Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres
Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwind in a refined and intimate setting away from crowded party boats.
Enjoy complimentary beer, wine, champagne, and soft drinks throughout the cruise, with cocktails available for purchase. Savor a selection of hors d’oeuvres including cheese and crackers, fresh vegetables with dip, and shrimp cocktail — perfectly paired with a breathtaking Florida Keys sunset.
Watch the sky transform into vibrant shades of orange, pink, and gold as the sun dips below the horizon, creating unforgettable photo opportunities. Perfect for couples, celebrations, or anyone seeking one of the top-rated experiences in Key West. Advance reservations are highly recommended, as this popular sunset sail often sells out.
Duration: 2 hours
Private Fishing Charter from Ramrod Key
you'll be able to fish the Atlantic side of the Florida Keys and the Gulf side in the same outing if you so desire.
Duration: 4 hours
- Likely to sell out
- Free cancellation
- Private tour
Schooner Appledore Day Sail with Full Bar in Key West
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.
Duration: 2 hours
- Free cancellation
Private Arrival Transfer from Key West Airport EYW
Why stress waiting for unreliable taxis or shuttle services from the Key West Airport? Ensure peace of mind with a private transfer too Key West, Marathon Key or Little Palm Island from and too the Key West Airport (EYW). Get To your destination relaxed and with plenty of time to spare before your flight!
Transfer services are available 24 hours a day, seven days a week. Choose from a luxury sedan transfer for three people, a sport utility vehicle transfer that carries up to five passengers or arrive in style in a stretch limousine that comfortably fits six. All vehicles feature stylish and spacious interiors and you will be met and escorted by a professional chauffeur.
- Free cancellation
- Private tour
Private Looe Key Snorkel from Big Pine Key
Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
Duration: 3 hours
- Free cancellation
- Private tour
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and being on the water in Key West. I now own a small business with my wife and 2 young kids. We are trying to make a big impact by educating and leading by example. I'm very passionate about being respectful to the wildlife and the environment
Duration: 4 hr 30 min
- Free cancellation
Hemingway's Key West Self Guided outdoor Walking Audio Tour
Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to? Stop in his favorite bars for a drink? You are in luck. Our tour will begin at the Florida Keys Historical Military Memorial in Mallory Square and wind our way along storied streets and the favorite haunts of Hemingway himself, until we reach the iconic Hemingway Home and Museum and the towering Key West Lighthouse. You’ll see his bust, his favorite bar, the spot he first lived, where he ate and lived. And you’ll also hear the story of Key West along the way. Go at your own pace, stop anytime for a drink, and continue when you want. The tour never expires.
Duration: 1 hour – 1 hr 30 min
- Free cancellation
- Private tour
Southernmost Key West History and Culture Small-Group Walking Tour
Meet The Locals, On Foot, At Eye Level
If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the touristic façade that most people never penetrate. That’s why the Southernmost Walking Tour is the best way to immerse you into the history and culture of Key West! When you’re on foot, the world can’t slide past you faster than you can absorb it. You’ll have time – and proximity – to get up close to the region’s culture and natural history.
Start your tour at the famous Cuban sandal factory - Kino Sandals before heading off toward the Southernmost Point of the continental United States. Along the way, our incredibly knowledgeable and well-connected local guides will show you the most popular landmarks and introduce you to local culture. By the time you’re finished, you’ll have a uniquely fun perspective of our tiny island!
Duration: 1 hr 45 min
- Free cancellation
Half Day Private Boat Charter Key West: Dolphin, Snorkel, Sandbar
Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches only accessible by boat, with a flexible itinerary customized just for you.
• Watch wild dolphins in their natural habitat
• Private eco-friendly tour, just for your group
• Cruise Key West’s beautiful backcountry waters
• Flexible departure times to fit your schedule
• Learn about marine life from a local guide
Duration: 4 hours
- Free cancellation
- Private tour
Key West Sweet Treats Food Tour: Sunshine & Sweet Times
Discover the sweeter side of paradise on the Key West Sweets Tour! This fun and flavorful walking tour takes you through the heart of Old Town, along the harborfront and seaport, with stops at some of the best local spots for delicious donuts and sweet treats. Along the way, you’ll learn all about Key West’s rich and colorful history, from pirates and pioneers to artists and eccentrics. With plenty of photo-worthy moments, historic sites, and tasty bites, it’s the perfect outing for families, friends, and anyone looking to explore Key West in a unique and memorable way. Come hungry, bring your camera, and get ready to enjoy a one-of-a-kind tour through this tropical island treasure!
