Tours in Key West

258 results

Sail the waters of Key West on Bella Maggio Yacht

This day typically lasts about four hours (or can be 8) from the time you leave Marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion while you stay in Marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.
8 hours
Free Cancellation
From
$1,100.00

Dark Corners of Key West Walking Tour

Join us on a 2-hour walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.
2 hours
From
$175.17

Key West Sandbar Charter

Come experience the Crystal clear waters and sandbar island surrounding the Florida Keys. This tour can be completely tailored to whatever you have in mind. From drinking and relaxing on the sandbars to a full eco-tour through the Florida Keys marine sanctuary.
4 hours
Free Cancellation
From
$800.00

Shelly Kay Sailing Catamaran in Key West

This day typically lasts about eight hours (or can be 4) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion as you stay on at the marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.
8 hours
Free Cancellation
From
$920.00

4 hours Private Fishing Charters in Key West

2
Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
4 hours
Free Cancellation
From
$950.00

Deep Sea Fishing-Key West Since 1965-45 Hatteras Cowgirl-Cold AC

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey
4 hours
Free Cancellation
From
$1,050.00

Tipsy Tiki Sunset Cruise in Key West

Imagine gliding over gentle waves aboard the Lazy Lady, a 53-foot, one of a kind tiki boat. Soak in the vibrant colors of an iconic Key West sunset - hues of orange, pink and purple. Sip on ice-cold beverages prepared by your friendly crew while the warm sea breeze carries the sounds of island music and laughter. The atmosphere is relaxed and festive, perfect for making new friends or sharing moments with loved ones. Expect a laid-back and enjoyable trip while unwinding with a refreshing beverage from the bar. As the last sliver of sun disappears below the water, watch for the green flash, an enchanting touch of magic. Sail back to Key West Harbor under the star-filled sky, creating a Key West memory to last a lifetime.
1 hour 30 minutes
Free Cancellation
From
$89.00

Private Charter 6 Passenger Sandbar, Snorkel, Dolphins

2
Cowfish offers a smooth and comfortable ride, versatility, and ample space for 6 or fewer in a small package. Whether you want to lounge on the sandbar, snorkel at your own pace, or enjoy dolphin watching, Cowfish provides a great platform.
4 hours
Free Cancellation
From
$950.00

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
$37.16

Full day tour of The Florida Keys - Key Largo Islamorada Key West

4
Tours are private, and include only your travel party of up to 6 people. We customize the stops to what interests your group. We can make more, or less stops. Spend more, or less time at sights. It's YOUR day! We will make lots of suggestions, but want you to have the best experience possible so try to cater to your interests. You'll learn about many aspects of our unique history and unique eco-system. The Florida Keys is located in the middle of a National Marine Sanctuary! We have many unique and endangered animals, both on land and in our waters. And, at one point, Key West was the richest city in the state of Florida! How was THAT possible?? Want to beach hop all the way to Key West? Maybe jump off a bridge? Ya know...cause your friends are doing it! For real! Just want to get to Key West and be pointed in the direction of the best bars? We can do that too! Adventurous enough to check out a clothing optional bar? Key West has those too! Admission NOT included to any venue.
8 hours
From
$750.00

Private Transfer from Key West hotels to Key West Cruise Port

Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door city/port 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
$37.16

Key West Street Food Private Local Guided Tour

Embark on a personalized gourmet journey through the lively streets of Key West, where you'll savor a diverse range of street foods from succulent shrimp to iconic Key lime pie. This tour not only satisfies your taste buds but also immerses you in the rich cultural and historical backdrop of each dish. Led by expert guides, you'll uncover the fascinating stories behind the flavors and traditions that define Key West. Perfect for food enthusiasts and history buffs, this unique experience promises an unforgettable blend of culinary delights and cultural exploration.
3 hours
Free Cancellation
From
$332.30

Private Custom Combo Charter

OPEN ITINERARY & CUSTOMIZABLE you can create your dream adventure with our Local Charter Captains in Key West. Whether celebrating a special occasion or simply seeking a personalized experience tailored to your interests, combine our fixed itinerary experiences. The possibilities are endless, from romantic sunsets, harbor trips, snorkeling, sandbar and dolphin cruises, reef fishing, and thrilling backwater eco excursions. Start times are flexible. so you can pick and chose your most preferred time.
6 hours
Free Cancellation
From
$1,295.00

Key West Boat Rental with Seat Sound and Fishing Upgrades

Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and convenience. Nestled within our full-service marina, we've proudly served our community for 39 years, earning our reputation as the go-to destination for boat rentals in Key West. Join us and embark on an adventure of a lifetime – where every wave carries the promise of unforgettable memories!
4 hours
Free Cancellation
From
$475.00

Escape Rooms Outdoors on the Waters of Key West!

