Regardless of whether you’re sojourning solo or your kids are tagging along for the adventure, Adventures in Key West will help make your vacation complete. Customize your getaway and choose things to do matching all your preferences right here with Expedia. Browse our selection, from tours and attractions to transportation and nightlife, to personalize your getaway with all the sights and stops you desire. When you book with us, you’ll find the best deals on Key West Adventures around, so you won’t need to worry about blowing your savings. Thanks to our top discounts, you can spend less time thinking about your budget and more time enjoying the view. Don’t wait, reserve our cheap deals today and give in to your travel bug tomorrow.
Key West, Florida, United States of America
Adventures in Key West
Key West Tours, Sightseeing and Attractions
Key West Adventures Deals
- All Activities (48)
- Adventures (14)
- Air, Balloon & Helicopter Tours (4)
- Airport Shuttles & Limos (4)
- Attractions (12)
- Culinary Experiences (2)
- Day Cruises & Water Activities (25)
- Land Adventures (3)
- Restaurants & Nightlife (4)
- Tickets & Passes (1)
- Tours & Sightseeing (23)

Theater of the Sea offers memorable encounters with some of the ocean's friendliest and most majestic creatures, from bottlenose dolphins to stingrays and sharks. Enjoy access to this fascinating marine mammal park and make a few new aquatic friends.
The park's mission is to provide a safe and nurturing home to the animals while increasing sensitivity toward their well-being and environment. Large underwater habitats house sea turtles, lizards, and plenty of large game fish for viewing and admiring up close.
Catch a dolphin show and watch the magnificent creatures swim, sing, and jump through hoops. Take an eco-walk through a mangrove forest, and check out a sanctuary filled with colorful and talkative exotic birds. California sea lions are also a part of the cast of friendly and amusing mammals.
Shows are always taking place throughout the park, as well as plenty of opportunities to interact with the animals. Relax on a small beach next to a peaceful lagoon and unwind after a day of getting to know the animals.
Read More close
The park's mission is to provide a safe and nurturing home to the animals while increasing sensitivity toward their well-being and environment. Large underwater habitats house sea turtles, lizards, and plenty of large game fish for viewing and admiring up close.
Catch a dolphin show and watch the magnificent creatures swim, sing, and jump through hoops. Take an eco-walk through a mangrove forest, and check out a sanctuary filled with colorful and talkative exotic birds. California sea lions are also a part of the cast of friendly and amusing mammals.
Shows are always taking place throughout the park, as well as plenty of opportunities to interact with the animals. Relax on a small beach next to a peaceful lagoon and unwind after a day of getting to know the animals.
Read More close
$34
per Adult

Embark on an interactive tour of Key West and explore the city while following smartphone hints to complete unique challenges. See landmarks and historical sites including Duval Street, Mallory Square, and Truman's Little White House while you solve puzzles that... lead you on a memorable tour.
Take a tour through Key West and walk in the footsteps of infamous pirates, partying Parrotheads, a literary master, and even a US president. With your smartphone, iPad, or other mobile device, use the Quest Software to discover clues and solve questions along the way.
Begin your journey at the Historic Seaport. Breathe in the ocean air as you meander along and discover Key West's love affair with the sea. Head to Duval Street, where Bahamian- and Spanish-influenced Victorian mansions line the streets. You can even visit the buoy marking the Southernmost point of the US.
Complete challenges, take hints, and earn points as you meander through the city. Stop in at Mallory Square to get a taste of Key West's vibrant history at Key West Shipwreck Museum. Follow directions as you make your way around the city, world-famous for its pirates and writers, and perhaps learn something new as your adventure wraps up. Read More close
Take a tour through Key West and walk in the footsteps of infamous pirates, partying Parrotheads, a literary master, and even a US president. With your smartphone, iPad, or other mobile device, use the Quest Software to discover clues and solve questions along the way.
Begin your journey at the Historic Seaport. Breathe in the ocean air as you meander along and discover Key West's love affair with the sea. Head to Duval Street, where Bahamian- and Spanish-influenced Victorian mansions line the streets. You can even visit the buoy marking the Southernmost point of the US.
Complete challenges, take hints, and earn points as you meander through the city. Stop in at Mallory Square to get a taste of Key West's vibrant history at Key West Shipwreck Museum. Follow directions as you make your way around the city, world-famous for its pirates and writers, and perhaps learn something new as your adventure wraps up. Read More close
$38
per Group

