CHARTERS
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FISHING • SUNSET CRUISES & SAILS
WEDDINGS & EVENTS
           
           
 
FISHING
   
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Charter Boat Linda D

Enjoy the Fishing Adventure of your life on Key West's Finest Charter Fishing Boats! Our award winning captains aboard the Charter boat Linda D in Key West, guarantee you a great fishing day! Call 800–299–9798 now to book an unforgettable fishing trip! More on Charter Boat Linda D>

Address: Docks 19 & 20, Amberjack Pier, Charter boat Row at City Marina, (corner of US1 & Palm Ave.) Key West, FL 33040
Hours: Full Day Charters • 7:30am to 3:30pm
Half Day Charters • 8:00am to 12:00pm • 1:00pm to 5:00pm
Phone: (305) 296-9798
Toll Free: (800) 299-9798
   
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SUNSET CRUISES & SAILS
   
 
     
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Classic Harbor Line Key West Sailing - Schooner Adirondack II

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local schooner fleet: Adirondack II. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – a day sail or sunset sail – is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. South Florida sightseeing is all about getting on the water, seeing the wildlife, watching the sunset with a loved one, and experiencing the adventure sailing in the great Key West Florida breeze. A 2 hour sailboat ride is a great way to take advantage of your time in Key West to enjoy all of these things. Whether buying tickets for one of our Mimosa Morning Sails, Day Sails, Champagne Sunset Sails, Full Moon, Star-Gazer Sails; or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by Adirondack II’s beauty and comfort. She was built and is maintained by the same creators of Key West’s former pride, Schooner America. Classic Harbor Line is not only known for operating with amazing sailboats in New York, Newport, and Key West, but they are also renowned for their outstanding hospitality and customer service. You will find your captain and crew extremely capable, accommodating, helpful, and friendly whether you are with us for your wedding day, or just whimsically buying tickets for a classic day sail. USE PROMO CODE: ATTASSOC for $5 off each ticket with online purchases.
More on Classic Harbor Line Key West Sailing - Schooner Adirondack II>

Address: 202 William Street
Hours: Open seven days per week.
Phone: 305-293-7245
Toll Free: 800-701-7245
   
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Danger Charters

When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild", and your interaction with nature is intimate and authentic. You feel as if you’ve stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men that had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys. On your backcountry tour, you will only be visiting the very best snorkeling sites available. We have access to sites that are often inaccessible to others. Sticking to the areas that are only known by the locals, you will have the chance to view the best areas based on the day of your tour. The Mangrove Islands await you in this backcountry kayaking expedition. You will have a chance to travel with a knowledgeable and friendly guide that will help you explore the vast and wondrous islands. As you explore the area you will experience all there is to see in this sensitive yet beautiful ecosystem on Mangrove Island. Canopied canals serve as your stream, as you paddle through the beautiful ecological wonder and view tropical birds, sharks, sport fish, and other plants and animals. Danger’s captains and crew are committed to providing guests with an unparalleled, natural island experience. Available for weddings, special events and private charters too.
More on Danger Charters>

 

Address: 404 Cactus Dr
Hours: Summer Hours Full-Day 9:30 AM - 4:30 PM Half-Day (morn) 10 AM - 2:30 PM Half-Day (even) 3:30 PM - Sunset Wind & Wine 6:30 PM - 8:30 PM Full Moon Sails varies Winter Hours Full-Day 9 AM - 4 PM Half-Day (morn) 9:30 AM - 2 PM Half-Day (even) 3 PM - Sunset Wind & Wine 6 PM - 8 PM
Phone: 296-3272
Toll Free:
   
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Fury Water Adventures

One Key West's most popular attractions is the crystal blue waters surrounding our island paradise. For almost three decades visitors and locals alike have been choosing Fury Water Adventures as there #1 excursion in and on the waters of Key West. Choose from a variety of activities-Snorkeling, Sunset sails/cruises, parasailing, Glass bottom boat, Private Charters and our most popular trip "the all inclusive "Fury Ultimate Adventure which includes reef snorkeling, parasailing, jet skiing, kayaking, rock climbing, water trampoline and much more. Fury Water Adventures is committed to the beautiful world of nature that we delight in showing Key West visitors and is a member of 1% for the planet. This means that 1% of all Fury sales goes to non-profit organizations concerned with the conservation and restoration of the coral reef.
More on Fury Water Adventures>

 

Address: 201 Front Street #109
Hours: Snorkel trips- 3 times daily

Glass Bottom Boat-3 times daily

Parasail-Every hour of daylight hours starting at 9am daily.

Sunset Sails/Live Music sunset sails-Departure times change through the year according to time of sunset. Call for details.

Ultimate Adventure-10am to 4pm daily.

Ultimate Sunset Adventure-Sun, Mon & Tues.

