All Key West Tours &amp; Excursions in 2026 - page 13

Miami Key West Day Tour With Private Driver & Guide

12 to 16 hoursFree Cancellation

Discover the “backyard” of Key West locals with our Secret Sandbars Charter—hidden gems few visitors ever see. Unlike crowded party boats, this is your private slice of paradise. Imagine stepping off your boat into ankle-deep water, surrounded by endless blue sky and shimmering ocean, with no other boats in sight. Explore uninhabited islands, search for starfish and conch in the tide pools, or relax on a floating mat as the captain takes care of everything. This isn’t just a boat ride—it’s the ultimate Key West daydream, brought to life.

from $379

Six Fins Key West Sandbar Charter – Swim, Snorkel & Island Escape

Six Fins Key West Sandbar Charter – Swim, Snorkel & Island Escape

(3)

from $1,195

Book your Private Round-Trip Transfer from Key West Int Airport (EYW) to Key West hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private ,door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. Meeting with a Nameplate We track your Flight Door-to-door Service No Hidden Charges Clean cars & Professional drivers

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

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

30 minutesFree Cancellation

from $320

Price varies by group size

Turn your trip into something unforgettable with a Polaris Slingshot rental from Keys Vacation Supply Rentals. This open-air ride lets you feel the ocean breeze, soak in panoramic views, and enjoy the road like never before—all while being easy to drive with a standard license. With built-in navigation, premium sound, and flexible rental options, you can explore at your own pace and make every mile part of the adventure. It’s more than just transportation—it’s the highlight of your vacation waiting to be booked.

Polaris Slingshot

1 dayFree Cancellation

from $395

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

Florida Keys Tour and Private Transportation service

Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance to let us know where you're hoping to travel to. We'll come and pick you up and drop you off wherever is convenient for you. Reach out to us if you want us to supply a cooler with any beverages on your tour. Must have at least one adult in your party. The van holds a Maximum of 14 passenger.( Price includes up to 14 Passengers)

Florida Keys Tour and Private Transportation service

10 to 12 hoursFree Cancellation

(2)

from $985

Cruise the beautiful waters of the Florida Keys on an authentic tiki bar boat during this 1.5-hour Tiki Fun Cruise. Sip your favorite beverage while soaking in the sun and taking in stunning views of luxurious homes and coastal landscapes. Keep your eyes peeled for dolphins, sea turtles, and tropical seabirds as you glide over the crystal-clear waters. You can choose between a scenic harbor cruise or an island swim stop at a sandy beach for a refreshing dip in the turquoise sea. This is the perfect way to create unforgettable memories in paradise. - Enjoy a leisurely 1.5-hour cruise on a tiki bar boat - Spot local wildlife, including dolphins and sea turtles - Customize your cruise with a scenic harbor tour or beach swim - Knowledgeable Captain shares local history and fun facts

Likely to Sell Out

Experience Florida Keys Boat Charter Private Tour

Experience Florida Keys Boat Charter Private Tour

1 hour 30 minutesFree Cancellation

(2)

from $460

* US Coast Guard licensed Master Captain and Mate provided for your safety & comfort * Open bow and comfortable cushioned perimeter seating * Lots of shade available* Premium Bluetooth marine sound system with island vibe music * Enjoy cruising the Keys waters in comfort * Beautiful Florida Keys sunset from the water * Enjoy the relaxing Sandbar * Family friendly / fun for all ages * Make everlasting memories!

Marathon: Sunset Beach Party at the Sandbar

Marathon: Sunset Beach Party at the Sandbar

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

4.5

from $129

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

The Keys at Golden Hour Ultimate Private Sunset Tiki Cruise

(3)

from $599

Ready for the most beautiful 2 hours of your Florida Keys vacation? Forget crowded piers and noise—imagine yourself drifting peacefully as the sun melts into the beautiful water of the Florida Keys. Our 2-Hour Sunset Tiki Cruise transforms the spectacular Keys sunset into a private, moving masterpiece just for you. The Magic of the Sunset Cruise: Front-Row Seat to Nature’s Show: Glide across the tranquil, crystal-blue waters as the sky ignites in a breathtaking palette of reds, oranges, and pinks. You'll have the best, unobstructed view of the legendary Keys sunset from the comfort of your floating tiki bar. A Toast to Paradise: Whether you're celebrating a special occasion or simply savoring a perfect day, the sunset hour is magical. Bring your favorite beverages to toast the end of a perfect day as the stars begin to appear over the horizon. Secure your spot now and create a memory that will glow long after the sun goes down!

Special Offer

Cruisin Tikis Marathon - Sunset Tiki Cruise

Cruisin Tikis Marathon - Sunset Tiki Cruise

Experience the ultimate adventure aboard our 25' Cobia Center Console with twin engines, designed for power, stability, and comfort. Perfect for fishing trips, sandbar cruising, or exploring offshore waters, this vessel offers unmatched versatility. Highlights A safe, comfortable ride that handles well in all conditions, making it a favorite for those who want flexibility on the water. • Length: 25 feet • Capacity: Up to 9 passengers • Features: T-top shade, live well, rod holders, swim ladder, spacious deck, and premium seating • Best For: Fishing enthusiasts, families wanting versatility, or groups looking for comfort and style

25' Cobia Center Console Boat Rental

1 dayFree Cancellation

from $475

Explore the vibrant waters of Key West on this 4-hour dolphin watch and snorkeling tour aboard a luxurious catamaran. Encounter playful dolphins in their natural habitat and dive into the colorful coral reefs, guided by experienced crew. After snorkeling, indulge in a delicious Taste of Key West menu featuring local specialties like conch fritters and shrimp ceviche, complemented by an open bar of refreshing cocktails. With professional instruction and a maximum group size for personalized service, this tour promises a unique blend of marine exploration and culinary excellence. - 4-hour tour featuring dolphin watching and guided snorkeling - Chef-prepared menu with local favorites and an open bar - Professional crew with extensive knowledge of local ecosystems - Maximum group size ensures personalized attention and comfort

Likely to Sell Out

Key West Culinary and Catamaran Reef Tour Experience

Key West Culinary and Catamaran Reef Tour Experience

Explore the beautiful mangrove tunnels and seagrass beds of Key West with convenient kayak rentals. Perfect for adventure seekers, you can set your own pace while paddling through serene waters. Choose from 2-hour or 3-hour rental options to fit your schedule. Phone cases are available for your convenience, ensuring your belongings stay safe while you enjoy your adventure. - Rent a kayak and discover the unique ecosystem of Key West - Customize your experience with flexible rental durations - Paddle through scenic mangrove tunnels at your leisure - Conveniently located at Cow Key Marina, available daily from 9 AM to 5 PM

1.0

(1)

from $79

Full Day Kayak Rental in Key West

8 hoursFree Cancellation

Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning sunsets. This intimate charter accommodates up to 6 guests, ensuring a personalized experience. Choose from hourly, half-day, or full-day trips to tailor your Florida Keys getaway. Unwind and create unforgettable memories in paradise with a guided tour that showcases the essence of the Keys. - Snorkel in the clear waters of Key West with small group settings - Relax on secluded beaches away from the crowds - Enjoy breathtaking sunsets on the water - Flexible trip duration options: hourly, half-day, or full-day

from $40

Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

Sandbar Excursions with Snorkeling and Sunset Cruises in Key West

(3)

from $700

Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores where dolphins often play in our wake. With island tunes flowing and an ice-cold drink in hand, you’ll drift effortlessly into vacation mode. Our first stop: Hogfish Bar & Grill, a local legend tucked into the heart of the docks. Here, fishermen unload their daily catch and the vibe is pure Old Key West. Sink your teeth into their famous fresh hogfish sandwich or sip a cocktail right on the waterfront. Next, we glide over to Bad Boy Taqueria, a fun and funky stop known for bold flavors, creative tacos, and the kind of energy that makes you want to stay all afternoon. Grab a bite, grab a drink, and soak in the local charm. Then it’s off to Hurricane Hole Marina, a favorite for both locals and salty sea captains. With strong drinks, great music, and unbeatable views of the harbor, it’s the perfect place to relax before we head back out on the water.

