Fishing in Key West, FL


Deep-Sea Fishing Trip for One or Two from Pure Naples (Up to 33% Off)

Pure Naples

Downtown Naples

Trip includes tackle, bait, and licenses; anglers hunt redfish, grouper, mackerel, and snapper

$100.70 $69

$250 for a Half-Day Tarpon Fishing Trip for Up to Four at Tarpon Tamer ($400 Value)

Tarpon Tamer

Naples City Dock

USCG-certified captain and Florida native leads anglers to prime fishing spots where they cast out for tarpon and other game fish

$400 $250

Coastal and Backwater Fishing Cruise for One or Two from Pure Naples (Up to 34% Off)

Pure Naples

Downtown Naples

Fishing cruises include tackle, bait, and licenses; anglers hunt redfish, grouper, mackerel, and more

$94.34 $65

Half- or Full Day of Fishing for Two with Lostman Expeditions (Up to 41% Off)

Lostman Expeditions

Calusa Island Village

Knowledgable guides take pairs out on their boat to seek tarpon, snook, and trout with live bait, artificial spinning, or fly fishing 

$350 $215

Half- or Full-Day Private Extreme Fishing Charter for Up to Four from Naples Extreme Family Fun Spot (Up to 39% Off)

Naples Extreme Family Fun Spot

Naples Extreme Family Fun Spot

In-shore or near-shore fishing from a chartered Sportsman boat

$595 $370

$301 for $450 Worth of Products — Glades Dayz Guide Service

Glades Dayz Guide Service

Multiple Locations

Fish and explore the beautiful waters of Marco Island and the 10,000 islands!

$450 $301

$169 Shelling Trip for Four from Reel Kind Fishing ($239.85 Value)

Reel Kind Fishing

Goodland Boat Park

Naturalist shares knowledge about ecosystem and animals while guests collect rare shells on remote islands

$239.85 $169

$195 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

Sunset Sail Key West

Key West

Up to six passengers take to the Gulf of Mexico in a 33-foot sailboat with water, soft drinks, and cooler space for BYO drinks

$294 $195

$199 for a Private Sailing Lesson from Captain Tyler Martin's Sailing Vessel Resurgam ($495 Value)

Captain Tyler Martin's Sailing Vessel Resurgam

Captain Tyler Martin's Sailing Vessel Resurgam

Private lessons on S/V Resurgam can target specific areas of sailing knowledge or the basics

$495 $199

$20 for $25 Worth of Paddleboarding — mellow ventures

mellow ventures

Zamora Estates

Dockside paddleboard rentals in the heart of key west

$25 $20

Paddleboard Rental for One or Two from Bonita Jetski and Parasail Inc (50% Off)

Bonita Jetski and Parasail Inc

Bonita Springs

Paddleboarders explore the waters off Bonita Beach

$30 $15

Fort Myers Miracle Baseball Game for Two (June 20–September 4)

Fort Myers Miracle

Hammond Stadium at the CenturyLink Sports Complex

The Minnesots Twins affiliate Miracle faces Florida State League foes during home games throughout the summer

$22 $11

Two Hour Hydrobike Tour for One or Two at Florida Hydrobike (Up to 61% Off)

Florida Hydrobike

North Naples

Patrons skim across the waters, peddaling pontoon-floated hydrobikes

$45 $21

Fort Lauderdale Strikers Match (August 20–September 3)

Fort Lauderdale Strikers

Central Broward Stadium

The Strikers clash with Ottawa, Minnesota, and New York during their first three matches at the newly renovated Central Broward Stadium

$19 $10

Sporting-Clays Package for Two or Four at Gulf Coast Clays (Up to 37% Off)

Gulf Coast Clays

Royal Fakapalm

Five-stand course on a 50-acre setting with rivers, forests, and open fields

$150 $99

Marlins Star Wars Night with T-Shirt on Saturday, September 24, at 7:10 p.m.

Miami Marlins: Star Wars Night

Marlins Park

The Marlins slug their way down the home stretch during Star Wars Night at Marlins Park

$82 $56

Full-Day Boat Rental for 4, 8, or 15 from Naples Extreme Family Fun Spot (40% Off)

Naples Extreme Family Fun Spot

Naples Extreme Family Fun Spot

Experienced boaters can take a boat out for a full day of fun and relaxation on the Naples Bay

$245.28 $147

$43 for $85 Worth of Services — Flying Hoofs Stables

Flying Hoofs Stables

Naples

We provide the highest level of services whether you want to learn to ride, show locally, or show nationally.