Departure times change through the year according to time of sunset. Call for details.

Private Charters-Times available subject to the customers requirements.
Phone: (305)294-8899
Toll Free: 1-800-994-8898
   
     
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Sebago Watersports

Premiere Watersports company serving Key West for over 20 years, offering the finest watersports experience and the best seats on the water! Champagne Sunset Sails, Snorkel and Sail Excursions to the living coral reef with all equipment and instruction included. Parasailing, single,tandem or triple, jet skis and wave runners, All Day Island Ting and Power Adventure with continental breakfast, buffet lunch drinks and all the toys included! Private Charters for Special Events, Weddings, Rehearsal Dinners, Commitment Ceremonies and Team Building. Available for any special event with full catering and excellent service. Boarding in the Heart of Historic Old Town at the Key West Seaport, foot of William Street. All Sails include free beer, wine, soft drinks with champagne and margaritas at Sunset.
More on Sebago Watersports>

 

Address: Historic Seaport - foot of William St
Hours: 8a-8p Daily Open every day!
Phone: 305-294-5687
Toll Free: 800 507 9955
   
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Sunny Days Catamarans

Sunny Days Catamarans has been sharing the natural beauty of the Key West waters with visitors since 1992. Join us for snorkel trips to the living coral reef, explore the beautiful Key West backcountry & observe dolphin in their natural habitat or relax and enjoy the famous Key West sunset. Spend a day on the water with us and see the Sunny Days difference. We are a small, family owned company who respects the fragile ecosystem of the Keys. Throughout the past 19 years, we have worked hard to operate a business that has as minimal an impact as possible. Our Owner Sonny Eymann, designed and built our 3 boats with state-of-the-art materials for fuel efficiency and a fast, smooth ride. Less travel time, more snorkel time! Enjoy almost two hours of snorkeling in a three-hour trip! Sunny Days’ fast and stable power catamarans take you to two separate snorkeling locations at the Florida Keys National Marine Sanctuary. You will see the tropical corals and fish that make the Keys world famous for snorkeling. Special trip times offer optimal reef viewing with less crowds. Join us as we travel to the beautiful Key West backcountry to observe dolphin swimming & playing in their natural habitat. Learn fun facts about the dolphin & the Florida Keys marine environment and then snorkel the National Wildlife Refuge. Experience the Sunny Days difference. No matter which trip you choose, we will treat you like family.
More on Sunny Days Catamarans>

Address: Check-in located at 631 Greene St. in the Key West Historic Seaport
Hours: 8:00 am - 8:00 pm Everyday
Phone: 305-296-5556
Toll Free:
   
     
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The Westin Key West Resort & Marina

The Westin Key West Resort & Marina is ideally located on the waterfront in Old Town, within walking distance of attractions, restaurants, shopping and vibrant nightlife. The resort offers multiple dining venues, marina vendors with a variety of watersport activities and a nightly Sunset Celebration on the pier making The Westin Key West Resort & Marina as desirable a location as Key West itself.
More on The Westin Key West Resort & Marina>

Address: 245 Front Street
Hours:
Phone: 305.294.4000
Toll Free: 866.837.4250
   
           
           
 
WEDDING & EVENTS
   
     
  classic harbor line logo  

Classic Harbor Line Key West Sailing - Schooner Adirondack II

Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local schooner fleet: Adirondack II. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail – a day sail or sunset sail – is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. South Florida sightseeing is all about getting on the water, seeing the wildlife, watching the sunset with a loved one, and experiencing the adventure sailing in the great Key West Florida breeze. A 2 hour sailboat ride is a great way to take advantage of your time in Key West to enjoy all of these things. Whether buying tickets for one of our Mimosa Morning Sails, Day Sails, Champagne Sunset Sails, Full Moon, Star-Gazer Sails; or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by Adirondack II’s beauty and comfort. She was built and is maintained by the same creators of Key West’s former pride, Schooner America. Classic Harbor Line is not only known for operating with amazing sailboats in New York, Newport, and Key West, but they are also renowned for their outstanding hospitality and customer service. You will find your captain and crew extremely capable, accommodating, helpful, and friendly whether you are with us for your wedding day, or just whimsically buying tickets for a classic day sail. USE PROMO CODE: ATTASSOC for $5 off each ticket with online purchases.
More on Classic Harbor Line Key West Sailing - Schooner Adirondack II>

Address: 202 William Street
Hours: Open seven days per week.
Phone: 305-293-7245
Toll Free: 800-701-7245
   
