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98 results | All Key West Tours

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Group Snorkeling at Coffin's Patch Reef from Duck Key

Group Snorkeling at Coffin's Patch Reef from Duck Key

star-4.5
22
Our daily snorkel trips depart from the tranquil island of Duck Key, which boasts some of the most beautiful water in the keys. Aboard our new power catamaran, Helios, you will enjoy a quick island tour passing the Hawks Cay Resort, Dolphin Connection, and residential area of Duck Key. Then it's a pleasant 20 minute cruise to the reef. Be sure to keep your eyes open for turtles and dolphins on the way! Enjoy approximately 1.5 hours of snorkeling the Coffins Patch Sanctuary Preservation Area of the Reef.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$70.00
From
$70.00
Taking safety measures

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings
Likely to Sell OutLikely to Sell Out

Key West Dolphin Watch Sunset Sail with Premium Wine, and Tapas Pairings

star-5
47
Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 3 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$79.95
From
$79.95
Taking safety measures

4-Hour Private Sand Bar Cruise on a Boat in Key West

4-Hour Private Sand Bar Cruise on a Boat in Key West

star-5
4
Our private cruise to the sandbars will allow you to choose from a private sandbar. With over 2 hours on the sandbars you can visit more if you like.
More
  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$475.00
per group
From
$475.00
per group
Taking safety measures

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

Private Key West Conch Republic Tiki Bike Experience by Kokomo Cabs Key West

star-5
12
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West. First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West. This tour includes a slice of famous Kermit's Key Lime Pie for each of you and a complimentary bottle of water!
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  • 2 hours 30 minutes
  • Free Cancellation
From
$224.99
per group
From
$224.99
per group

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

Sunset Sip and Sail with Open Bar, Live Music, and Appetizers from Key West

star-4.5
35
Planning a night out in Key West with entertainment can add up quickly. This Key West cruise saves you money by combining an open bar with musical entertainment as you sail the waters keeping an eye out for views of the sunset. Plus, it ends early enough to leave you enough time to bar hop afterward if you’d like.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$57.54
From
$57.54
Taking safety measures

Private Cruise in Florida Keys with Snorkeling Experience
Likely to Sell OutLikely to Sell Out

Private Cruise in Florida Keys with Snorkeling Experience

star-5
1
We are the exclusive operator on the quiet tropical island of Duck Key. Our US Coast Guard licensed captains have over 50 years combined excursion experience in the Middle Keys and look forward to sharing our lovely paradise with you! New to snorkeling? No problem, 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, the private boats are clean, comfortable offering multiple seating options, and maintained regularly. After your 3 hour excursion, you’ll fall in love with the Keys!
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
$622.57
per group
From
$622.57
per group
Taking safety measures

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar
Likely to Sell OutLikely to Sell Out

Key West Premium Sunset Sail aboard Schooner with Hors D'oeuvres and Full Bar

star-5
214
Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$99.95
From
$99.95
Taking safety measures

Rum Runner Bar Boat Tour of Key West

Rum Runner Bar Boat Tour of Key West

star-3
2
We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming, snorkeling, water saddles and Reef viewers. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West. We also offer Sunset Tours. Join us from launching off the only downtown beach in Key West - Lagerheads Beach Bar. Our beach has a restaurant and drink. Along with live entertainment and lounge chairs for you to rent and stay all day. See you soon.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$39.95
From
$39.95
Taking safety measures

Group Sunset Cruise from Duck Key

Group Sunset Cruise from Duck Key

star-4.5
22
The Solé Watersports Sunset Cruise at Hawks Cay Resort is the only Sunset Cruise in the Duck Key area. It includes cruising along the resort and homes of Duck Key, into open water and over to the uninhabited islands of Tom's Harbor. During the cruise, we'll watch for coastal birds hiding in the mangroves, pods of dolphins, and other sea life lurking in the sea grass and conclude with a Sunset Champagne Toast!
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$75.00
From
$75.00
Taking safety measures

Self-Guided Bike Tour of Key West Beaches and Back Roads

Self-Guided Bike Tour of Key West Beaches and Back Roads

star-4
2
Turn your phone or tablet into a bike tour guide! Download this GPS-driven audio/media tour, and as you ride, you'll be alerted to historical and cultural landmarks, ecological facts, scenic side streets and worthwhile attractions, as well as good places to eat and restroom stops. BIKE RENTALS ARE NOT INCLUDED. Use your own bike or rent from one of the vendors suggested at the beginning of the tour. Key West's flat roads are perfect for cycling. The Atlantic side of Key West offers the island's most scenic views and widest streets. Visit 25 points of interest in just one hour of cycling (10 miles,) avoiding heavily-trafficked streets and crowded areas downtown. A one-speed beach cruiser or bike for urban riding works perfectly. You won't be going up hills or off-roading. Sight-see at your own pace, avoid being herded in a crowd and linger only in the places that truly interest you. After purchasing, check your confirmation emails for instructions on how to download your tour.
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  • 1 to 3 hours
From
$8.99
From
$8.99

Historic Harbor Tour

Special Offer

Historic Harbor Tour

This guided walking tour will show you the sights and sounds of the harbor walk by Schooner Warf's, Waterfront Brewery, Mac's Sea Garden, the original Margaritaville store, Turtle Kraals, Harbor Pier, massive tarpon, and Shrimpboat Sound Studios. You then will enjoy a slice of key lime pie at Kermit's before ending up at the Sunset Tiki Bar and Grill, just in time for the sunset.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$39.20
$49.00
$9.80 savings
From
$39.20
$49.00
$9.80 savings
Taking safety measures

Southernmost Key West History and Culture Small-Group Walking Tour

Southernmost Key West History and Culture Small-Group Walking Tour

star-5
45
Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West! What to bring: Hat, sunglasses, and sunblock is a must. Bring at least one bottle of water for yourself. Wear comfortable clothing and shoes. Sneakers are the best option. Camera or your phone to take pictures. Your adventurous spirit :)
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  • 1 hour 45 minutes
  • Free Cancellation
From
$39.99
From
$39.99

Key West Sunset Cruise with Live Island Music
Likely to Sell OutLikely to Sell Out

Key West Sunset Cruise with Live Island Music

star-4.5
426
Jam to island beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Unlimited drinks and appetizers included; multiple departure times available to suit your schedule.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$79.39
From
$79.39
Taking safety measures

Small-Group Key West Sunset Sail with Wine
Likely to Sell OutLikely to Sell Out

Small-Group Key West Sunset Sail with Wine

star-5
367
Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$99.95
From
$99.95
Taking safety measures

Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

star-5
199
Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.
More
  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$69.00
From
$69.00
Taking safety measures

Adults only Champagne Celebration Sunset Cruise from Key West
Likely to Sell OutLikely to Sell Out

Adults only Champagne Celebration Sunset Cruise from Key West

star-5
309
Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.
More
  • 2 hours
  • Taking safety measures
From
$81.40
From
$81.40
Taking safety measures

Private 2-Hour Wind and Wine Sunset Sail in Key West
Likely to Sell OutLikely to Sell Out

Private 2-Hour Wind and Wine Sunset Sail in Key West

star-5
11
This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends, family, or co-workers.
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  • 2 hours
  • Taking safety measures
From
$2,299.00
per group
From
$2,299.00
per group
Taking safety measures

Self-Guided Black History Tour of Key West for Electric Car

Self-Guided Black History Tour of Key West for Electric Car

star-5
1
Turn your phone or tablet into a tour guide! Download this GPS-driven audio/media tour, then cruise! Nowhere on this tour will the speed limit exceed 35 mph. ELECTRIC CAR RENTAL IS NOT INCLUDED and must be purchased separately (Some vendors are recommended at the beginning of the tour.) Or sight-see from the comfort of your car, scooter or bike. Drive for one hour, or shop, eat, and swim to spend a whole afternoon immersed in Keys' culture. Learn about Key West's deep ties to the Bahamas and the city's pivotal role defeating the Confederacy. Discover why 250 Africans are buried by the beach, and the surprising spot that was once the island's "blacks only" beach. Visit the island's first black church. Find the Keys' best conch salad, get a taste of Haitian and Cuban flavors and sample Key Lime pie. Historic photos plus links to restaurant menus and websites rest at your fingertips. After purchasing, check confirmation emails for instructions on how to download your tour.
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  • 1 to 4 hours
  • Taking safety measures
From
$10.99
From
$10.99
Taking safety measures

Key West Sunset Dinner Cruise with Tropical Buffet
Likely to Sell OutLikely to Sell Out

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
337
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$88.88
From
$88.88
Taking safety measures

From Miami: Key West with options like Snorkel with Drinks

From Miami: Key West with options like Snorkel with Drinks

star-4
6
Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. If you selected the snorkel option in Key West we will board a boat and go out to the reef where we will snorkel and experience Florida's underwater world. After the snorkel tour you will have some time to experience the highlights of Key West on your own. If you selected the transportation only tour option you can enjoy 6 hours of leisure to exploring the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. Stroll along Duval Street with it’s cute shops, galleries and cafes to the famous southernmost point monument only 140 km or 90 miles north of Cuba. Key West’s Caribbean flair and charm will seduce you and is a favorite day tour from Miami. Round trip transportation is included  
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  • 15 hours
  • Free Cancellation
From
$99.00
From
$99.00

Key West Dolphin Spotting or Snorkel Boat or free time options

Special Offer

Key West Dolphin Spotting or Snorkel Boat or free time options

star-3.5
31
Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live or visit the Mel Fisher Maritime Heritage Museum. Take a hop-on hop-off trolley tour, see the sites from the famous Conch Tour Train, or take an optional snorkeling tour. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.
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  • 15 hours
  • Free Cancellation
From
$59.25
$79.00
$19.75 savings
From
$59.25
$79.00
$19.75 savings

Go Miami All-Inclusive Pass with Hop-on Hop-off and Zoo Miami

Go Miami All-Inclusive Pass with Hop-on Hop-off and Zoo Miami

star-4
39
The Go Miami™ Pass is an all-inclusive pass offering the best choice for maximum savings and flexibility when visiting Miami and South Beach. Choose 1-, 2-, 3-, or 5-day passes and save up to 55 percent versus paying at the gate—like a trip to the Key West Day Trip or an Everglades airboat ride, just to name a few. Each pass is good for two weeks from first use. Access on your mobile device or print and go. It’s that simple to experience some of Miami’s best attractions. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two year from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 30 days and/or the remaining number of attraction choices purchased.
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  • 5 days
From
$63.00
From
$63.00

Go Miami Explorer Pass: Choose 2, 3, 4 or 5 Attractions

Go Miami Explorer Pass: Choose 2, 3, 4 or 5 Attractions

star-4.5
9
The Go Miami Explorer Pass is the best choice for maximum savings and flexibility when visiting Miami, Key West, Fort Lauderdale, and other locations. Choose three, four, or five popular attractions/activities and save up to 53 percent compared to buying individual tickets. Enjoy fun activities like a duck tour of South Beach, Conch Train tour, or an Everglades airboat ride—just to name a few. Each pass is good for 60 days from first use. Simply save your pass on your mobile device and go—no voucher redemption required! It’s that simple to experience some of South Florida’s best attractions. Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
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  • 60 days
From
$71.00
From
$71.00

4 Days, 3 Nights Sailing Catamaran Experience in the Exumas, Bahamas

4 Days, 3 Nights Sailing Catamaran Experience in the Exumas, Bahamas

star-5
17
Resorts and rental houses are a dime a dozen, crowded, and in the Keys, can often feel run-down... you feel "stuck" on land since all of the fun of the Keys is out on the water. PLEASE ASK ABOUT OUT 4-5-6 night SAILING TRIPS, OUR MOST POPULAR TRIP IS Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Our 4+ night trips are actually more popular than the shorter trips! More time exploring, more islands, reefs, and shore excursions! This 4days/3nights catamaran trip aboard 'Sailing SummerCamp' allows you to live the yacht and sailing lifestyle in a new, clean, modern, catamaran. The width and stability of a catamaran makes it perfect for ocean novices. We also have some great water toys and sports equipment onboard, all of which is included. Trips come with a captain who is knowledgeable on the area, entertaining, and above all... SAFE!
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  • 4 days
  • Taking safety measures
From
$5,400.00
per group
From
$5,400.00
per group
Taking safety measures

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