Duration: 1 hr 30 min – 2 hours
- Free cancellation
Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader
Go at your own pace and schedule. You'll see Key West's most haunted spots and hear their ghostly stories on spooky solo walking tour on the WalknTours App.
1 purchase works on 2 smartphones. BOGO!
Avoid large tour groups. Hear every word. Optionally read the dialogue.
Once you unlock the tour it does not expire and can be taken anytime.
This offers spooky narration, theatrically crafted and music infused tour you can take anytime.
Contactless and social distance friendly.
It's recommended to listen on headphones or earbuds. Also you can Listen on a bluetooth speakers or your phone speaker.
What makes this tour special?
-The spooky narrator is one of a kind.
-This is not a fact dumping tour. It's a spooky adventure.
-Go anytime. Go at your own pace
-Great bang for your buck. Get the adventure for a fraction of the price of other tours.
Duration: 40 min – 55 min
- Free cancellation
- Private tour
Go City: Miami Explorer Pass - Choose 2, 3, 4 or 5 Attractions
Go City's Explorer pass is the best Miami pass for savings and flexibility
Create your own sightseeing itinerary and gain admission to your choice of two, three, four or five popular attractions and activities.
Visit Zoo Miami; take a duck tour of South Beach; rent a kayak or paddleboard in Key West; or hop on and off a double-decker Miami sightseeing bus — you can choose from a list of over 25 attractions, and you have 30 days to use your pass once activated.
Sync your mobile pass to the Go City app and show it at the attraction gate or ticket office to get in – no voucher redemption required!
Duration: 1–30 days
Marathon Florida Keys Fishing Experience Big Game
We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.
Duration: 8 hours
- Free cancellation
- Private tour
Sandbar Adventure Cruise in the Florida Keys
Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your spacious 52’ catamaran, complete with complimentary snacks and drinks while soaking up the sun or exploring the crystal-clear waters. Your experienced crew will ensure a smooth sailing experience, showcasing the best spots in the area. Perfect for groups seeking relaxation, celebration, or exploration, this tour promises unforgettable memories in paradise.
- Enjoy a leisurely sandbar trip with paddleboarding and floats
- Experience breathtaking sunset views while sipping drinks
- Spacious and comfortable 52’ catamaran with Wi-Fi
- Friendly and knowledgeable crew dedicated to your safety and enjoyment
Duration: 4 hours
- Free cancellation
Ernest Hemingway's Key West Years: Self-Guided Audio Walking Tour
This self-guided audio walk follows Ernest Hemingway's years in Key West, 1928 to 1939, at seven stops. Every stop comes with two to four links to its sources, among them clippings from the Key West Citizen of his years and his own letters. He landed in April 1928 and sailed for Havana on December 24, 1939. The walk opens in your phone's web browser, with no app to install, and each stop is told from the public sidewalk or a public park.
At each stop you get a short narration to hear, the same words to read, and two to four links to its sources. The sources include the Key West paper of the day, a letter of his from April 1928 and a federal survey of the house. Where a story comes from a later teller and not from a record of the time, the narration names the teller.
The route is about 2.1 miles (3.4 km) on foot. Walking takes about 45 minutes and the narration about 16 minutes. With time at each stop, allow up to 2 hours. It starts at Simonton and Caroline Streets.
Duration: 1 hr 5 min – 2 hours
- Free cancellation
- Private tour
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Marathon Seven Mile Bridge Sunset Cruise Tour
Witness the vibrant hues of a Florida Keys sunset on a 90-minute cruise along the stunning Seven Mile Bridge. This intimate experience aboard a 31’ motorized catamaran offers 360-degree views and a shaded seating area, perfect for relaxing with friends and family. Enjoy complimentary soda and water as you soak in the breathtaking scenery, making it a memorable way to end your day in Marathon. With space for just 26 guests, this cruise is a beloved highlight for many visitors to the Florida Keys.
- 90-minute sunset cruise with views of the iconic 7-Mile Bridge
- Intimate setting with a maximum of 26 guests for a personalized experience
- Complimentary drinks: soda and water, with BYOB policy for alcohol
- Enjoy 360-degree views on a spacious motorized catamaran with shaded seating
Duration: 1 hr 30 min
- Free cancellation
Sunset, History, Eco Tour, Marathon FL
A Sunset Cruise with a Twist aboard the Island Pearl
Wrap up your perfect day in the Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set out on a relaxing evening cruise through the heart of Marathon as we share the rich history surrounding the Seven Mile Bridge, Pigeon Key, and other landmarks that shaped the Middle Keys, with relaxing island music to enhance the vibe. Bring your favorite beverage and toast the day as the sky glows with color over the island waters. There’s even a chance you’ll spot playful dolphins along the way! Whether you’re soaking in the history, the views, or just the laid-back Keys atmosphere, this cruise offers something special for everyone on board. This one-of-a-kind experience is quickly becoming a Florida Keys tradition for visitors who want to end their day with scenery, storytelling, and a truly memorable time on the water.