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  danger charters logo  

Danger Charters

When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild", and your interaction with nature is intimate and authentic. You feel as if you’ve stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men that had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys. On your backcountry tour, you will only be visiting the very best snorkeling sites available. We have access to sites that are often inaccessible to others. Sticking to the areas that are only known by the locals, you will have the chance to view the best areas based on the day of your tour. The Mangrove Islands await you in this backcountry kayaking expedition. You will have a chance to travel with a knowledgeable and friendly guide that will help you explore the vast and wondrous islands. As you explore the area you will experience all there is to see in this sensitive yet beautiful ecosystem on Mangrove Island. Canopied canals serve as your stream, as you paddle through the beautiful ecological wonder and view tropical birds, sharks, sport fish, and other plants and animals. Danger’s captains and crew are committed to providing guests with an unparalleled, natural island experience. Available for weddings, special events and private charters too.
More on Danger Charters>

 

Address: 404 Cactus Dr
Hours: Summer Hours Full-Day 9:30 AM - 4:30 PM Half-Day (morn) 10 AM - 2:30 PM Half-Day (even) 3:30 PM - Sunset Wind & Wine 6:30 PM - 8:30 PM Full Moon Sails varies Winter Hours Full-Day 9 AM - 4 PM Half-Day (morn) 9:30 AM - 2 PM Half-Day (even) 3 PM - Sunset Wind & Wine 6 PM - 8 PM
Phone: 296-3272
Toll Free:
   
     
 
Fury Water Adventures
 

Fury Water Adventures

One Key West's most popular attractions is the crystal blue waters surrounding our island paradise. For almost three decades visitors and locals alike have been choosing Fury Water Adventures as there #1 excursion in and on the waters of Key West. Choose from a variety of activities-Snorkeling, Sunset sails/cruises, parasailing, Glass bottom boat, Private Charters and our most popular trip "the all inclusive "Fury Ultimate Adventure which includes reef snorkeling, parasailing, jet skiing, kayaking, rock climbing, water trampoline and much more. Fury Water Adventures is committed to the beautiful world of nature that we delight in showing Key West visitors and is a member of 1% for the planet. This means that 1% of all Fury sales goes to non-profit organizations concerned with the conservation and restoration of the coral reef.
More on Fury Water Adventures>

 

Address: 201 Front Street #109
Hours: Snorkel trips- 3 times daily

Glass Bottom Boat-3 times daily

Parasail-Every hour of daylight hours starting at 9am daily.

Sunset Sails/Live Music sunset sails-Departure times change through the year according to time of sunset. Call for details.

Ultimate Adventure-10am to 4pm daily.

Ultimate Sunset Adventure-Sun, Mon & Tues.

Departure times change through the year according to time of sunset. Call for details.

Private Charters-Times available subject to the customers requirements.
Phone: (305)294-8899
Toll Free: 1-800-994-8898
   
     
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Old Town Trolley Tours® of Key West

See the best of Key West on our 90 minutes tours. We are Key West’s most comprehensive tour, covering over 100 points of interest. Get off at any of our convenient stops to shop, dine or sightsee then reboard a trolley and it’s on with the tour. You may get off as many times as you like as you make on complete loop. Our trolleys come by each stop at least every 30 minutes. Tour at your own pace. Sit back while our expert tour guides turn back the pages of history to the days of Indians, pirates, wreckers, and the Civil War. Your Old Town Trolley ticket is your passport to fun and adventure for the whole family. Our local guides combine colorful anecdotes, humorous stories and well researched historical information into a fast moving narrative that is entertaining and educational. Our expert guides have been extensively trained and are proud to share the history, lore and legends of Key West. Please ask questions. We guarantee your satisfaction or we will give your money back.
More on Old Town Trolley Tours® of Key West>

Address: 122 Simonton Street
Hours: 365 Days a Year, closed the last Saturday in October for Fantasy Fest. Tours depart every 30 minutes from 9am-4:30pm. All schedules are subject to change.
Phone: 305-296-6688
Toll Free:
   
     
  sebago logo  

Sebago Watersports

Premiere Watersports company serving Key West for over 20 years, offering the finest watersports experience and the best seats on the water! Champagne Sunset Sails, Snorkel and Sail Excursions to the living coral reef with all equipment and instruction included. Parasailing, single,tandem or triple, jet skis and wave runners, All Day Island Ting and Power Adventure with continental breakfast, buffet lunch drinks and all the toys included! Private Charters for Special Events, Weddings, Rehearsal Dinners, Commitment Ceremonies and Team Building. Available for any special event with full catering and excellent service. Boarding in the Heart of Historic Old Town at the Key West Seaport, foot of William Street. All Sails include free beer, wine, soft drinks with champagne and margaritas at Sunset.
More on Sebago Watersports>

 

Address: Historic Seaport - foot of William St
Hours: 8a-8p Daily Open every day!
Phone: 305-294-5687
Toll Free: 800 507 9955
   
