SUNSET
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CRUISES, SAILS, CHARTERS
             
 
SUNSET CRUISES
     
  classic harbor line logo  

Classic Harbor Line Key West Sailing -Schooner America 2.0

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: America 2.0. 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 Day Sails, Champagne Sunset Sails, Full MoonSails or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by America 2.0’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, Boston, Hoboken 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 America 2.0>

Address: 202 William Street
Hours: Open seven days per week.
Phone: 305-293-7245
Toll Free: 800-701-7245
     
 
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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 their #1 excursion in and on the waters of Key West. Fury offers the most daily Snorkel and Sunset Sail excursions. Choose from: Reef Snorkel, Jet Ski Tours, Live Music Sunset Sail, Dolphin Watch, Parasail, Sunset Snorkel Combos and Fury’s Island Adventure. Fury’s most popular tour is the Ultimate Adventure, which includes Reef Snorkel, Parasail, Jet Ski, Kayak, The Island’s Best Water Toys, Breakfast, Lunch, Beer, Wine and Soda.
More on Fury Water Adventures>

Address: 2 Duval St, Key West, FL 33040
Hours: Departure times vary depending on trip. Call (866) 283-5439 for details.

Private Charters - Times available subject to the customers requirements.
Phone: (866) 283-5439
Toll Free:
     
 
     
  Fury Water Adventures  

Fury Glass Bottom Boat

Fury Glass Bottom Boat is the second oldest attraction in Key west and although it has changed much over the years to become the latest state of the art catamaran with full air conditioned comfort, our original goal remains the same to share the beautiful colors and wonders of North Americas only living coral reef in the safest way possible to all people young and old who want to share in its beauty. Whether enjoying one of the day time eco-tours to the coral reef or our later eco-tour that combines a daylight viewing of the reef followed by a incredible Key West Sunset the Fury Glass Bottom Boat offers educational fun for all the family.
More on Fury Glass Bottom Boat>

Address: 237 Front Street #109
Hours: Call center Phone lines open 8am 10 pm. TRIP TIMES 12pm-2pm 2pm-4pm 5:30pm - 7:30pm
Phone: (866) 283-5439
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, jetskis and waverunners, 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, Committment 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: 8:00am-8:00pm Open daily 365 days year!
Phone: 305-294-5687
Toll Free: 800-507-9955
     
       
  sunset watersports logo  

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:
     
 
     
             
 
SUNSET SAILS
     
       
             
  barefoot billy logo  

Barefoot Billys Inc.

: Barefoot Billy's "Home of the Island Jet Ski Tour" is the premium jet ski company in Key West. Whether you’re looking for the original guided island jet ski tour (wave runner tour), or looking to snorkel, kayak, paddleboard or do your own thing with a jet ski rental we are here to serve you. Barefoot Billy's has been dedicated to serving you, the watersports customer in Key West, for over 20 years.
More on Barefoot Billys Inc.>

Address: 1435 simonton st.
Hours: 9am until sunset.

TOUR TIMES
9:00 AM, 10:00 AM, 11:00 AM, 12:00 PM, 1:00 PM, 2:00 PM, 3:00 PM, 4:00 PM – later tour times available during the summer hours
Phone: 305-735-2241
Toll Free:
     
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  classic harbor line logo  

Classic Harbor Line Key West Sailing -Schooner America 2.0

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: America 2.0. 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 Day Sails, Champagne Sunset Sails, Full MoonSails or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by America 2.0’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, Boston, Hoboken 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 America 2.0>

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:
     
  dotted line      
 
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 their #1 excursion in and on the waters of Key West. Fury offers the most daily Snorkel and Sunset Sail excursions. Choose from: Reef Snorkel, Jet Ski Tours, Live Music Sunset Sail, Dolphin Watch, Parasail, Sunset Snorkel Combos and Fury’s Island Adventure. Fury’s most popular tour is the Ultimate Adventure, which includes Reef Snorkel, Parasail, Jet Ski, Kayak, The Island’s Best Water Toys, Breakfast, Lunch, Beer, Wine and Soda.
More on Fury Water Adventures>

 

Address: 2 Duval St, Key West, FL 33040
Hours: Departure times vary depending on trip. Call (866) 283-5439 for details.

