Tours in Key West

258 results

Key West: Smathers Beach & activities with a Sunset Catamaran & Open Bar

Fun in the sun when you make it over to Smathers Beachand have the best day with unlimited use of water activities. Go kayaking, paddle boarding, sailing or just seat in your beach chair and umbrella and enjoy the sun. Make sure to be at the check in for you sunset cruise with live music and open bar no later than 4:15 check in for a 5pm departure. On the 2 hour Sunset cruise you will have an open well bar which includes rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. We will service finger food appetizers like Jamaican jerk chicken sliders on Hawaiian rolls, BBQ meatballs, veggie trays, cheese & cracker trays, Pita & hummus.
10 hours
Free Cancellation
From
$229.99

Private Transfer from Key West Port to Key West Airport (EYW)

Book your Private Transfer from Key West Cruise Port to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-door port/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
20 minutes
Free Cancellation
From
$112.81

PADI Refresher Course

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!
4 hours
Free Cancellation
From
$269.00

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!
4 hours
Free Cancellation
From
$775.00

Six Fins Private Bachelorette Charter–Key West Yacht Party Cruise

Private luxury bachelorette boat in Key West – sandbar, sunset & unforgettable memories with your bride tribe We promise unforgettable wedding experiences and a luxurious, personalized wedding experience that stands out. Customers will gain insider knowledge and memorable encounters with local traditions. This is great for all wedding party events of all ages, including Exclusive Yacht Experiences. The Jeanneau NC Weekender 895 boasts luxury and safety. Personalized Service: We tailor every detail to your vision, ensuring a unique and memorable event from planning to the final toast. Luxurious Amenities: Enjoy plush seating, optional catering, and prime locations. Our yacht provides ultimate comfort and style. Exceptional Crew: Our friendly, experienced crew ensures a smooth, stress-free event with attentive service. Seamless Execution: We handle all details, ensuring a flawless, stress-free experience so you can focus on celebrating.
6 hours
From
$1,670.00

Robert the Doll After Dark

Are you brave enough to lock eyes with the world's most haunted object… in the dark? Don't get stuck on a crowded trolly, step behind the velvet rope with us and investigate Key West's greatest mysteries and darkest legends. Located within a museum named one of America’s 10 Most Haunted Destinations, join us at the historic Fort East Martello for an eerie evening centered around the chilling legend of Robert the Doll. This isn't just a story—it's an encounter. Your night begins with a 30-minute guided ghost tour through the shadows of the Civil War-era citadel, where you’ll learn the dark history of the site. Then, settle in for a 30-minute seated experience directly with Robert. We will separate the terrifying facts from the folklore and discuss the latest activity surrounding the doll.
1 hour
Free Cancellation
From
$45.00

Private Transfer from Key West Cruise Port to Key West hotels

Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door port/city transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers
20 minutes
Free Cancellation
From
$114.02

Vitamin Sea Dolphin Safari: Private Key West Charter

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.
4 hours
From
$784.90

Private Boudoir Photoshoot in Studio Key West

Boudoir photography is a photographic style featuring intimate, sensual, romantic, and sensual images of its subjects in a photographic studio, bedroom or private dressing room environment, primarily intended for the private enjoyment of the subjects and their romantic partners. We can accommodate standard or bridal boudoir.
2 hours
Free Cancellation
From
$850.00

Key West’s Ultimate Inshore Shark Fishing Experience

1
Experience the thrill of catching and releasing powerful sharks in calm, shallow waters—no rough seas or long boat rides! Just minutes from the dock, battle lemon sharks, blacktips, bonnetheads, and more with guidance from expert captains and crew. Perfect for all ages and skill levels—book your adventure today!
3 hours
Free Cancellation
From
$600.00

Key West Sportfishing Experience 4 Hours 47 Hatteras-Sanctuary

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!
4 hours
Free Cancellation
From
$1,050.00

Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass

Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 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 60 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
$750.00
Key West Conch and Hemingway Self-Guided Walk
Special Offer

Key West Conch and Hemingway Self-Guided Walk

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.
2 hours to 2 hours 30 minutes
Free Cancellation
From
$7.99
$9.99
$2.00 savings

25' Cobia Center Console Boat Rental

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
1 day
Free Cancellation
From
$475.00

