Tours in Key West

258 results

Marathon Offshore Fishing Charter

2
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Sailfish, Wahoo, Mahi Mahi, Tuna, Snapper, Grouper, King Mackerel, and Shark. Your tour is guided by a licensed Captain in a 30” open fishing style boat with t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
4 hours
Free Cancellation
From
$1,500.00

Private Key West Snorkeling Adventure

1
Dive into an underwater wonderland with our Reef Snorkel Charter in Key West. Explore the vibrant coral reefs with tropical fish, colorful marine life, and fascinating sea creatures. Our expert guides will lead you to the best snorkeling spots, ensuring an unforgettable experience for beginners and seasoned snorkelers. Feel the exhilaration as you glide through the crystal-clear waters, marveling at the kaleidoscope of colors beneath the surface.
4 hours
From
$1,195.00

Key West Photographer Private Historic Photoshoots

If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset?  this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; let us guide you with poses for stunning photos. Our photography style is authentically candid, that reflects a vibrant lifestyle, aiming to inspire others. Let us be your guide, suggesting fantastic poses and activities, like a casual stroll, a dance, etc., to create photos that truly capture the moment.
1 hour
Free Cancellation
From
$499.00

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
$378.05

Creative Soul Scavenger Hunt Key West

Step into vibrant Key West for a scavenger hunt like no other! Guided by Tara, your upbeat game show host, you’ll embark on an interactive adventure filled with creative challenges, playful clues, and memorable moments. Connect with your group and the colorful island spirit as you solve tasks, capture fun photos, interact with locals, and discover hidden stories of Key West. This is an imaginative, lighthearted experience—perfect for all ages and backgrounds, whether you’re an explorer or an artist at heart. No bars or drinking stops, just teamwork, laughter, and discovery. Celebrate your unique journey together after the hunt! Bring your curiosity, and let Key West surprise you.
2 hours 15 minutes
Free Cancellation
From
$39.00

Historic 7-Mile Bridge Sunset Cruise in Marathon

54
The premier watersports operator in Marathon, Florida. Voted Best in Marathon 2023 and 2024. Professional crew, well maintained boats and equipment, fully insured. Florida Mom owned. Only the best for our guests!
1 hour 30 minutes
Free Cancellation
From
$119.00

Private Encounter with Robert the Haunted Doll

Robert the Doll is a Key West mystery and a worldwide phenomenon. Paranormal investigators call him "the world's most haunted doll." For many people, meeting Robert the Doll is a once-in-a-lifetime opportunity. This private encounter ensures it is an intimate and exclusive experience that lasts a lifetime. Ideal for families, couples, and small groups looking for an exclusive, unique, and memorable Key West activity. This experience combines the island’s best paranormal history and mystery in a private, crowd-free setting. This twilight tour starts after the museum closes. We'll lock the doors behind you, and it will be just you, your ghost host, and Robert the Doll inside one of Key West's most notoriously haunted locations.
1 hour
Free Cancellation
From
$567.50

Private 1/2 day Catamaran Sails - Snorkeling, Dolphins, Sailing!

Rent your own private yacht and savor the beautiful Key West waters away from the crowds. Do it all on a luxury catamaran reserved just for you! Snorkel a pristine reef, dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner-operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times are available upon request. Let's go sailing!
3 hours
Free Cancellation
From
$750.00

Private Historic Harbor Cruise

Experience the charm of Key West from a unique perspective with our Harbor Cruise. About Set sail from historic seaports and meander through picturesque harbors, where colorful sailboats and historic landmarks line the waterfront. Take in the sights and sounds of this vibrant coastal town as our experienced captain regales you with tales of its storied past. Whether you're enjoying a romantic sunset cruise or a leisurely daytime excursion, our Harbor Cruise offers a front-row seat to the beauty and charm of Key West – a true maritime adventure not to be missed.
3 hours
From
$995.00

Private Key West Clothing Optional Charter

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
From
$1,670.00

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)
10 hours to 12 hours
Free Cancellation
From
$985.00

Bimini Charters - Private Luxury Catamaran 3-hr Sunset Sails

4
Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail along the Key West coastline, and enjoy cocktails with friends on your own private yacht! If the big, crowded boats are not for you, we're the perfect option for a more private sail catered specifically to your needs. Our boat is the cleanest you will find, with a spotless bathroom and an electric flush toilet. We are owner operated so every detail of your sail is important to us. We also allow you to bring your own food and cocktails on the boat to create your own perfect experience. The S/V Liberty is a luxurious 44-ft cat, offering 5 different seating areas, so you can spread out and savor the coastline as we sail by. Bigger groups and longer charter times available upon request. Let's go sailing!
3 hours
Free Cancellation
From
$775.00

Island Maternity Bliss Photoshoot

We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.
1 hour
Free Cancellation
From
$550.00

Private Afternoon Snorkel with Sunset Sail in Key West

4
Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's amazing natural wildlife with up to five others, before sailing back to shore at sunset.
4 hours
Free Cancellation
From
$995.00

Key West Perfume Making Class: Create Your Signature Fragrance

Create your own signature fragrance during an instructor-led class at a perfume store in Key West on Duval Street. Craft a luxury personal fragrance from twelve premixed blends and up to three additional oils from our selection of 300. Includes one bottled custom fragrance, certificate, and workbook. Bottle your perfume or cologne to take home and turn it into a body lotion, massage oil, and more.
1 hour 30 minutes
Free Cancellation
From
$125.00

Private Morning Tiki Boat Eco Cruise in Key West

You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best photos.
2 hours
Free Cancellation
From
$403.13

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

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
$113.54

Elope in Key West Intimate Wedding 10 Guests or Less

Looking for a simple easy way to elope in Key West - look no further - our professional photographers are also officiants and so they provide a combo - they marry you then photograph this lifetime moment. Our professional will meet you at the desired location - will perform the ceremony then will photograph the format of the ceremony and some couple photos after - total event will be 1 hour - NO decor is included.
1 hour
Free Cancellation
From
$650.00

Rum Cocktail Masterclass

Step into the world of rum and discover the art of crafting exquisite cocktails at a hands-on masterclass. Whether you're a novice or a seasoned mixologist, this class offers something for everyone. Guided by expert bartenders, you'll uncover the secrets behind both classic and contemporary rum cocktails. Dive into a variety of rum styles, including two local treasures: First Legal Rum, celebrated for its smooth and rich flavor, and Pilar Dark Rum, known for its deep, complex taste with hints of caramel and spices . Master essential techniques while enjoying a fun time with friends or a unique date experience. Imagine the joy of shaking, stirring, and sipping your own creations as you toast to new skills and delicious drinks!
1 hour 30 minutes
Free Cancellation
From
$91.32

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
From
$1,295.00

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

92
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.
2 hours
Free Cancellation
From
$4,000.00

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
From
$1,795.00

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