Key West Historic Seaport

Key West Hometown Holiday Parade!
2019-12-07 19:00 - 23:30 (America/New_York) | Key West Historic Seaport
Starting at 7 PM on Saturday, December 7th, come out for Key West’s Annual Hometown Holiday Parade! Viewing starts on Truman Avenue at White Street and then proceeds down to Duval Street and ends at Eaton Street. With holiday floats and a ton of fun for kids of all ages, this is one of the most charming hometown parades you’ll ever see! Of course, Santa will be making a guest appearance!
For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Sebago's Lighted Boat Parade Party
2019-12-14 19:30 - 21:30 | Key West Historic Seaport
Starting at 7:30 PM, come and join Sebago Watersports on December 14th for their Annual Lighted Boat Parade abroad the spacious catamaran, Marquesa! This truly is a fun holiday event for you and the entire family. Come marvel in a variety of decorated boats full of Christmas Lights and festive cheer while enjoying all the sights and sounds that the Historic Seaport has to offer! There will be a judge’s stand along with a competition for the best nautical holiday decorations! This holiday sail includes complimentary appetizers, soft drinks, sangria & beer, and wine will be served. Cash liquor bar available.
For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Catamaran Echo Lighted Boat Parade Watch
2019-12-14 19:30 - 21:30 | Key West Historic Seaport
Come watch the 28th Annual Key West Lighted Boat Parade aboard Catamaran Echo this holiday season. Reserve your very own private holiday party cruise with up to fourteen guests while enjoying the best seats at the Historic Seaport! Echo Catamaran will take you and your guests on a fun tour through the Key West waters as you marvel in all the tropical Holiday Lights around the gorgeous, lit up waterfronts! Then you and your crew will get up close & personal as the boat parade commences right in front of you. There is no better way to view the parade whole having the best photo-ops in Key West. >> Book Your Reservation Here! Your private champagne charter awaits you!
For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Fury Water Adventures Lighted Boat Parade
2019-12-14 19:30 - 21:30 | Key West Historic Seaport
Starting at 7:30 PM on December 14th, come out for an incredible time with Fury Water Adventures! Come celebrate this holiday season the right way while partaking in Fury’s annual event, the Key West Lighted Boat Parade in combination with the widely popular, Harbor Walk of Lights. Come abroad and get a front-row seat to watch numerous boats with decorated sails, masts and hulls attempt to achieve an award for the Best Nautical Holiday Decorations! 2019 will mark the 29th annual Key West Lighted Boat Parade with the offcial judge’s stand located at the Schooner Wharf Bar.

Turtle Kraals Tower Bar Lighted Boat Parade Viewing Party
2019-12-14 19:30 - 22:30 | Key West Historic Seaport
It is officially the most wonderful time of the year in Key West! Come grab one of the best seats at the Key West Historic Seaport and reserve your tables early for the 2019 Lighted Boat Parade Party. Come enjoy one of the best views along the Harborwalk Waterfront plus a select open bar, passed hors d’ oeuvres AND a beautiful buffet at the gorgeous Turtle Kraals Tower Bar! Reserve your spot before they sell out! For more information and to reserve your spot, click HERE!

29th Annual Schooner Wharf Bar & Absolut Vodka Lighted Boat Parade Lighted Boat Parade Party
2019-12-14 20:00 - 23:30 | Key West Historic Seaport
Starting at 8 PM, you do not want to miss the 29th Annual Schooner Wharf Bar & Absolut Vodka Lighted Boat Parade Party! Every year visitors and locals line up all along the Harborwalk of Lights and marvel at all the lighted boats surrounding the Historic Seaport. Come enjoy complimentary libations and hors d’oeuvres while the judges take their votes from the decks of Schooner Wharf. With over $20,500 in prizes awarded to top 12 vessels and free raffles for all the participating parade entries, come out to Schooner Wharf on Sunday, December 15th, for their official Awards Ceremony!
Enter Your Vessel By Clicking HERE!