$85 $43

Stock Car Racing Experience or Ride-Along at Rusty Wallace Racing Experience (Up to 55% Off)

Rusty Wallace Racing Experience

Desoto Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting ride-alongs and racing experiences

$50 $39

Superspeedway Racing Experience or Ride-Along at Rusty Wallace Racing Experience (Up to 60% Off)

Rusty Wallace Racing Experience

Homestead-Miami Speedway

Professional drivers sate passengers’ need for speed in stock cars during exciting ride-alongs and racing experiences

$50 $39

Kayak Sightseeing Tour for Two, Four, or Six from Finseeker Guided Adventures (Up to 60% Off)

Finseeker Guided Adventures

Multiple Locations

Kayakers explore southwest Florida’s coastal landscapes, catching glimpses of beautiful wildlife from stable, sit-on style boats

$140 $59

Three- or Six-Hour Kayak Rental for Two, Four, or Six from Finseeker Guided Adventures (Up to 59% Off)

Finseeker Guided Adventures

Multiple Locations

Kayakers explore southwest Florida’s coastal landscapes, catching glimpses of beautiful wildlife from stable, sit-on style 12 ft boats

$130 $59

Kettlebell Kickboxing DVD Sets Featuring Celebrity Trainer Dasha Libin (Up to 55% Off). Three Options Available.

Kettlebell Kickboxing

Online Deal

Home-workout programs employ kettlebells or dumbbells in routines designed to burn calories, reduce fat, and improve health

$44.95 $25

$30 for $60 Worth of On-Demand Tennis Lessons from PlayYourCourt

PlayYourCourt

Online Deal

Tennis pros help clients master the basics, work on expanding their skill set, or focus on a particular issue

$60 $30

Tandem Skydive Photo Shoot Package for One, Two, or Four at Skydive Spaceland (Up to 46% Off)

Skydive Spaceland

Clewiston

Strapped to a professional diver, beginners leap into the void as a photographer snaps 50 images on the way down

$304 $179

$98 for $189 Worth of Products — World Amateur Golfers Tour

World Amateur Golfers Tour

Naples

Do you have a 25 handicap or less? Then you can win a spot on Team USA and compete against 45 other countries.

$189 $98

One Day of Unlimited Golf with Lunch for One, Two, or Four at Herons Glen Golf & Country Club (Up to 53% Off)

Herons Glen Golf & Country Club

Herons Glen Golf & Country Club

Enjoy Member-for-a-Day privileges on an 18-hole championship course, sharpen your game on a driving range, and enjoy lunch at the clubhouse

$100 $49

Tandem Hang-Gliding Flight Package for One or Two at The Florida Ridge Air Sports Park (Up to 60% Off)

The Florida Ridge Sports Air Park

The Florida Ridge Sports Air Park

Bourgeoning wind riders fly more than 1,000 ft. above Florida’s countryside under direction of skilled instructor

$184 $84

South Florida Vegfest on Saturday, December 3, at 12 p.m.

South Florida Vegfest

War Memorial Auditorium

All-day celebration of plant-based living features over 125 food vendors, chef demonstrations, yoga classes, and kids activities

$44.40 $20

2.5-Hour Kayak Tour for Two, Four, or Six People from Kayakmarco.com (Up to 52% Off)

Kayakmarco.com

Isle of Capri Kayak Park

During guide-led tours, both beginner and experienced kayakers enjoy the local natural area and wildlife while paddling around Marco Island