Duration: 2 hours
- Free cancellation
Shallow Water Snorkeling and Dolphin Watching in Key West
Avoid the crowded big boats. Trips on this Sailing Catamaran are 1/2 full maximum! Book with a 2 week cancelation policy from vender, and there’s weather refunds of course. Premium drinks & snacks included!
Enjoy a premium shallow snorkeling and dolphin-watching sailing excursion. Cruise on a roomy catamaran that books only to half their passenger limit for quality control.
Be ready to spot wild dolphins being WILD - hunting, playing, teaching their babies how to hunt, feed and socialize with their dolphin friends. Then to a shallow water snorkel stop at coral reefs, wrecks or the wildlife refuge - wherever the best conditions are from Mother Nature that day.
The spacious catamaran offers plenty of room to relax in comfortable seats, and on a soft trampoline sundeck forward. Feel the sea breeze in your hair, and enjoy light snacks and premium drinks, all while having fun sailing on the sparkling waters of Key West.
Duration: 4 hours
Marathon Florida Keys Fishing Experience
Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime.
It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.
Duration: 4 hours
- Free cancellation
Key West Dolphin Tour & Snorkeling- Small Group
Featured in National Geographic Travel - Over 2000 five-star reviews and ranked #1 on Google Maps for Key West dolphin tours.
Small Groups, Big Experience - Maximum 6 guests on comfortable Four Winns (25ft) or Robalo (25ft) boats. Enjoy unobstructed dolphin views and personalized attention from USCG-licensed captains.
95% Dolphin Success Rate - Our captains know these waters after 20 years. While wild dolphin sightings aren't guaranteed, our track record speaks for itself.
Premium Comfort - Full rooftop shade, open bow for sunbathing, ample storage, onboard restroom, and complimentary refreshments.
Flexible Policy - Minimum 3 passengers required. If not met, we offer private charter conversion (add one ticket), reschedule, or full refund.
Daily Departures - Perry Hotel Marina, Stock Island with free parking. Times vary seasonally for optimal conditions.
Duration: 3 hours
- Free cancellation
Fishing Charters in Key West Florida
We provide some of the best inshore and offshore fishing key west has to offer. All of our excursions are specialized to our customers satisfaction. We provide half day 3/4 day and full day fishing charter excursions in key west florida. We catch almost every species of fsih key west has to offer, form the beginner to the expert we take everyone for a great day of fishing on the water.
Duration: 4 hours
- Free cancellation
- Private tour
Key West: Sunset Sail + Reef Snorkel & Sandbar
Reef Snorkel + Sandbar & Sunset Sail
• Summer Only with Small Groups on an Honest Eco Tour.
What Makes this Eco Tour different?
• Guided Snorkeling
Your mate hops in the water with you and points out animals and shows you the best spots, ensuring you and your loved ones get the best experience on your tour.
• Small Groups
With a max group size of 24 guests and the warm calm weather of summer, you will see what makes an Honest Eco tour great for your group.
Who is this trip for?
We are a small family owned business, started by a biologist to offer authentic experiences that we would want to book.
• We cater to Couples and Families who want a nature experience and would prefer to avoid the packed party boats.
What is the Boat?
The boat is a wide open 42' sailing catamaran that immerses you in the nature experience. It has a head on board, and we offer Fresh Organic Fruit and Filtered Water, Safety equipment and really good snorkeling gear.
Duration: 4 hr 30 min
- Free cancellation
Key West Day Sail on Schooner America 2.0 with 2 Drinks
Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean waters while sipping a beverage. Take in views of Key West sights like Fort Zachary Taylor, Mallory Square, Sunset Pier and Sand Key Light Tower. Soda and water are complimentary. Two alcoholic beverages are included with your ticket. Additional beverages are available for purchase.
Duration: 1 hr 30 min
- Free cancellation
Key West: Private Sunset Cruise on an Authentic Tiki Bar Boat
Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.
Duration: 2 hours
- Free cancellation
- Private tour