21' Hurricane Sundeck Boat Rental

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.
1 day
Free Cancellation
From
$300.00

Island Sandbar Tour Catamaran Cruise in Marathon FL

Experience a classic Florida Keys sandbar adventure on a comfortable 53’ catamaran. Cruise through Boot Key Harbor and past scenic landmarks as your crew shares information about the local area and points out interesting sights along the way. Once you arrive at the sandbar, step into shallow turquoise water perfect for swimming, floating, and relaxing. Use the provided water floats and noodles, or simply unwind on deck and enjoy the sunshine and music. This relaxed and family-friendly tour offers plenty of space to move around the boat, shaded seating, onboard restrooms, and a cooler with ice, soda, and water. Ideal for couples, families, and groups, this experience lets you enjoy Marathon’s sandbars the way locals do—easygoing, fun, and surrounded by the natural beauty of the Keys.
4 hours
Free Cancellation
From
$130.00

Private Customizable Charter

This snorkeling adventure goes beyond the ordinary by offering crystal-clear waters, vibrant coral reefs, and an incredible variety of marine life—all in a serene, picturesque setting. Unlike standard tours, we prioritize your safety and comfort with a dedicated crew, allowing you to fully relax and enjoy the experience. It’s not just a snorkeling trip—it’s an immersive journey into the beauty of the ocean, designed for both beginners and seasoned explorers.
1 day
Free Cancellation
From
$325.00

Snorkeling in the Florida Keys

Unlike standard snorkeling trips, this activity offers expert guidance and access to prime reef spots known for their rich marine biodiversity. With a focus on safety and comfort, you’ll enjoy a hassle-free experience while exploring the underwater world.
2 hours
Free Cancellation
From
$55.00

Sandbar Snorkel Combo Adventure

This combo tour offers two experiences in one: a peaceful sandbar visit and an exciting snorkeling session. Unlike standard trips, you’ll enjoy a well-planned itinerary that maximizes your time on the water, with expert guidance and access to prime locations.
5 hours
Free Cancellation
From
$130.00

Florida Keys Jet Ski Rental

Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at your own pace, whether you’re seeking excitement or relaxation. With both half-day and full-day rental options available, you can conveniently tailor your experience to fit your schedule. Enjoy the freedom of the open water while we ensure a smooth rental process, including safety gear. - Explore the beautiful waters of the Florida Keys at your leisure - Encounter native wildlife and stunning coastal views - Safety gear included for a worry-free adventure
2 hours
Free Cancellation
From
$99.00

Sandbar Boat Tour in Marathon Florida

Unlike standard boat rides, this tour takes you to a unique sandbar location where you can enjoy shallow waters and natural beauty. With expert guidance and a well-planned itinerary, you’ll experience one of the Florida Keys’ most iconic coastal spots.
3 hours
Free Cancellation
From
$65.00
Private Fun Fishing Charter
Special Offer

Private Fun Fishing Charter

This experience combines the thrill of fishing with a relaxed, fun atmosphere. You’ll be guided by a seasoned captain who knows the best local fishing spots—hidden honey holes full of fish and stories. Unlike typical charters, we offer hands-on tips for beginners and seasoned anglers alike, ensuring everyone learns something new while having a great time. It’s more than just fishing—it’s an adventure filled with laughter, connection, and unforgettable moments on the water.
1 day
Free Cancellation
From
$665.00
$700.00
$35.00 savings
Sunset Cruise in the Florida Keys
Special Offer

Sunset Cruise in the Florida Keys

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.
2 hours
Free Cancellation
From
$61.75
$65.00
$3.25 savings

Island Sunset Cruise 2 Hour Catamaran Tour in Marathon Florida

Cruise into a stunning Florida Keys sunset aboard a comfortable 53’ catamaran. Your crew will guide you through the waters surrounding Marathon, passing local landmarks such as Boot Key Harbor, the Atlantic Ocean, and the historic Seven Mile Bridge. Relax on deck and enjoy the changing colors of the sky while sipping a complimentary champagne toast. The catamaran offers plenty of seating, shaded areas, an onboard restroom, and a cooler stocked with ice, water, and soda. This tour provides a laid-back and memorable way to experience the Keys at golden hour—perfect for couples, families, and anyone who wants to unwind on the water.
2 hours
Free Cancellation
From
$102.00