Private Charters - Times available subject to the customers requirements.
Phone: (866) 283-5439
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, jetskis and waverunners, 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, Committment 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: 8:00am-8:00pm Open daily 365 days year!
Phone: 305-294-5687
Toll Free: 800-507-9955
     
       
  sunset watersports logo  

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:
     
 
     
         
             
             
 
SUNSET CHARTERS
     
       
  linda d logo  

CharterBoats Linda D Sportfishing

Our Award Winning Captains aboard the Charterboat Linda D in Key West Guarantee you an unforgetable sportfishing trip. Fishing is a family tradition for the Wickers.LINDA D was established 41 years ago,Billy is a 4th generation Captain. Our family continues to provide the Best Fishing available in Key West. We offer a variety of different boats to choose from. From the "Total Package" light tackle fishing boat, to the "Linda D IV (OPEN CABIN) and Linda D V"(CLOSED CABIN WITH A/C. Both 40 foot Sport Fishing Boats. you will not be disappointed. We offer the best sport fishing experience. Since 1990 to Present Capt Billy Wickers has received numerous Awards including #1 Place Awards on Outstanding Guide and Most caught and released Sailfish and Marlin. Captain of the Month By GRAY TAXIDERMY and also Received the Award for the 2012 BEST OF KEY WEST AWARD in the CHARTER BOAT CATEGORY by the Key West Program Committee. Call now to book an unforgettable fishing trip! ALL MAJOR CREDIT CARDS,PERSONAL CHECKS AND TRAVELER CHECKS ARE ACCEPTED ALL AGES ARE WELCOME WE PROVIDE ALL BAIT ,TACKLE ,ICE AND COOLERS. SPLIT AND PRIVATE CHARTERS CAN BE ARRANGE . SIGHT SEEN TRIPS AVAILABLE UPON REQUEST
More on CharterBoats Linda D Sportfishing>

Address: 1801 North Roosevelt Blvd
Hours: open everyday from 06:30 am -11:00pm
Phone:
Toll Free: 1800-299-9798
     
  dotted line      
  classic harbor line logo  

Classic Harbor Line Key West Sailing -Schooner America 2.0

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: America 2.0. 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 Day Sails, Champagne Sunset Sails, Full MoonSails or Privately Chartering the schooner for a special family event or corporate event, you will be amazed by America 2.0’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, Boston, Hoboken 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 America 2.0>

Address: 202 William Street
Hours: Open seven days per week.
Phone: 305-293-7245
Toll Free: 800-701-7245
     
  dotted line      
  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:
     
  dotted line      
 
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 their #1 excursion in and on the waters of Key West. Fury offers the most daily Snorkel and Sunset Sail excursions. Choose from: Reef Snorkel, Jet Ski Tours, Live Music Sunset Sail, Dolphin Watch, Parasail, Sunset Snorkel Combos and Fury’s Island Adventure. Fury’s most popular tour is the Ultimate Adventure, which includes Reef Snorkel, Parasail, Jet Ski, Kayak, The Island’s Best Water Toys, Breakfast, Lunch, Beer, Wine and Soda.
More on Fury Water Adventures>

Address: 2 Duval St, Key West, FL 33040
Hours: Departure times vary depending on trip. Call (866) 283-5439 for details.

Private Charters - Times available subject to the customers requirements.
Phone: (866) 283-5439
Toll Free:
     
 
     
  Fury Water Adventures  

Fury Glass Bottom Boat

Fury Glass Bottom Boat is the second oldest attraction in Key west and although it has changed much over the years to become the latest state of the art catamaran with full air conditioned comfort, our original goal remains the same to share the beautiful colors and wonders of North Americas only living coral reef in the safest way possible to all people young and old who want to share in its beauty. Whether enjoying one of the day time eco-tours to the coral reef or our later eco-tour that combines a daylight viewing of the reef followed by a incredible Key West Sunset the Fury Glass Bottom Boat offers educational fun for all the family.
More on Fury Glass Bottom Boat>

Address: 237 Front Street #109
Hours: Call center Phone lines open 8am 10 pm. TRIP TIMES 12pm-2pm 2pm-4pm 5:30pm - 7:30pm
Phone: (866) 283-5439
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, jetskis and waverunners, 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, Committment 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: 8:00am-8:00pm Open daily 365 days year!
Phone: 305-294-5687
Toll Free: 800-507-9955
     
  line      
  sunset watersports logo  

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: