Tours in Key West

258 results

Private Sandbar Adventure in Key West Backcountry

23
Embark on a tour through the beautiful Florida Keys mangrove back country. Stop at various sandbars to paddle board, snorkel, or just hang out. Watch for wildlife throughout the trip such as dolphins, sea turtles, fish, birds, and much more! A cooler filled with ice and bottled water will be provided. Feel free to bring any food or alcoholic beverages.
3 hours
Free Cancellation
From
$450.00

2-Hour Sunset Sail On Schooner When And If

43
Any sail onboard the historic Schooner When And If is a memory of a lifetime! Step aboard the beautiful teak decks of the 1939 wooden Schooner Yacht built for General George Patton before the war. The Ship was named by Patton "When the war is over and if I live through it, Bea and I are to sail the world" Loved and enjoyed as a private yacht for much of her life, When And If is open to the Public to Enjoy the Sailing Comfort, Style and Grace of a superb classic yacht. Sit Back, Relax or Romance the sail away as our experienced Key West Captain and Crew set sail, pour wine and share their passion of sailing, Key West, the sea and best of all.... Sunsets! Sail and Unwind Like No Other Key West Sunset Cruise
2 hours
Free Cancellation
From
$109.00

Boat Excursion in Florida Keys with Snorkeling Equipment

17
Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($25 rental fee per kayak). Snorkel equipment available (just let us know in advance sizes). The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water! Also we are kid friendly!
4 hours
Free Cancellation
From
$700.00

Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group. Escape to the secluded islands and tropical beaches off the coast of Key West on this guided, full-day adventure with History buffs and outdoor enthusiasts alike will love this unique voyage.
8 hours
Free Cancellation
From
$1,500.00

Backcountry Half Day Fishing Key West

2
Get out on the water and experience what Key West has to offer away from the bars. Beautiful waters in the backcountry, many types of fish, wildlife, and lasting memories. Shallow water fishing won't get you seasick!
4 hours
Free Cancellation
From
$750.00

Snorkel, Sandbar & Dolphin Excursion

24
Max 6 people. Explore the waters around Key West in the Looking Glass, our 28' glass bottom boat. This versatile boat let's you plan your own adventure. Snorkel the reef, explore an offshore island, look for dolphin and other marine life or simply relax on a sandbar with your toes in the sand! A favorite for families!
3 hours 30 minutes
Free Cancellation
From
$800.00

Marathon Florida Keys Fishing Experience Big Game

We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.
8 hours
Free Cancellation
From
$1,495.00

Private 2-Hour Tiki Boat Party in Key West & Mini Sandbar

7
Set Sail for Tiki Revelry in Key West's Historic Seaplane Basin! Journey back in time as we cruise to Key West's unique Seaplane Basin. In the early 1900s, this spot buzzed with activity as seaplanes took off and landed. Today, it's a vibrant harbor where colorful houseboats bob gently, creating a charming island atmosphere. Gear up for an afternoon of tropical fun on our 2-hour Tiki Boat Party & Mini Sandbar Escape! Let your captain navigate the turquoise waters as we head to a secluded swimming hole, the perfect setting for a tiki celebration.
2 hours
Free Cancellation
From
$403.13

Private 90-Minute Harbor Sailing Charter in Key West

16
Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida Keys and view the city from the water in peace and tranquility. You may even get to see some friendly dolphins off the bow!
1 hour 30 minutes
Free Cancellation
From
$314.66

Half Day Charter Sandbar Snorkeling and Eco Adventure

15
This popular 4 hour charter allows you to squeeze a big adventure into a smaller window. Cruise around on an eco-tour, snorkel the reef, relax at the sandbar, and even enjoy complimentary lunch onboard. Our experienced captain and crew will deliver it all!
4 hours
Free Cancellation
From
$750.00

Snorkel the Coral Reef and Explore the Waters of Key West

12
Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you on a journey to the best snorkeling sites in the area, where you will witness breathtaking views of colorful coral reefs, tropical fish, and other marine life all of which call the reef home. Our Reef Snorkel Trip is perfect for both beginners & experienced snorkelers. Our crew will provide you with snorkeling gear and give you a safety briefing before entering the water. You'll be amazed at the sights you'll see and the memories you'll make during this once in a lifetime experience. During the trip, our experienced captains will take you to some of the most stunning locations around the reef where you can snorkel among the vibrant coral formations and observe an incredible range of marine creatures, including colorful fish, sea turtles, and even dolphins. All of which call the reef home.
4 hours
Free Cancellation
From
$600.00

Key West Island Jetski Tour: Double Passenger Jetski

6
27 Miles and 90 Minutes of pure exhilarating watersports bliss. Your Key West Island Jet-ski Tour starts in the shallow cove, The Ibis Bay Resort dock area. From the Gulf of Mexico to the Atlantic Ocean.....and back to the Gulf of Mexico. From sea to Ocean and back again. After your exhilarating 90-minute adventure, many guests celebrate their experience with a drink and the freshest seafood at the Stoned Crab Restaurant.
1 hour 30 minutes
Free Cancellation
From
$180.00

4 Hours 22' Hurricane Deck Boat Rental in Key West

The perfect way to enjoy Key West’s natural landscapes is by renting a private boat. With a 4 Hour Key West Boat Rental, you can explore the crystal clear waters of Mud Key, the suggestive sandbars of Snipes, stunning coral gardens in our warm tropical waters and the abundant marine life of Dolphin watch—all while enjoying exclusive company! Plus, being your own captain allows you to move at the pace your desire ensuring all of your sandbar or snorkeling dreams come true. What are you waiting for? Reserve your spot today!
4 hours
Free Cancellation
From
$500.00

Sandbar Excursion in Key West

25
I’m just a guy with a boat. I love Key West and having a good time on the water— whether sandbar hopping, diving, fishing, or just enjoying one of those famous Key West sunset cruises. So let me know what you’d like to do during your stay here, and we’ll put together a sandbar cruise in Key West that you and your crew will never forget. So come on down and let me show you my backyard playground — the Fabulous Florida Keys. Captain Zak From somewhere warm —and yet really cool— aboard the Casual Monday
4 hours
Free Cancellation
From
$800.00

Key west sandbar/eco trip ran by husband and wife naturalist team

8
Enjoy a Relaxing day exploring the beautiful waters surrounding Key West aboard a comfort, driven 23 foot hurricane deck boat. The day is entirely yours you can snorkel patch reefs cruise to secluded islands, fish for snappers, watch for dolphins sea turtles, stingrays, sharks, etc. or just float on your own white sand bar Discover the true beauty of the keys and have a day you will always remember
6 hours
Free Cancellation
From
$900.00

Private Key West Historic Homes and Island History Walking Tour

6
Historic Homes & Island History of Key West- 2020, 2021, 2022, and 2023 WINNER- "Best Key West History Tour" TripAdvisor ranked top 10 history tours in North America. Join our award-winning guides for a wonderful, fun, and informative 2.25 hour stroll through the fantastic Old Town neighborhoods and discover the history and many beautiful homes and unique architectural landmarks that have contributed significantly to the culture and legends of our remarkable island community. We’ll see the exteriors of a variety of beautiful homes and public buildings (we do not go inside), each with its own legendary story, notable history, and rich style. There's something for everyone to enjoy on this fascinating and story-filled look behind the scenes of historic Key West. *Our guides have been featured in leading publications including Conde Nast, Frommer’s, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today. *Not recommended for people with impaired walking ability.
2 hours 15 minutes
Free Cancellation
From
$95.00

Key West: 22ft Premier Pontoon Rental 115 HorsePower 10 passengers

1
Have a blast on the half day boat rental a Premier 22 foot Pontoon 115 HorsePower. The boat holds up to 10 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at a sand bar. The boat is equipped with 115 horse power, a Bimini Top, Radio and Comfortable Seats. Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages.
4 hours
From
$850.00

PRIVATE Key West Haunted History Walking Tour

10
Walk through Old Town Key West with a long-time local, hear the haunted history of Key West, her beautiful historic mansions, and visit a haunted bar or two. This is private tour is customizable, meaning you can request to adjust the meeting point to better suit your day, and even request what kind of stories you'd like to hear. Perfect for wedding party, couples, family & friends, bachelor/bachelorette, birthdays, reunion, corporate groups, and more! We walk past at least 5 haunted mansions and visit two haunted bars. Total distance is around 1 mile. Libations for purchase are available along the way, if you so choose. **The best part about your own private tour is you can ask questions and customize the kinds of stories you want to hear!** Feel free to include notes in your booking about: - what you want to know about the spooky side of Key West - if you're celebrating an event - mobility challenges or other needs we can accommodate - if you have kids, their level of 'spooky'
1 hour 30 minutes to 2 hours
Free Cancellation
From
$137.50

Key West: Morning Snorkeling Breakfast & Drinks, Conch Train

Early Bird Snorkel gets you to the Worlds 3rd largest living coral reef as we sail towards our destination enjoy breakfast, draft beer & unlimited mimosas. As you return you can jump on the Hop off Hop On bus and doing this tour. Conch Train
5 hours to 8 hours
Free Cancellation
From
$99.99

Vitamin Sea Private Charter

6
Your Friends & Family Tour. When you book a Vitamin Sea tour, you get the experience of doing things your way. Whether you want to see dolphins, go snorkeling, chill on a sandbar, glide through mangroves to find birds, all of it is possible with our experienced Captains. The ideal place for a family or friends’ fun to create that “I’m in a paradise!” moment.
3 hours 30 minutes
Free Cancellation
From
$751.42

Key West Stand Up Paddleboard Rental

27
Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays, and manatees. This is a great activity for paddlers of all experience levels. Enjoy a brief lesson before you leave the dock for your 2-hour rental
2 hours
Free Cancellation
From
$40.00

Old Town Key West Literary Walking Tour

87
Join us every weekend for the Old Town Literary Walking Tour, a stroll through downtown Key West, illuminating stories of writers that have called our island home. Inspired by David A. Kaufelt’s original literary walking tour, our new tour features the former homes and favorite haunts of writers, including Tennessee Williams, Shel Silverstein, Elizabeth Bishop, and Robert Frost, and highlights tales of our lesser-known local talent.
1 hour 30 minutes
Free Cancellation
From
$30.00