$414 $199

Select Local Merchants

  • The Saltwater Angler
    For just the right fit, Key West athletes head to Saltwater Angler for all their sports needs. When you get that craving for chocolate chip cookies, pick up the ingredients here. Your mouth will be watering from the fantastic meats available at this location. If you like to try out different recipes and experiment with different flavors, you will love the selection of spices and seasonings that this store has to offer. You can never have too much water on hand, so grab a bottle or two from Saltwater Angler. It's about time you said goodbye to cooking and said hello to the convenience of the frozen food offered here. All your favorite cereals are stocked on the shelves here. The drinks available here are a great way to restore your body's natural balance, so start sipping. Go under the sea with a few fresh catches, and enjoy a meal rich in protein and flavor. Planning your meals for the week? Don't forget to pick up a loaf of freshly-baked bread from Saltwater Angler. From freshly baked pastas to packaged noodles, Saltwater Angler has all of your pasta necessities. What's better than soup on a rainy day? Be sure you have some on hand. The produce available here is a great side to any meal in need of some fresh nutrients. When you're looking for a little tart flavor to add to your meal, you'll want to grab some vinegar. For something a little more savory, that definitely calls for oil. When you shop here, you can stock up on either to ensure your food is tart and savory in equal measures. When you don't have time to grab lunch or dinner, these tasty snacks will hold you over until you can take a break. There's no better way to start your busy day than making a flavorful coffee or tea from Saltwater Angler. Don't get enough dairy in your diet? Dairy products from this store are sure to deliver all the nutrients you need. Dinner is on the table in one, two, three with a microwavable meal (you'll be surprised how great it tastes, too!). When it comes to hunting and shooting gear, this store hits the high marks. Saltwater Angler is surrounded by endless parking options. If you just signed up for a recreational sport this season, visit Saltwater Angler in Key West and grab all of your sporting good necessities.
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    Key West, FL US
    +13052943248
  • Gulfstream Fishing, Inc.
    Imagine the lightning-like stripe down the side of a yellowtail snapper or the marbled, almost serpentine pattern on a black grouper. The waters off the Florida Keys teem with such visually stunning marine life, and the crews of Gulfstream Fishing, Inc. know how to catch them. The Gulfstream IV, a 58-foot party boat that’s inspected twice a year by the US Coast Guard, motors approximately 60 passengers swiftly out to deep-sea fishing spots thanks to twin Detroit 8v92 turbo engines. Once anchored, the ship’s amenities—which range from men’s and women’s restrooms to a galley serving snacks—keep anglers comfortable between casts. In addition to daily party outings, Gulfstream’s crews charter small-group trips that include evening shark fishing, offshore and inshore outings for trophies such as sailfish and tarpon, and trips onto coastal flats for catches such as bonefish and barracuda. They also organize private fishing charters to celebrate special occasions, such as a bachelor party or buying your first boat. An FAQ page answers many questions before guests head out.
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    Key West, FL US
    +13052968494
  • Barefoot Billys
    Billy figured that with Key West's powdery beaches and paradisiacal waters, a business could grow itself if it supplied high-quality watersports rentals and guides who could unveil the beauty of the area. To that end, he began building a team and a fleet that would take guests on adventures both above and below water. Today, guides conduct jet-ski tours on Yamaha WaveRunners, as well as lead groups of kayakers and standup paddleboarders on tours that meander along the Atlantic, Caribbean, and Gulf of Mexico. They also lead underwater ventures, such as scuba diving and snorkeling to technicolor coral reefs and historic ships that have lost the will to float. Individual equipment rentals cater to guests who prefer independent explorations. It's this breadth of tours and rentals that has earned Barefoot Billy's a certificate of excellence from TripAdvisor.
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    Key West, FL US
    +13052964884
  • Red Bull of Key West
    It’s not an energy drink, a crimson bovine, or even a particularly misguided spelling of “bread bowl.” Rather, the Red Bull is a 26-foot-long, cherry-red Nordic tugboat, and it provides a unique way to rub metaphorical elbows with the Florida Key's aquatic wildlife and sea birds. Clients can charter the boat for a historic tour of the harbor, and get a watery glimpse at the seaport, Mallory Square, and the Sand Key lighthouse. Or, they can commission Captain Bob and his crew to chauffeur them on dolphin-spotting excursions. The Red Bull is also available for fishing trips, and is equipped with a state-of-the-art fish finder.
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    Key West, FL US
    +13053951416
  • Captain Pip's Marina And Hideaway
    Treat yourself with a suite at this hotel! Hop online in no time using Captain Pip's Marina & Hideaway's free wifi. At this hotel, you won't have to wake up early to enjoy breakfast. Sleep in and then enjoy a meal in their beautiful kitchenettes. A great meal is just steps away at the hotel's on-site eatery. Drivers will find quick and easy parking just around the corner from Captain Pip's Marina & Hideaway. So round up a group of your friends and head to Captain Pip's Marina & Hideaway in Marathon for a weekend filled with fun and adventure.
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    Marathon, FL US
    +13057434403
  • Sea Dog Charters Marina
    Sports fans flock to Marathon's Sea Dog Charters Marina for a fun day away. When you're out and about in the area, you'll love that this club has a restaurant to take care of any last minute hunger. Youngsters don't need to sit out a trip to this club — it's super family-friendly and perfect for little customers and their folks. Parking is plentiful, so guests can feel free to bring their vehicles. Sea Dog Charters Marina is sure to be a fun experience for the whole family!
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    Marathon, FL US
    +13057438255

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