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Key West Fishing Charters & Fishing Trips

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19 results | All Key West Tours

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Corsair 2 Sportfishing Key West
Likely to Sell OutLikely to Sell Out

Corsair 2 Sportfishing Key West

star-5
64
While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.
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  • 1 day 4 hours
  • Free Cancellation
From
$850.00
per group
From
$850.00
per group

Key West Haunted Pub Crawl and Ghost Tour

Key West Haunted Pub Crawl and Ghost Tour

star-4
189
Experience Key West’s dark side on this fun yet frightening haunted bar crawl. Hear tales of known paranormal activity from your local guide and visit the most eerie bars in Old Town Key West – located in two haunted mansions and repurposed morgue. By the end of the 2‐hour tour, you’ll see ‘Bone Island’ in a different (and profoundly spookier) light.
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  • 2 hours
  • Free Cancellation
From
$26.82
From
$26.82

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

star-4.5
544
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$50.35
From
$50.35

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres
Likely to Sell OutLikely to Sell Out

Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

star-4.5
1152
Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.
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  • 2 hours
  • Free Cancellation
From
$89.95
From
$89.95

Key West Southernmost Food and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Southernmost Food and Cultural Walking Tour

star-5
554
Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Key West Mangrove Kayak Eco Tour

Key West Mangrove Kayak Eco Tour

star-5
691
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.
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  • 2 hours
  • Free Cancellation
From
$50.00
From
$50.00

Key West Sunset Dinner Cruise with Tropical Buffet

Key West Sunset Dinner Cruise with Tropical Buffet

star-4
452
Watch Key West's sunset — a main island attraction — on an evening dinner cruise. Feast on a tropical-themed buffet dinner and sip provided cocktails, beer, wine, and soft drinks as you take in views of the sea, the waterfront, and the sky's warm glow. Live music provides a festive atmosphere, and a cash bar is also available for premium drinks.
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  • 2 hours
  • Free Cancellation
From
$88.95
From
$88.95

Key West Historic Seaport Food Tasting and Cultural Walking Tour
Likely to Sell OutLikely to Sell Out

Key West Historic Seaport Food Tasting and Cultural Walking Tour

star-5
262
Taste your way through Key West's Historic Seaport on a gourmet walking tour with a local guide. You'll stroll from the beach and docks into some of the most colorful neighborhoods in Key West, pausing to sample locally-caught fish tacos, Key West pink shrimp, spiny lobster, or other just-as-delicious non-seafood options, learning about Key West history along the way. Don't forget to save room for a refreshing glass of white wine and our famous key lime pie! Exploring Key West on foot is an ideal way to soak up the vibrant atmosphere, and group size is limited to 10 people to ensure personal service from your guide.
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  • 3 hours
  • Free Cancellation
From
$88.68
From
$88.68

Key West Ghost and Mysteries Guided Tour

Key West Ghost and Mysteries Guided Tour

star-4.5
813
Discover the spooky side to one of the country's most haunted cities on a 90-minute walking tour. Listen to hair-raising local legends as you follow your guide down the hidden alley's of Key West. See where Robert the Doll lived, learn about Count Von Cosel, and keep your eyes peeled for the ghost at La Concha. Learn how to attract spirit activity with dowsing rods and how to capture it with your camera.
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  • 1 hour 30 minutes
  • Free Cancellation
From
$32.26
From
$32.26

Key West Craft Cocktail Crawl
Likely to Sell OutLikely to Sell Out

Key West Craft Cocktail Crawl

star-5
148
Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.
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  • 3 hours
  • Free Cancellation
From
$93.68
From
$93.68

Key West Ghosts and Gravestones Trolley Tour

Key West Ghosts and Gravestones Trolley Tour

star-4
319
Discover some of Key West’s deepest, darkest secrets on a 60-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour
  • Free Cancellation
From
$38.80
From
$38.80