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key west events
 

Sunny Days Catamarans

Sunny Days Catamarans has been sharing the natural beauty of the Key West waters with visitors since 1992. Join us for snorkel trips to the living coral reef, explore the beautiful Key West backcountry & observe dolphin in their natural habitat or relax and enjoy the famous Key West sunset. Spend a day on the water with us and see the Sunny Days difference. We are a small, family owned company who respects the fragile ecosystem of the Keys. Throughout the past 19 years, we have worked hard to operate a business that has as minimal an impact as possible. Our Owner Sonny Eymann, designed and built our 3 boats with state-of-the-art materials for fuel efficiency and a fast, smooth ride. Less travel time, more snorkel time! Enjoy almost two hours of snorkeling in a three-hour trip! Sunny Days’ fast and stable power catamarans take you to two separate snorkeling locations at the Florida Keys National Marine Sanctuary. You will see the tropical corals and fish that make the Keys world famous for snorkeling. Special trip times offer optimal reef viewing with less crowds. Join us as we travel to the beautiful Key West backcountry to observe dolphin swimming & playing in their natural habitat. Learn fun facts about the dolphin & the Florida Keys marine environment and then snorkel the National Wildlife Refuge. Experience the Sunny Days difference. No matter which trip you choose, we will treat you like family.
More on Sunny Days Catamarans>

Address: Check-in located at 631 Greene St. in the Key West Historic Seaport
Hours: 8:00 am - 8:00 pm Everyday
Phone: 305-296-5556
Toll Free:
   
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Sunset Water Sports

Sunset Watersports is Key West's oldest and largest Water Sports company with 4 locations since 1984. Offers: Parasail $29 AM flights, Reef Snorkel Trips $35, Sunset Cruises $30, 2 Beach Locations offering Sailboats, Kayaking, Wind Surfing, Chairs & Umbrellas, Safari Tours & Boat Rentals. The World's 1st Water Sports Party Boat Company introduces our NEW 2 Million Dollar Air-Conditioned 149 Passenger Party Cat. For Only $99; includes the following activities:Wave Runners, Snorkeling, Water Skiing, Kayaks, Banana Boat rides, 20 ft High Iceberg Slide, Sun Fish Sail Boat, Wind Surfing, Mini Slide, and Knee Boarding. "Guaranteed To Wear You Out!" Also includes a FREE grilled lunch (Hamburgers, hot dogs, vegetable platters, chips and soft drinks.) FREE draft beer on the cruise in. Our full Galley service, 2 Full Bars, Dance Floor and Surround Sound System is Perfect for your Private Charter, Wedding or Sunset Dining Experience!!! Call for Information 305-294-1500.
More on Sunset Water Sports>

Address: 201 William Street
Hours: 9:00 AM til 9:00 PM
Phone: 305-296-2554
Toll Free:
   
     
 
Yankee Freedom II - Dry Tortugas National Park
 

Almost 70 miles, (112.9 km) west of Key West, Florida nestled among spectacular coral reefs, fascinating shipwrecks, and sandy beaches, lie seven undeveloped coral and sand islands called the Dry Tortugas. These islands, along with surrounding coral reefs and waters, make up the Dry Tortugas National Park. Snorkeling, kayaking, camping, legends of pirates and sunken gold have drawn visitors to this national park from all over the world. On Garden Key, the centerpiece of these pristine islands, stands Fort Jefferson – America’s largest and most spectacular 19th-century coastal fort. Fort Jefferson itself is a six-sided building constructed of 16 million handmade red bricks. In 1825 a lighthouse was built on Garden Key to provide warning to sailors about the dangers of reefs and shoals surrounding the Dry Tortugas. The Yankee Freedom II, Key West’s premier ferry to the Dry Tortugas, departs daily at 8am. Upon boarding at 7:30 from Key West, you will enjoy a continental breakfast of fresh fruit, freshly baked bagels, doughnuts, cereal, orange juice, and coffee. En route to Dry Tortugas National Park our onboard naturalist will give you an orientation about the area and the national park's surroundings. You can travel inside the main cabin in air-conditioned comfort or outside on one of the observation decks watching for sea turtles and dolphins. Upon arriving at Dry Tortugas National Park, passengers will disembark at Fort Jefferson and have the option of joining a 40-minute guided tour. Following the tour, you will enjoy a complimentary buffet of fresh deli meats and cheeses, potato and pasta salad, chips, soft drinks, lemonade and iced tea included. The Yankee Freedom II will take you to Dry Tortugas National Park and back again at a speed of up to 30 m.p.h. with safety and comfort like no other ferry operating out of Key West today.
More on Yankee Freedom II - Dry Tortugas National Park Ferry>

Address: 251 Margaret Street
Hours: 365 Days a Year.
Open 8am-8pm.
All schedules are subject to change.
Phone: 305-294-7009
Toll Free: 800-634-0939