For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Conch Republic Seafood Company Holiday Classic Car Show!
2019-12-15 11:00 - 15:00 | Key West Historic Seaport
Located on Greene & Elizabeth Street, come out to Conch Republic Seafood Company’s Annual Holiday Classic Car Show! On Sunday, December 15th, visitors and locals lineup to see classic cars from every era decked out for the holidays. Awards will be given for best engine, interior, original car custom details, best in show AND the “Peoples Choice Award. A non-member can enter their cars on the same day for FREE with an unwrapped toy for a donation! * Please bring an unwrapped toy for Monroe County Domestic Abuse Shelter.
For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Violins In Motion
2019-12-21 18:30 - 20:00 | Key West Historic Seaport
On the Harborwalk of Lights under the “Fishing Buoy Christmas Tree”, at Green and Elizabeth Street, come and listen to the Children’s Group perform holiday classics for you and your loved ones to enjoy. Come listen to their annual Violins in Motion by budding musicians from 6 to 18 years old. There is no sweeter way to get in the Christmas spirit! * They will be collecting donations for JDRF and Juvenile Diabetes Research
For more info, visit the official website of the Key West “Bight” Before Christmas Celebration at KeyWestChristmas.org.

Photo Credit | Rob O’Neal

Pirate Wench Drop at Schooner Wharf Bar
2019-12-31 11:30 - 2020-01-01 02:00 | Schooner Wharf Bar, 202 William St, Key West, FL, 33040, United States
For the most unique seaport tradition, look no further than the Lowering of the Pirate Wench at Midnight at Schooner Wharf Bar. Welcoming in the New Year, at midnight, come watch as a winsome pirate wench is to descend from the top of the mast of the tall ship America 2.0 as a cannon blasts! With live music, refreshing cocktails and delicious food being served all day; this is the perfect way to ring in the New Year! For more information, click here!

New Year’s Eve Aboard Schooner America 2.0
2019-12-31 21:00 | Key West Historic Seaport
If you are looking for one of the best ways to celebrate New Year’s Eve at the Key West Historic Seaport, then look no further! Come abroad Schooner America 2.0 for one of the most exciting New Year’s Eve celebrations in all of Key West! As the host of the Lowering of the Pirate Wench, you and your guests will receive VIP dockside treatment and access to the famous Schooner Wharf Bar’s “Lowering of the Pirate Wench” from the rig of our Schooner America 2.0! This 21 and over event will offer complimentary champagne, wine, beer, well drinks and plenty of hor’s d’ oeuvres. Come ring in the New Year the right back and make this a celebration of a lifetime!
Click here to book your New Year’s reservation today!

38th Annual Key West Literary Seminar
2020-01-09 12:00 - 2020-01-12 18:00 | Key West Historic Seaport
The 2020 38th Annual Key West Literary Seminar topic this year is “Reading Between the Lines: Sports & Literature.” Exceptional writers from all over will explore a particular literary theme and, for the very first time, look into writing about sports and other related sorting topics. This year’s seminar will focus on various literary topics surrounding why sports are so crucial to so many individuals and also explore the various roles sports play in momentous social issues, personal transformation, and cultural change. To view this year’s program schedule >> Click Here. Registration is now sold out, but a waitlist is available. To join to waitlist >> Click Here.

15th Annual Florida Keys Seafood Festival
2020-01-18 08:00 - 2020-01-19 17:00 | Key West Historic Seaport
As seen on THRILLIST, the Florida Keys Seafood Festival not only celebrates all things seafood but notoriously brings families and friends together to sample the days freshest catch while participating in hands-on eco-activities, chef-demonstrated events, live entertainment all day long and so much more! Not only does this family-friendly event serve up local seafood but it also highlights the importance of local fishing industries. For the past fifteen years, Florida Keys fisherman and women have proudly served locals and visitors alike with the freshest seafood at this amazing event! The entrance fee is $5 (children under 12 are FREE). 11 AM – 8 PM on Saturday, 11 AM – 5 PM on Sunday. Bayview Park at Truman Avenue and Eisenhower Drive, Key West. For more information >> Click Here.

Reef Relief's MLK Weekend Coral Camp
2020-01-18 08:30 - 2020-01-20 16:30 | Key West Historic Seaport
Reef Relief is now offering its 1st Annual Martin Luther King Jr. Coral Camp!
6-12-year-old youths will have the chance to explore and learn about our surrounding marine environment through exciting educational activities at the Reef Relief Environmental Center in
Key West. Each fun-packed day, campers experience hands-on-learning, interactive games, and outdoor activities. Activities include science and art projects in addition to multiple days of snorkeling at the barrier reef with Fury Water Adventures and Honest Eco Charters. MLK Coral Camp runs from January 18th- 20th. This three-day session is limited to 15 campers. Coral Camp runs Saturday through Monday from 8:30 am- 4:30 pm. Camp fees are $150 per child. For more information about registration call Reef Relief directly at 305-294-3100 or email
reefrelief@gmail.com. For a registration form >> Click Here!
Reef Relief is a nonprofit membership organization dedicated to improving and protecting our
coral reef ecosystem.

Images & wording provided by Reef Relief.

22nd Annual Key West Half Marathon & 5K Run
2020-01-19 05:30 - 14:00 | Key West Historic Seaport
Ready-Set-RUN! The 22nd Annual Key West Half Marathon and 5k is almost upon us! Starting at the Key West Historic Seaport at the corner of Caroline Street & Grinnell Street (less than a block from the packet pickup location), thousand of runners are set to enjoy near-perfect temperatures amid the island of Key West’s one-of-a-kind Victorian architecture, historic landmarks, AND harborfront businesses. Not to mention, runners will be able to watch the sunrise over the Atlantic at Mile 2! The half marathon starts at 7 AM and the 5K run starts at 7:15 AM. Who’s joining for this incredible run on January 19th? Awards Party 9:00 AM – 12:30 PM with a concert by Howard Livingston & the Mile Marker 24 Band. Complimentary beer from Shipyard Brewing Company will be served and $5 Bloody Marys and Mimosas will be served at Turtle Kraals & Half Shell Raw Bar. For general information, a complete schedule of events or to register for the 22nd Annual Key West Half Marathon >> Click Here.

For Expo & Packet Pick-Up, runners are to meet inside of Turtle Kraals, 231 Margaret Street, on Friday, January 17th, between 3 pm – 6 pm OR Saturday, January 18th, 12 pm – 6 pm.

Do you have what it takes to be an official volunteer for the Key West Half Marathon & 5k Run? If so, please join us at Turtle Kraals at 9:30 AM on January 15th for this year’s Volunteer Registration & Race Day Assignments. There will also be an amazing breakfast buffet. So YUM! Each volunteer gets a shirt and access to the volunteer only pre-race party (TBA) and the post-race party with free drinks and food. To register as a volunteer >> Click Here.

The race’s official headquarters is again at Half Shell Raw Bar and Turtle Kraals Restaurant!

11th Annual Key West Food & Wine Festival
2020-01-26 16:00 - 2020-02-02 21:00 | Key West Historic Seaport
Set to make waves worldwide, the 2020 Key West Food & Wine Festival is already making a culinary splash around the island of Key West. While visitors and locals alike entrance themselves in a multitude of the finest culinary cuisine the ocean has to offer, this year’s festival is also collaborating with organizations whose sole purpose is dedicated to protecting our planet. Key West and the Key West Historic Seaports tropic location provides the perfect backdrop for those to indulge in local fair while still honoring the importance of maintaining the ecosystem that provides us with delicious and healthy food and wine. If you are looking to indulge yourself in incredible food that has been customized to pair with the perfect wine, then look no further than the 2020 Key West Food and Wine Festival!
For general information and to purchase your Key West Food and Wine Festival ticket >> Click Here!
For a complete schedule of events >> Click Here.

3rd Annual Mile 0 Fest
2020-01-28 17:00 - 2020-02-01 23:30 | Key West Historic Seaport
Voted the #2 in Best Emerging Festivals for 2019 by USA TODAY and known as the biggest Red Dirt Americana Festival in the United States, Mile 0 Fest Key West is a four-day musical event combining rock and roll, country, folk, and blues. Not only will Mile 0 Fest feature powerhouse performers but this incredible event will also feature major acts from the “Red Dirt & Americana” genre. Such acts include Shiny Ribs, Jason Isbell & the 400 Unit, Whiskey Myers, Randy Rogers Band, and Robert Earl Keen. All Mile 0 Fest concerts will be held throughout Old Town Key West, the new Truman Waterfront Park Amphitheater, and at various bars and clubs on Duval Street. To buy your passes, register your wristband or for general information >> Click Here.

Key West Food & Wine Festival Old Town Scavenger Hunt
2020-01-31 14:00 - 16:30 | Key West Historic Seaport
If you are looking to see Key West like never before, then the Key West Food & Wine Festival Scavenger Hunt is the perfect event for you and your friends! With 2-5 teammates in tow, compete against other teams in this super fun and unique Key West event. With various clues guiding you to famous landmarks, restaurants, bars and other points of interest, you do not want to miss all that the Southernmost Scavenger Hunt has to offer! Check-in time is at 2 pm and the hunt runs from 2:30-4:30 pm with the winners announced shortly after. To make your reservation or for general information >> Click Here.

The first prize will be team tickets to the Duval Uncorked event and runners up will receive gift certificates for local bars and restaurants. So what are you waiting for? Sign up now for your chance to win. Each participant will receive an exclusive map with 2 for 1 drink coupons for all the participating stops and everyone will be taking home a Key West souvenir prize.

It's All About the Shrimp & Sauce!
2020-01-31 19:00 - 21:00 | Key West Historic Seaport
If you are looking for a way to excite your tastes buds and dabble in all things shrimp (and sauce), then look no further than Conch Republic Seafood Companies “It’s All About the Shrimp & Sauce” event being thrown on January 31st from 7 PM until 9 PM! Come get saucy and enjoy all the sights and sounds that the Key West Historic Seaport has to offer with live entertainment, unlimited wine pairings, and your very own private Key West Food And Wine Festival waterfront view. To book your ticket and for general information >> Click Here.

As part of the 60th year anniversary of the Old Island Restoration Foundation, Conch Republic Seafood Company, the Key West Food & Wine Festival, and the Conch Farm will be supporting Key West’s culinary history by showcasing all things shrimp by featuring various shrimptacular-stations featuring: “Award Winning” Royal Red Shrimp Boil, Juicy Key West Pink Peel and Eats, Crispy Coconut Crusted Fried Shrimp, Velvety Shrimp Seafood Bisque, Creamy Shrimp Pasta, Plump Shrimp Sandwiches and much much more!

Willie Nelson At Key West Amphitheater
2020-02-17 17:30 | Key West Historic Seaport
In the course of his six-decade career, Willie Nelson has achieved almost every music award imaginable and continues to thrive in almost everything he puts his mind to. In recent years, Willie Nelson has put out more than a dozen new album and released a Top 10 New York Times’ bestsellers book. Starting at 7 PM on February, the Key West Historic Seaport is extremely excited to announce that Mr. Willie Nelson himself will be performing live at the Key West Amphitheater. To purchase your ticket or for general information >> Click Here.

55th Annual Old Island Days Art Festival
2020-02-22 10:00 - 2020-02-23 17:00 | Key West Historic Seaport
For two days, artists from all around the country gravitate towards Key West and are attracted to the islands Annual Old Island Days Arti Festival. This nationally recognized fine arts event takes place throughout Whitehead Street and Caroline Street. Various exhibitors include painters, sculptors, photographers, collage artists, and other non-functional fine art. Sponsored by the Key West Art Center, this nationally recognized event brings over 100 fine artists to the beautiful historic area of Whitehead Street. Paintings from watercolor to oil and acrylic, decorative sculpture, photography and other fine arts from the selected artists are all on display!
For more information and to find out how you can become involved in this amazing event >> Click Here.

All images are provided by Key West Art Center.

35th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
2020-02-23 13:00 - 22:00 | Key West Historic Seaport
This is the 2nd race of the Schooner Wharf Bar Wrecker’s Cup Race. The course is 7 miles from Key West Harbor to Sand Key, re-enacting the ancient wrecking tradition of Key Wes; a series of ruthless one-way races to the reef to claim the booty. At the race start, Key West harbor is a magnificent sight, filled with colorful sails and spinnakers on vessels ranging from 16 feet to 120 feet.
The 35th Annual Schooner Wharf Bar Wrecker’s Cup Race Series is set for Sunday, February 23rd, starting at 1 PM.
Trophies and prizes are earned by the top 3 vessels in 7 classes –schooner, multi-hull, classic, monohull 29′ and under, monohull 30-39 feet, monohull 40 feet and over new this year is a possible Hobie Cat class! 1st, 2nd & 3rd place will be awarded in each division, with trophies, a Bottle of Pusser’s Rum, Schooner Wharf Bar Tabs & Wrecker tee shirts as prizes. Awards Ceremony and Party starts at 7 PM on Sunday, February 23rd.
Captains’ Meeting is held Saturday, February 22nd at 7:00 p.m. in the Schooner Wharf’s Sail Loft with complimentary Pusser’s Rum Punch and hors d’oeuvres from the Schooner Wharf Galley.
“No protests, no pageantry, just race with us — Or against us!”
Wreckers’ Race 2020 Release Form and Entry Form

Reef Relief's 1st Annual Luau Party
2020-02-28 17:30 - 20:00 | Key West Historic Seaport
The Key West Historic Seaport is excited to announce Reef Relief 1st Annual Luau Party is officially one week away!
Please join us on Friday, February 28th, at Lagerheads Beach Bar from 5:30 P.M. to 8 P.M. for drinks, food specials and live music by Tony Baltimore! There will also be a silent auction, luau games, raffles, AND the Southernmost Social Photo Booth!

Come dressed to impress in tropical clothing and bring the entire family. All the money raised will go directly towards Reef Relief’s education programs. For more information, CLICK HERE!

7th Annual Cow Key Channel Run
2020-02-29 10:00 - 14:00 | Key West Historic Seaport
Starting as a joke amongst friends, the Cow Key Channel Bridge Run has gained an immense amount of popularity and notoriety over the past several years. Set for February 29th at 10 AM, you’ll find a wide herd of humans dressed in ridiculous costumes running, walking or even skipping across the Cow Key Channel Bridge. The Cow Key Bridge Run is just for fun. People clock their own time, run at their own pace and dress how they want. For more information or for race information >> Click Here.

Images provided by Cow Key Bridge Run.

Fish Fry at the Conch Farm!
2020-02-29 18:00 - 20:00 | Key West Historic Seaport
Have you had a chance to reserve your table for the 2020 annual Fish Fry Fundraiser for Key West Lacrosse Booster Club and the Boys and Girls Lax Teams!? Held at the renowned Conch Republic Seafood Company, the Key West Historic Seaport is beyond excited for this amazing community event! In addition to Conch Republic’s delicious menu, you can win big with a 50/50 CASH raffle OR an exclusive Silent Auction featuring an overnight getaway, dining at the hottest Key West restaurants, gift certificates, lacrosse gear, and so much more! Cash bar with happy hour pricing!
This wonderful event is open to the public on Saturday, February 29th from 6-8 pm. To order your tickets, CLICK HERE! If you can’t make it in person, participate in online bidding from the comfort of your couch by CLICKING HERE!
Come on Key West, let’s party and help get these kids another DISTRICT CHAMPIONSHIP!

Schooner Wharf Open Air Art & Music Festival
2020-03-07 10:00 - 20:00 | Key West Historic Seaport
Come on down to the 20th Annual Schooner Wharf Open Air & Music Affair! Enjoy live music amongst a colorful waterfront setting while exploring skilled Florida Keys artwork by talented local artists. This event will also feature award-winning local & national artists and crafters whose work isn’t shown anywhere else. This event is truly a wonderful opportunity to meet renowned artists and purchase authentic pieces of art.
Location: Schooner Wharf Bar, Lazy Way Lane (end of William Street) * FLYER COMING SOON

Reef Relief’s Spring Break Coral Camp!
2020-03-16 08:30 - 2020-03-20 16:30 | Key West Historic Seaport
The Key West Historic Seaport is excited to announce that Reef Relief’s Spring Break Coral Camp Registration is Now Open!
Reef Relief’s Spring Break Coral Camp is right around the corner and registration is now open. Please don’t wait to register as spots will fill up quickly! 6-12 year olds youths will have the chance to explore and learn about our surrounding marine environment through exciting educational activities at the Reef Relief Environmental Center in Key West. Each fun-packed day, campers experience hands-on-learning, interactive games, and outdoor activities. Activities include science and art projects in addition to multiple days of snorkeling at the barrier reef.
Spring Break Coral Camp runs from March 16th – 20th. This week-long session is limited to 25 campers. Coral Camp runs Monday through Friday from 8:30 am- 4:30 pm. Camp fees are $225 per child.
For more information about registration, call Reef Relief at 305-294-3100 or email reefrelief@gmail.com. To download Reef Relief’s Registration Forms, CLICK HERE!
Reef Relief is a nonprofit membership organization dedicated to improving and protecting our
coral reef ecosystem.

wording and imagery provided by Reef Relief.

39th Annual 7-Mile Bridge Run
2020-03-28 05:00 - 10:00 | Key West Historic Seaport
The 7-Mile Bridge Run is put together by the Marathon Runners Club and is the only known run that is completely surrounded by water from start to finish. With the 39th Annual 7-Mile Bridge Run almost upon us, approximately 1,500 runners are set to partake in the longest bridge run in the world. This annual event is organized by the Marathon Runner’s Club to celebrate the opening of the bridge in 1982 and all proceeds go to children’s organizations. Not only is the 7-Mile Bridge Run known as the longest bridge in the Florida Keys but is considered an engineering marvel! For more info, CLICK HERE!
* Keys Resident Registration & Open Registration is currently sold out.

35th Annual Schooner Wharf Bar Wrecker’s Cup Race Series
2020-03-29 13:00 - 22:00 | Key West Histori Seaport
This is the 3rd race of the Schooner Wharf Bar Wrecker’s Cup Race. The course is 7 miles from Key West Harbor to Sand Key, re-enacting the ancient wrecking tradition of Key West a series of ruthless one-way races to the reef to claim the booty. At the race start, Key West harbor is a magnificent sight, filled with colorful sails and spinnakers on vessels ranging from 16 feet to 120 feet.
The 35th Annual Schooner Wharf Bar Wrecker’s Cup Race Series is set for Sunday, March 29th, starting at 1 PM.
Trophies and prizes are earned by the top 3 vessels in 7 classes –schooner, multi-hull, classic, monohull 29′ and under, monohull 30-39 feet, monohull 40 feet and over new this year is a possible Hobie Cat class! 1st, 2nd & 3rd place will be awarded in each division, with trophies, a Bottle of Pusser’s Rum, Schooner Wharf Bar Tabs & Wrecker tee shirts as prizes. Awards Ceremony and Party starts at 7 PM on March 29th.
Captains’ Meeting is held on March 28th at 7:00 p.m. in the Schooner Wharf’s Sail Loft with complimentary Pusser’s Rum Punch and hors d’oeuvres from the Schooner Wharf Galley.
“No protests, no pageantry, just race with us — Or against us!”
Wreckers’ Race 2020 Release Form and Entry Form

Fisherman's Cafe is OPEN!
2020-03-30 08:00 - 2020-04-30 17:00 | Key West Historic Seaport
Located right on Lazy Way Lane is the incredibly delicious Fisherman’s Cafe! Still offering their full menu and now offering takeout and delivery options from 8:30 AM to 5 PM, stop by today for your very own taste of the Key West Historic Seaport. Order online and they will bring your food to you! Did we also mention NO delivery fee?
To place your order today, CLICK HERE! 💙
Dates Are Subject to Change *

Cuban Coffee Queen is OPEN!
2020-03-30 08:00 - 2020-04-30 17:00 | Key West Historic Seaport
Currently open for takeout orders & delivery, Cuban Coffee Queen is happy to cater to you during this time! With their fresh air location open from 7 AM until 3 PM, stop by today and tell them the Key West Historic Seaport says hi!
To place your order today, CLICK HERE! 💙
Dates Are Subject to Change *