Stock Island Booze Cruise

from $650

Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including author Ernest Hemingway, singer Jimmy Buffet, and treasure hunter Mel Fisher. On this walking tour, you’ll hear about the legendary people the island has attracted over the years and see where they made history. Your guide is none other than Frank Everhart, the Schooner Wharf Bar’s very own comedic magician, whose tales are as captivating as the history they’re woven from. Frank, with his intimate knowledge and personal anecdotes, will show you the museums, bars and often-overlooked corners where treasure hunters, eccentrics, and unforgettable locals left their mark. You’ll even see Jimmy Buffet’s first home and his Key West recording studio, Shrimpboat Sound Studio.

A Self-Guided Tour of Key West's Legends and Sights

A Self-Guided Tour of Key West's Legends and Sights

1 hour 10 minutes to 1 hour 30 minutesFree Cancellation

4.0

from $20

Key West Airport (EYW) to Key West - Arrival Private Transfer

Book your Private Arrival Transfer from Key West Int Airport (EYW) to Key West hotels. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to door airport transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • We track your Flight • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Key West Airport (EYW) to Key West - Arrival Private Transfer

15 minutesFree Cancellation

from $160

Price varies by group size

Special Offer

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

Enjoy a Spectacular Key West Sunset Cruise Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat, and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with your panoramic views of the sun melting into tropical waters – and the best way to enjoy is with good food and great drinks! Enjoy elevated hors d’oeurvres without the price tag – a typical selection includes fresh sushi, Thai appetizers, charcuterie platter (meats and cheeses), and French desserts catered by locally owned and operated restaurants. Refreshments include your complimentary selection of fine wine, premium beer, Prosecco, and soft drinks. Departure times vary with the seasons, please confirm your departure time when booking this trip.

Key West Sushi and Sunset Cruise

If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset? this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.

from $90

Couples portraits at their private Hotel

Key West Photographer Private Historic Photoshoots

1 hourFree Cancellation

4.5

from $699

Escape the crowds and experience the best of Key West on your own terms with the Vitamin Sea Dolphin Safari. Designed for couples, families, or small groups of up to 6 guests, this 4-hour journey offers a perfect mix of adventure, relaxation, and natural beauty — all with your own captain and guide. Cruise through crystal-clear waters, spot playful dolphins in the wild, snorkel above vibrant reefs, and unwind on a remote sandbar that few ever get to see. Whether you're looking for marine life, island serenity, or picture-perfect moments, this tour delivers unforgettable coastal magic.

Vitamin Sea Dolphin Safari: Private Key West Charter

Vitamin Sea Dolphin Safari: Private Key West Charter

4 hours

from $769

Price varies by group size

Snorkeling in the Florida Keys

3 hoursFree Cancellation

from $80

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

Private Boat Tour of Flagler's Famous Bridges from Big Pine Key

1 hourFree Cancellation

(18)

from $400

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

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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.

Key West Hop-On Hop-Off Trolley Tour

Elizabeth_S, Jun 2026

Key West Hop on Hop Off Trolley

We did the Key West Hop on Hop Off Trolley Tour which included the Sails to Rails Museum. The Trolley drivers were knowledgeable of Keys history. Unfortunately the museum was in to process of moving to a new location so some of the museum items had already been moved. However the Hop on Hop Off is a great way to get around Key West without needing other transportation

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

Alyssa_E, May 2026

You need to book this trip!

This was the highlight of our trip to the Keys! Snorkeling on a beautiful reef, kayaking through the Mangroves, and then a beautiful sunset to end the day. The captain and crew were so knowledgeable and eager to help and answer questions. If you're looking for a low-key adventure for your vacation, look no further!

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 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!

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 Morning Snorkel Sail with Mimosas and Gourmet Breakfast

Kim_S, Feb 2026

Misrepresented Breakfast

Nice 3 hours at sea. Boat clean staff friendly. However , it was advertised as Offering “Gormet” breakfast which it certainly was NOT. Breakfast was dry croissants (no butter or jelly etc) and sliced cantaloupe. Breakfast should be described at Continental at best. Overall good experience.