Private Fishing Charter from Ramrod Key
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Private Fishing Charter from Ramrod Key

star-5
22
Escape the Florida Keys crowds by heading into the backcountry on this private fishing tour. In the company of just your party and the crew, you'll enjoy your guide's undivided attention as you fish for a variety of species such as tarpon, bonefish, permit, barracuda, snapper and sea trout in the shallows and flats. Most likely, you'll be fishing depths of two to eight feet.
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  • 4 hours
  • Free Cancellation
From
$450.00
per group
From
$450.00
per group

Private Fishing Charter from Key West
Likely to Sell OutLikely to Sell Out

Private Fishing Charter from Key West

star-4.5
26
Try to catch a trophy fish on this private fishing charter in Key West. From beginners to expert fishers, this charter offers something for everyone. The crew will also adapt the fishing techniques according to that day’s conditions, offering many different types of fishing, as well as teaching you how to catch the big ones.
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  • 4 hours
  • Free Cancellation
From
$950.00
per group
From
$950.00
per group

Half Day Private Customized Charter in Key West

Half Day Private Customized Charter in Key West

star-5
16
You will enjoy spending the day with an experienced guide who has an eye for spotting all the great wildlife as well as lots of tales about the sea to tell. We will bring you to all the local hotspots as well as give you land recommendations for the rest of your trip.
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  • 4 hours
  • Free Cancellation
From
$650.00
per group
From
$650.00
per group

3-Hour Private Catamaran Sunset Sail of Key West with 1 Activity

3-Hour Private Catamaran Sunset Sail of Key West with 1 Activity

star-4
4
Combine a private, sunset sailing tour along Key West’s picturesque coastline with one activity of your choice: snorkeling, paddleboarding, fishing, or kayaking. Excursions can accommodate up to six people, making it an ideal option for families or friends. Snacks and refreshments are included, and you can bring alcoholic drinks to enjoy as you cruise.
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  • 3 hours
  • Free Cancellation
From
$799.00
per group
From
$799.00
per group

6-Hour Customized Charter in Key West.

6-Hour Customized Charter in Key West.

star-5
2
With Salty Soul Charters your adventure will be a one of a kind charter through some of the most beautiful waters that key west has to offer. Our guests are amazed at the variety of wildlife and seascapes included. Your captain has over 8 years of experience in guiding multiple tours including dolphin watching and eco tours as well as navigating the back country waters allowing your trip to be adjusted and personally customized for your enjoyment. Choose from our list of activities to build a day of fun for everyone. Enjoy a day in the hidden areas of Key West that only a boat this size can navigate. Explore under the sea with snorkeling, dolphin watching, or learn about the ecosystem with our eco-tours. Want to just relax and soak up the sun? Perfect, let’s head to the hidden sandbars and get your toes in the water and a drink in your hand.
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  • 6 hours
  • Free Cancellation
From
$900.00
per group
From
$900.00
per group

Marathon Backcountry Fishing Charter

Marathon Backcountry Fishing Charter

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.
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  • 4 hours
  • Free Cancellation
From
$579.54
per group
From
$579.54
per group

Marathon Reef Fishing Charters

Marathon Reef Fishing Charters

Sail across the beautiful waters of the Florida Keys for a day of reef fishing. Charter a private boat for up to six people and cast your line as you try to catch Wahoo, Mahi Mahi, Snapper, Grouper, King Mackeral, and more. Tours are suitable for beginner and experienced anglers so everyone can have a good time catching fish and enjoying a beautiful day out on the water.
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  • 4 hours
  • Free Cancellation
From
$772.72
per group
From
$772.72
per group

Private Fishing Charters in Marathon Florida

Private Fishing Charters in Marathon Florida

Based out of Marathon Florida Keys, you’ll have access to many types of fishing: Offshore, Bay & Reef. The fishing is hot year-round, and Captain Brad Picariello carried with him a lifetime’s experience on the waters. Head out to sea aboard a 40’ Gamefisherman offshore sportfishing boat. A versatile vessel, she’s suited to all kinds of fishing. Bring your own drinks and snacks to put in the captain’s cooler – just also bring an ice box for your catch. Powered by twin 485 HP Cummins engines, and with the onboard fishfinder and GPS, you’ll hit the sweet spots right away.
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  • 8 hours
From
$2,000.00
per group
From
$2,000.00
per group

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