Fulfill the dream of sharing the water with a charming bottlenose dolphin amid the oceanfront scenery of the Florida Keys. This visit to Theater of the Sea offers a chance to learn about these amazing creatures as you get some... personal time with one of the most intelligent denizens in the deep.
Start off with an informative orientation session, where an expert trainer describes a bit of the lifestyle and behavior of these clever Atlantic mammals and previews what you can expect from your meeting. When you're ready, step into the water for the incredible experience that puts you eye-to-eye with the dolphin.
During the memorable swim, you can try out some interactions that range from dorsal tows to hugs and kisses, or just watch a display of cetacean acrobatics as they splash through some tricks at the trainer's command. You can even take a mask and snorkel out to join the dolphins in their underwater home and hang out in a whole other world. Read More close
Start off with an informative orientation session, where an expert trainer describes a bit of the lifestyle and behavior of these clever Atlantic mammals and previews what you can expect from your meeting. When you're ready, step into the water for the incredible experience that puts you eye-to-eye with the dolphin.
During the memorable swim, you can try out some interactions that range from dorsal tows to hugs and kisses, or just watch a display of cetacean acrobatics as they splash through some tricks at the trainer's command. You can even take a mask and snorkel out to join the dolphins in their underwater home and hang out in a whole other world. Read More close
$210
per Traveler

Enjoy 6 hours of exhilarating aquatic activities in the warm waters off Key West. Sail out past the historic harbor, snorkel in the reef, and then—during a 3-hour block of free time—choose from jet skiing, parasailing, kayaking, or paddle boarding... off a floating barge.
Hop aboard a spacious 60-foot (18-m) catamaran ship and enjoy a continental breakfast. Sail past the Key West Historic Seaport and enjoy beautiful views of Mallory Square and the Navy Mole. When you arrive at the reef, your professional instructors guide you through a course on snorkeling. Once you're ready, jump in and explore breathtaking views from the shallow reef waters, snorkeling among 150 species of fish and more than 50 species of reefs.
After snorkeling, wash off and enjoy a delicious buffet lunch as you sail for 1 hour to your next destination, a floating barge filled with aquatic toys. With 3 hours at your disposal, feel free to try a variety of activities or just relax onboard with plenty of food and drinks.
Parasail 300 feet (91 m) in the sky with breathtaking views of Key West—no experience required. Take a jet ski or banana boat ride. Try your hand at paddle boarding or grab a friend and hop on a kayak. There are plenty of options for the whole family including a water trampoline, water slide, and jumbo water mat.
As you sail back to Key West at the end of the day, enjoy a complimentary beer and/or glass of wine, a variety of drinks and snacks, including chips and cookies. Read More close
Hop aboard a spacious 60-foot (18-m) catamaran ship and enjoy a continental breakfast. Sail past the Key West Historic Seaport and enjoy beautiful views of Mallory Square and the Navy Mole. When you arrive at the reef, your professional instructors guide you through a course on snorkeling. Once you're ready, jump in and explore breathtaking views from the shallow reef waters, snorkeling among 150 species of fish and more than 50 species of reefs.
After snorkeling, wash off and enjoy a delicious buffet lunch as you sail for 1 hour to your next destination, a floating barge filled with aquatic toys. With 3 hours at your disposal, feel free to try a variety of activities or just relax onboard with plenty of food and drinks.
Parasail 300 feet (91 m) in the sky with breathtaking views of Key West—no experience required. Take a jet ski or banana boat ride. Try your hand at paddle boarding or grab a friend and hop on a kayak. There are plenty of options for the whole family including a water trampoline, water slide, and jumbo water mat.
As you sail back to Key West at the end of the day, enjoy a complimentary beer and/or glass of wine, a variety of drinks and snacks, including chips and cookies. Read More close
$122
per Adult

Embark on a full-day adventure off the coast, enjoying breakfast, sailing on a catamaran, snorkeling in a living reef and kayaking in the protected mangroves. Afterward, enjoy a buffet-style lunch of shrimp, fresh fruit, and deli meats before sipping a... refreshing beverage as you sail back to Key West.
Depart from Key West and dine on fresh fruit, breakfast quiche and muffins as you sail to a coral reef aboard a luxurious 60-foot (18-m) catamaran. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers. When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among dozens of fish species living in the vibrantly colorful reef, believed to be over 5,000 years old.
Hop back on board and enjoy a delicious buffet-style lunch, including shrimp, fresh fruit platters, homemade salads, deli meats, cheeses, and assorted breads. Enjoy a beverage with plenty to choose from—soft drinks, beer, wine, and homemade sangria.
After lunch, sail into the backcountry and explore the mangroves of the Key West National Wildlife Refuge. On a guided kayak tour, your crew explains the importance of mangroves and the role they play in nursing the sea. Once back on the boat, enjoy another beverage as you sail back to Key West. Read More close
Depart from Key West and dine on fresh fruit, breakfast quiche and muffins as you sail to a coral reef aboard a luxurious 60-foot (18-m) catamaran. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers. When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among dozens of fish species living in the vibrantly colorful reef, believed to be over 5,000 years old.
Hop back on board and enjoy a delicious buffet-style lunch, including shrimp, fresh fruit platters, homemade salads, deli meats, cheeses, and assorted breads. Enjoy a beverage with plenty to choose from—soft drinks, beer, wine, and homemade sangria.
After lunch, sail into the backcountry and explore the mangroves of the Key West National Wildlife Refuge. On a guided kayak tour, your crew explains the importance of mangroves and the role they play in nursing the sea. Once back on the boat, enjoy another beverage as you sail back to Key West. Read More close
$90
per Adult

Embark on an exciting flight high above Key West as you ride through the skies on a helicopter. Enjoy expert narration from your professional pilot as you zoom over the area’s most iconic spots, soaking up the panoramic views of... the islands and the bright-blue sea.
Join your pilot for a thrilling ride through the skies, which is perfect for first-time riders or for families with small children. As soon as you lift off, you are quickly soaring over Key West's historical landmarks. Take a look at Fort Zachary Taylor, constructed in 1845 as part of a mid-19th century plan to defend the southeast coast through a series of forts.
Also, take in the sights of the southernmost point of the contiguous United States. This iconic landmark is great to view from the land and from the air. Along your journey you can snap photos and soak up the sunshine as you are granted epic views of the gorgeous horizon and stunning blue waters while feeling the liberation of your exhilarating helicopter flight. Read More close
Join your pilot for a thrilling ride through the skies, which is perfect for first-time riders or for families with small children. As soon as you lift off, you are quickly soaring over Key West's historical landmarks. Take a look at Fort Zachary Taylor, constructed in 1845 as part of a mid-19th century plan to defend the southeast coast through a series of forts.
Also, take in the sights of the southernmost point of the contiguous United States. This iconic landmark is great to view from the land and from the air. Along your journey you can snap photos and soak up the sunshine as you are granted epic views of the gorgeous horizon and stunning blue waters while feeling the liberation of your exhilarating helicopter flight. Read More close
Categories: Adventures, Air, Balloon & Helicopter Tours, Tours & Sightseeing
5 minutes
Free cancellation
$142
per Couple

On this intimate sunset cruise in the Florida Keys, relax on a spacious catamaran. Feast your eyes as the beautiful Mallory Square fades in the distance as the boat sails away from the city while you nibble on tasty appetizers... and sip premium drinks like champagne, sangria, beer, and wine.
Sail past the jugglers and entertainers at the renowned Sunset Celebration at Mallory Square. Look towards the Navy Mole where the big ships tie up and gaze at opulent Sunset Key and historic Fort Zachary Taylor during your tour of Key West's landmarks. With a maximum group of 30 passengers, enjoy plenty of seating and room to spread out on the boat.
A catering kitchen prepares a fresh spread of a chef’s selection of varied hors d’oeuvres including delectable peel-and-eat shrimp. Salute the sunset with your choice of bubbling champagne, homemade sangria, boutique wine, ice cold premium beer, and soft drinks. A full liquor bar is also included.
During this enchanting evening, your captain carefully positions the ship to maximize your view of the sunset. The blazing sun makes the sky appear on fire, casting an amber glow. Savor the moment as you watch the sun disappear into the blue waters of the Atlantic before returning to land. Read More close
Sail past the jugglers and entertainers at the renowned Sunset Celebration at Mallory Square. Look towards the Navy Mole where the big ships tie up and gaze at opulent Sunset Key and historic Fort Zachary Taylor during your tour of Key West's landmarks. With a maximum group of 30 passengers, enjoy plenty of seating and room to spread out on the boat.
A catering kitchen prepares a fresh spread of a chef’s selection of varied hors d’oeuvres including delectable peel-and-eat shrimp. Salute the sunset with your choice of bubbling champagne, homemade sangria, boutique wine, ice cold premium beer, and soft drinks. A full liquor bar is also included.
During this enchanting evening, your captain carefully positions the ship to maximize your view of the sunset. The blazing sun makes the sky appear on fire, casting an amber glow. Savor the moment as you watch the sun disappear into the blue waters of the Atlantic before returning to land. Read More close
Categories: Adventures, Attractions, Day Cruises & Water Activities, Tours & Sightseeing
2 hours
Free cancellation
$56
per Adult

Get up close to an adorable sea lion at the Theater of the Sea during this interactive program. This unique experience allows you to meet a sea lion from the wild in a relaxed environment while you learn about the... animal's behavior and lifestyle from expert animal trainers.
Head to the Theater of the Sea for a fun-filled day with amazing aquatic creatures. The highlight of your visit is sure to be the spectacular Meet the Sea Lion program, where you witness this chubby sea mammal in action. When you arrive at the theater, meet your expert animal-trainer guide who gives you a brief orientation to let you know what to expect.
Then, it's time for you to meet this fascinating ocean dweller. A sea lion waddles out to greet you as you introduce yourself. Take the helpful tips from the trainer to interact with the sea lion and request it to perform specific behaviors from out of the water. Sit back and watch as the trainer shows you the complex commands these animals are capable of performing. As the show ends, say goodbye to the sea lion and take a moment to appreciate all you have learned. Read More close
Head to the Theater of the Sea for a fun-filled day with amazing aquatic creatures. The highlight of your visit is sure to be the spectacular Meet the Sea Lion program, where you witness this chubby sea mammal in action. When you arrive at the theater, meet your expert animal-trainer guide who gives you a brief orientation to let you know what to expect.
Then, it's time for you to meet this fascinating ocean dweller. A sea lion waddles out to greet you as you introduce yourself. Take the helpful tips from the trainer to interact with the sea lion and request it to perform specific behaviors from out of the water. Sit back and watch as the trainer shows you the complex commands these animals are capable of performing. As the show ends, say goodbye to the sea lion and take a moment to appreciate all you have learned. Read More close
$91
per Traveler

Get a bird's-eye view of Key West as you parasail 300 feet (91 m) above the water. Float over the Gulf of Mexico, choosing to fly either solo or tandem, and see Key West from the air, your sight extending... up to 12 miles on the clearest day.
Head about a mile offshore and past Sunset Key to reach your takeoff area. The professional crew guides you through instructions on parasailing, catering to individual skill levels. Float into the sky as you experience quiet stillness at 300 feet. Admire breathtaking views of the clear waters and sea life—you might even catch a glimpse of a dolphin or a whale in the water.
Gently land back on the state-of-the-art boat with extended platforms, ensuring a safe landing. Read More close
Head about a mile offshore and past Sunset Key to reach your takeoff area. The professional crew guides you through instructions on parasailing, catering to individual skill levels. Float into the sky as you experience quiet stillness at 300 feet. Admire breathtaking views of the clear waters and sea life—you might even catch a glimpse of a dolphin or a whale in the water.
Gently land back on the state-of-the-art boat with extended platforms, ensuring a safe landing. Read More close
$46
per Traveler

Snorkeling and the history of sailing come together in this 5-hour adventure. Hop aboard a stunning 65-foot (20-m) 2-masted Appledore Schooner, and head to the clear tropical waters of North America's only living coral reef for a memorable snorkeling adventure... followed by a freshly prepared lunch.
Start your adventure aboard the spacious 15-passenger Appledore V Shooner, originally built for global exploration. As you sail to the Florida Keys, relax and enjoy beautiful views of Mallory Square and the Navy Mole. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers.
When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among 150 fish species living in the vibrantly colorful reef, believed to be over 5,000 years old. After snorkeling, enjoy a lunch buffet of pink shrimp, delicious fried chicken, deli meats, a variety of cheeses, salads, breads, and condiments. Grab a complimentary sangria, cold beer, premium wine or soft drink as you journey back to shore. Read More close
Start your adventure aboard the spacious 15-passenger Appledore V Shooner, originally built for global exploration. As you sail to the Florida Keys, relax and enjoy beautiful views of Mallory Square and the Navy Mole. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers.
When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among 150 fish species living in the vibrantly colorful reef, believed to be over 5,000 years old. After snorkeling, enjoy a lunch buffet of pink shrimp, delicious fried chicken, deli meats, a variety of cheeses, salads, breads, and condiments. Grab a complimentary sangria, cold beer, premium wine or soft drink as you journey back to shore. Read More close
$74
per Adult

Explore a living coral reef just 6 miles south of Key West, in the National Marine Sanctuary. No matter your age or level of snorkeling experience, delight in more than 150 species of fish and 50 species of coral that... can be found in these warm and crystalline waters.
Sail to Florida Keys Reef, the only living coral barrier reef in North America. Enjoy the beautiful views aboard a 69-foot (21-m) catamaran and relax on over 2,300 square feet (214 sq m) of deck space. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers.
When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among the dozens of fish species living in the vibrantly colorful reef, believed to be over 5,000 years old. After snorkeling, have a drink on the ship and relax as you journey back to shore. Read More close
Sail to Florida Keys Reef, the only living coral barrier reef in North America. Enjoy the beautiful views aboard a 69-foot (21-m) catamaran and relax on over 2,300 square feet (214 sq m) of deck space. Your professional instructors guide you through a course on snorkeling, covering every step of the process even for first-time snorkelers.
When you're ready, jump in and explore the breathtaking views from the shallow reef waters. Snorkel among the dozens of fish species living in the vibrantly colorful reef, believed to be over 5,000 years old. After snorkeling, have a drink on the ship and relax as you journey back to shore. Read More close
$41
per Adult

Visit Theater of the Sea for an exciting opportunity to interact with friendly sea lions. Watch in awe as these amazing animals jump through hoops and give hugs at the command of an expert animal trainer. Then spend the remainder... of your day exploring the other exhibits at the marine park.
After making your way to Islamorada by traversing the Overseas Highway, check-in at the ticket office. If you're early, take this time to watch other shows featured in this fun and exciting park. See the playful dolphins perform backflips and listen to the chatty parrots mimic visitors' voices.
Head to the sea lion exhibit 15 minutes before your booked start time. The professional trainer waits to greet you and provide you with an orientation filled with tips and interesting facts about these magnificent, sleek creatures.
Then it's time to enjoy your 30-minute interaction with the sea lions. Wearing a bathing suit, hop into the water. From this up-close and personal perspective, you can witness the sea lions as they demonstrate their energetic tricks to earn fishy treats. Swim among them, reaching out a tentative hand to pat their whiskered snouts or going in for a full hug with the trainer's assistance. Bid your new friends farewell and continue your exploration of the park. Read More close
After making your way to Islamorada by traversing the Overseas Highway, check-in at the ticket office. If you're early, take this time to watch other shows featured in this fun and exciting park. See the playful dolphins perform backflips and listen to the chatty parrots mimic visitors' voices.
Head to the sea lion exhibit 15 minutes before your booked start time. The professional trainer waits to greet you and provide you with an orientation filled with tips and interesting facts about these magnificent, sleek creatures.
Then it's time to enjoy your 30-minute interaction with the sea lions. Wearing a bathing suit, hop into the water. From this up-close and personal perspective, you can witness the sea lions as they demonstrate their energetic tricks to earn fishy treats. Swim among them, reaching out a tentative hand to pat their whiskered snouts or going in for a full hug with the trainer's assistance. Bid your new friends farewell and continue your exploration of the park. Read More close
$156
per Traveler

Jump in the water to go for a thrilling swim next to a school of sharks. Learn about these fascinating sea beasts from your expert trainer as you feed, pet, and even hold a gentle nurse shark. Spend time snorkeling... and swimming with these amazing creatures in a natural salt-water lagoon.
Experience the wonder of these magical animals as you take part in an intimate showcase that puts the life of the shark on display. After donning your wetsuit, follow your trainer as you are escorted to the shark beach, where your swim soon takes place. Listen closely as the trainer provides expert instruction so that you know what to expect.
Once you muster up the courage, submerge yourself in the water and take part in feeding, petting, and holding a real-life shark. Gain insight into the different kinds of sharks and how they live in the wild from the trainer, who is with you every step of the way. Next, put on your snorkel gear for the chance to swim alongside the sharks that call these waters home. As your journey comes to an end, it’s time to say goodbye to your newfound friends. Read More close
Experience the wonder of these magical animals as you take part in an intimate showcase that puts the life of the shark on display. After donning your wetsuit, follow your trainer as you are escorted to the shark beach, where your swim soon takes place. Listen closely as the trainer provides expert instruction so that you know what to expect.
Once you muster up the courage, submerge yourself in the water and take part in feeding, petting, and holding a real-life shark. Gain insight into the different kinds of sharks and how they live in the wild from the trainer, who is with you every step of the way. Next, put on your snorkel gear for the chance to swim alongside the sharks that call these waters home. As your journey comes to an end, it’s time to say goodbye to your newfound friends. Read More close
$102
per Traveler

Enjoy an unforgettable encounter with the graceful stingrays at Theater of the Sea. An expert animal trainer teaches you about these majestic creatures before you hop into a sandy shore oasis to snorkel among them. Then, reach out your hand... to offer the rays food, giving their sleek skin a friendly pet.
Arrive at the Theater of the Sea early to explore the other fascinating exhibits the park has to offer. Watch as dolphins perform tricks, taking their cues from trainers. Then, listen to parrots mimicking the voices of visitors and to sea lions as they communicate with each other.
Check-in with your animal trainer 15 minutes before your scheduled stingray encounter begins. Listen carefully for 10 minutes as they go over a thorough orientation to prepare you for the thrilling experience. Wearing a bathing suit and snorkel equipment, step into the water. Submerge your face as you peer through your goggles at the stingrays gliding through the water, practically suspended in flight.
As you swim you also see schools of tropical fish. Near the end of the experience, your trainer provides you with food to offer to the docile rays and shows you how to safely pet them. After 30 minutes, it's time to say your goodbyes, but you are welcome to spend the remainder of your day attending other shows at Theater of the Sea. Read More close
Arrive at the Theater of the Sea early to explore the other fascinating exhibits the park has to offer. Watch as dolphins perform tricks, taking their cues from trainers. Then, listen to parrots mimicking the voices of visitors and to sea lions as they communicate with each other.
Check-in with your animal trainer 15 minutes before your scheduled stingray encounter begins. Listen carefully for 10 minutes as they go over a thorough orientation to prepare you for the thrilling experience. Wearing a bathing suit and snorkel equipment, step into the water. Submerge your face as you peer through your goggles at the stingrays gliding through the water, practically suspended in flight.
As you swim you also see schools of tropical fish. Near the end of the experience, your trainer provides you with food to offer to the docile rays and shows you how to safely pet them. After 30 minutes, it's time to say your goodbyes, but you are welcome to spend the remainder of your day attending other shows at Theater of the Sea. Read More close
$70
per Traveler