3
Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!
4 hours
Free Cancellation
From
$700.00

Florida Keys Tour and Private Transportation service

2
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)
8 hours to 10 hours
Free Cancellation
From
$985.00

Cruise the waters of Key West on Parr T On, 60ft Sea Ray Sundacer

This day typically lasts about four hours (or can be 8) from the time you leave the marina to the time you get back and may include fueling time. There is no chance to forget anything as you will go out on the same yacht for the ocean excursion as you stay on at the marina. The most popular activity on this charter is to sail or motor to the coral reef system (45-60 mins one way), grab a mooring ball, and snorkel. You can learn how to sail or drive the yacht. Fishing is also a popular activity on charters. Please consult the captain you hire and follow all local and federal laws. It is common to have dolphin encounters as well as sea turtle sightings. Most charter customers take in a sunset sail or motor cruise back to the marina to close out their day. Charter customers find that it is nearly impossible to take in all these activities in a half day yacht charter.
8 hours
Free Cancellation
From
$1,000.00

Maritime Village to Micro State: A Self Guided Tour of Key West

2
Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point. On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.
1 hour 30 minutes to 3 hours
From
$11.99

Travel the Florida Keys Private Adventure

Embark on an unforgettable journey through the stunning Florida Keys, starting from vibrant Key West aboard the Jeanneau NC 895 Weekender. Experience a unique blend of adventure and relaxation as you explore the archipelago chain. Discover hidden treasures like historic wrecks, serene mangroves, and pristine sandbars, all brimming with natural beauty and biodiversity. Visit iconic destinations like Marathon, Islamorada, and Key Largo, each offering charm and allure.
4 days
Free Cancellation
From
$4,500.00

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

11
This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!
1 hour
Free Cancellation
From
$340.00

Private Tiki Bar Crawl by Water

Embark on a tantalizing journey through Key West's culinary and cocktail scene with our Bar & Food Crawl by Boat Charter. About Cruise along the picturesque coastline to a selection of outdoor Tiki establishments nestled along the water's edge, each with its charming boat dock waiting to welcome you. Indulge your taste buds with a curated selection of mouthwatering dishes and creative cocktails inspired by the island's vibrant culture and tropical flavors. Every stop offers a delightful taste of Key West's culinary delights, from fresh seafood to exotic island-inspired libations. With our expert guides leading the way, you'll savor the island's flavors while enjoying its waterfront's scenic beauty – a unique gastronomic adventure that will leave you craving more. So come aboard and let us whisk you away on a culinary odyssey like no other, where every bite and sip is savored against the stunning backdrop of Key West's coastal charm.
4 hours
Free Cancellation
From
$1,295.00

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

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
$37.16

Deluxe Pontoon Boat Rental In Key West

6
We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait and so much more. We are your one stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.
8 hours
Free Cancellation
From
$650.00

Private Clothing Optional Charter LBGTQ Friendly

Embrace the naturalist lifestyle. Enjoy intimate Freedom and Relaxation naturalist experience through crystal-clear waters, feeling the breeze on your skin without clothing. Exclusive and Private Experience: Our charters are designed for privacy. Celebrate special occasions, enjoy unique adventures, or unwind with space and freedom. Connect with Nature: Experience the sun, sea, and wind more intimately, deepening your appreciation of the marine environment. Perfect for Groups and Couples This is ideal for romantic getaways or memorable adventures with friends in a safe and respectful environment. What to Expect - Professional and Respectful Crew Ensuring comfort and privacy. - Comfort and Amenities Enjoy refreshments, sunbathing areas, and snorkeling gear. - Stunning Locations Discover the beautiful, secluded spots of the Florida Keys.
6 hours
Free Cancellation
From
$1,295.00