your Florida adventure. - 1.5-hour cruise on a unique tiki bar boat - Spot dolphins, turtles, and seabirds in their natural habitat - Learn local history and fun facts from your captain - Choose between a scenic cruise or a swim stop at the beach

Florida Keys Tiki Boat Tour Adventure

Free Cancellation
2 hours

from $85

Snorkeling in the Florida Keys

Free Cancellation
3 hours

from $80

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Top Attractions in Key West

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Attractions

What are people saying about Key West

Key West Sandbar Safari on One of a Kind Tiki Boat

Lee_A, Mar 2026

We had an excellent time...

We had an excellent time on the Key West Sandbar Safari with One of a Kind Tiki Boat! Everything was well organized, the atmosphere was fun and relaxing, and the crew made the experience even better. The sandbar was beautiful and the whole trip felt like a perfect slice of island life. Highly recommend for anyone looking to enjoy Key West in a unique and memorable way!

Shark and Wildlife Viewing Adventure in Key West

Margaret_M, Mar 2026

Book Early because it’s worth it!

Great experience getting to see the sharks feed and interact with each other. The Guides were very informative and experienced. The boat was perfect to give everyone a chance to see everything. Saw over 15 Lemon Sharks and some Bottlenose Dolphins on the way back to the dock. DO IT!

All-Inclusive Sandbar Safari with Dolphin Playground Encounter

James_S, Mar 2026

Great experience!

My husband and I had such a great time on this excursion! It was pretty windy the day we went but it didn’t bother us one bit. The captain and crew were extremely attentive. The one mate even came into the water several times, refilling our drinks, which was such a perk! The food that they offered onboard was great as well and lastly, we got to see a pod of dolphins, which the crew shared plenty of fascinating info regarding the dolphins. Definitely booking again on our next visit to Key West!

Key West Mangrove Kayak Eco Tour

Deb_C, Mar 2026

Great trip! We had...

Great trip! We had perfect weather conditions and a fantastic guide. Jan was fun, friendly and very knowledgeable. He made sure everyone got to have the best experience possible. He also took (and shared) pictures of all of us along the way which a nice touch too. Mentioned the perfect weather because we were able see quite a bit: snails, nursing sharks, jelly fish, conch and even a manta ray swam by! I would highly recommend this tour.

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

Ross_E, Mar 2026

Excellent Family Experience

This sunset cruise is beautiful, relaxing experience for families. Food was good and drinks flowed well. My children, 8 and 11 enjoyed the experience with live music and food. The captain was friendly and inviting. All the staff did an excellent job. This is absolutely an experience to add to your Key West Trip!!

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Claire_B, Mar 2026

Chill cruise in the sunset. Family run business.

The cruise was well organized. There were three boats departing that day. Ours had to leave a little later due to a couple arriving late. Since the couple had called thy were able to stall the departure 5 min, that said, w got stuck by returning cruises and jet skis. Once we were on our way we didn’t really sail at sea but along the coast of Key west We were offered 8 wines and 3 sets of hors d’oeuvres and chocolates at the end. The sic was appropriate for the occasion and i can’t say that there was more than 18/20 people on the boat. We really enjoyed the cruise and the whether was amazing so that helped a lot! The captain and his 2 staff were friendly and liked to chat with the guests, they knew a lot about the area and other boats around.

Key West Hop-On Hop-Off Trolley Tour

Francine_T, Mar 2026

Convenient and informative

This is a convenient way to get around Key West, you can get on and off at quite a few stops with trolleys coming every 15 minutes, It was also very informative! I learned so much about the area. Especially about the roaming chickens! I won’t spoil it, take the trolley and find out! 10/10 recommend

Key West Sunset Sail with Live Music, Drinks and Appetizers

Cynthia_L, Feb 2026

Crew was awesome! Food...

Crew was awesome! Food was delicious. Drinks flowed and music was great. We did find ourselves standing in line without a boarding ticket. Thankfully someone in line told us to head over to the hut. A big sign somewhere would be helpful or even a detailed email or text. (We weren’t the only ones confused.)

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

Tony_S, Dec 2025

I don’t even know where...

I don’t even know where to begin… our tour guide Gavin was an absolute nut… in the best way possible. We honestly debated whether we should even go out on the skis… and we’re so glad we did. If you’re looking for a thrill and not just a sightseeing tour, this is it. Ask for Gavin. The guy was hilarious, fearless, and made the experience unforgettable.

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

Danielle_F, Nov 2025

A fantastic day on the water

This tour is an absolute must for anyone that wants to spend a day on the water. You kayak for about 45 minutes and still get a chance to enjoy a nice time on the sandbar. Our Capt was Logan and crew of Helen and Jodi were the absolute best!!! The boat was clean, food was great, drinks were plentiful.