Schooner Appledore

Schooner Appledore Schooners Appledore II & Appledore Star sail out of Key West Historic Seaport.
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All-Day Bugeye Backcountry Eco Tours, Daysails, Sunset Sails, Private Charters & more!

The Final Wreckers Race- This is it — your last chance to race with the wreckers!Join us Saturday, April 27th for the fi...
04/23/2025

The Final Wreckers Race- This is it — your last chance to race with the wreckers!
Join us Saturday, April 27th for the final Wreckers Race Sail of the season, from 12:30–4:30 PM — only $59.95!

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Where the Wild Winds Take You? Some call it a sail... We call it an adventure.Whether you’re hands-on with the rigging o...
04/16/2025

Where the Wild Winds Take You? Some call it a sail... We call it an adventure.

Whether you’re hands-on with the rigging or just soaking in the breeze, every sail is a story worth telling.

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Golden hour, ocean breeze, and no rush to be anywhere else.Sunset sails on Schooner Appledore are all about slowing down...
04/08/2025

Golden hour, ocean breeze, and no rush to be anywhere else.
Sunset sails on Schooner Appledore are all about slowing down and soaking it in.

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📍 : VISIT FLORIDA
🗺️ : Greater Key West Chamber of Commerce
🌎 : Schooner Appledore

Isn’t she a beaut? Just admiring this beauty. ⛵Built to sail the world, crafted with tradition, and still turning heads....
03/26/2025

Isn’t she a beaut? Just admiring this beauty. ⛵
Built to sail the world, crafted with tradition, and still turning heads.

The Schooner Appledore II—86 feet of pure maritime magic, and a legend that lives on. Come aboard and experience her yourself.

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Friday calls for sunset sails! Set sail on the award-winning Schooner Appledore and experience Key West’s most stunning ...
03/22/2025

Friday calls for sunset sails! Set sail on the award-winning Schooner Appledore and experience Key West’s most stunning sunset.

Golden skies, ocean breeze, and pure relaxation—this is how weekends should begin! 🌊🍷

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

A Front Row Seat to Tradition! Join the Wreckers Race on March 30th and experience a true Key West sailing tradition! 🚤 ...
03/14/2025

A Front Row Seat to Tradition! Join the Wreckers Race on March 30th and experience a true Key West sailing tradition! 🚤 Race 7 miles to Sand Key, honoring the fierce and spirited competitions of Key West’s wrecking captains.

⚓ Only $59.95 to be part of this legendary adventure!

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🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Not your average 9-to-5. 🌅⛵️🍹If your ideal office includes ocean breezes, golden sunsets, and good vibes, we’ve got the ...
03/06/2025

Not your average 9-to-5. 🌅⛵️🍹

If your ideal office includes ocean breezes, golden sunsets, and good vibes, we’ve got the perfect job for you! Schooner Appledore is hiring deckhands and captains for our Key West location!

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⛵: Visit Key West
📍: Greater Key West Chamber of Commerce
🗺: VISIT FLORIDA

The view from the office. If you’re looking for a job where every sunset is better than the last, Schooner Appledore is ...
03/06/2025

The view from the office. If you’re looking for a job where every sunset is better than the last, Schooner Appledore is hiring deckhands and captains for our Maine location!

We’re searching for hardworking, enthusiastic individuals eager to learn, gain sea time, and experience life on the water. Whether you’re looking to build your sailing skills or just want an unforgettable summer, this is your chance!

Ready to set sail? Please email [email protected]

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📍 : Schooner Appledore
🗺️ : Visit Maine

Lost in the vastness of the ocean, a fellow sailboat drifts toward the horizon—reminding us how small we are, yet how in...
02/28/2025

Lost in the vastness of the ocean, a fellow sailboat drifts toward the horizon—reminding us how small we are, yet how infinite our journey can be. Out here, we may be tiny, but we’re never alone. ⛵

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Sun, sea, and adventure! ☀️⛵ This crew is living the dream on our Key West Schooner Backcountry Eco Tour—sailing, snorke...
02/20/2025

Sun, sea, and adventure! ☀️⛵ This crew is living the dream on our Key West Schooner Backcountry Eco Tour—sailing, snorkeling, and kayaking through paradise. Who’s ready to explore the wild beauty of the Florida Keys with us?

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Take Their Breath Away This Valentine’s Day… Forget the crowded restaurants and set sail into romance! Let the ocean bre...
02/13/2025

Take Their Breath Away This Valentine’s Day… Forget the crowded restaurants and set sail into romance! Let the ocean breeze, golden sunset, and gentle waves create the perfect backdrop for love. 🥂

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

02/06/2025

Step aboard the Appledore II and relive one of Key West’s most thrilling maritime traditions! The Wrecker’s Race is your chance to join the “day of wreckoning” as we race the historic 7-mile route to Sand Key.

🏴‍☠️ February 23rd | March 30th | April 27th, 2025

✔️ Limited availability—this event WILL sell out!

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

There’s something magical about the quiet moments on the water, where the horizon glows with the day’s last light and th...
01/30/2025

There’s something magical about the quiet moments on the water, where the horizon glows with the day’s last light and the gentle breeze whispers through the sails. 🌊 This silhouette perfectly captures the peaceful power of sailing into the sunset aboard the Schooner Appledore.

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Front Row Seat to Paradise ⛵ Feel the ropes, watch the sails catch the breeze, and take in the view from the deck—this i...
01/23/2025

Front Row Seat to Paradise ⛵ Feel the ropes, watch the sails catch the breeze, and take in the view from the deck—this is adventure and tranquility rolled into one unforgettable experience.

Who’s ready to chase sunsets with us? 🌞✨

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Nothing compares to the magic of a sunset sail. As the sun dips into the horizon, the sky comes alive with soft pinks an...
01/14/2025

Nothing compares to the magic of a sunset sail. As the sun dips into the horizon, the sky comes alive with soft pinks and warm golds, creating the perfect backdrop for an unforgettable evening on the water. 🌸✨

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Life feels a little different when you’re out here, doesn’t it? The wind in the sails, the rhythm of the waves, and the ...
01/07/2025

Life feels a little different when you’re out here, doesn’t it? The wind in the sails, the rhythm of the waves, and the kind of sunset you only see from the deck of a Schooner. Let’s leave the noise behind and rediscover the beauty of the open water.

As the sun sets on 2024, we’re raising our sails (and maybe a toast!) to a new year filled with adventure, open horizons...
12/31/2024

As the sun sets on 2024, we’re raising our sails (and maybe a toast!) to a new year filled with adventure, open horizons, and unforgettable moments on the water.

Whether you’ve sailed with us before or have a trip with the Schooner Appledore on your 2025 bucket list, we can’t wait to share more incredible journeys with you.

Here’s to smooth seas, fresh breezes, and chasing the sunsets ahead. Happy New Year from all of us on board!

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

🌟🌟🌟🌟🌟 “We had the best time ever!”“We had the best time ever and it was the perfect day to sail. The lady who helped up ...
12/20/2024

🌟🌟🌟🌟🌟 “We had the best time ever!”

“We had the best time ever and it was the perfect day to sail. The lady who helped up book the trip was also great. What a great crew and beautiful sailboat …we had a blast.” -

Thank you for sharing your kind words! Reviews like this remind us why we love what we do. Ready to create your own unforgettable day on the water? Let’s set sail! ⛵

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📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

Address

201 William Street
Key West, FL
33040

Opening Hours

Monday 8am - 10pm
Tuesday 8am - 10pm
Wednesday 8am - 10pm
Thursday 8am - 10pm
Friday 8am - 10pm
Saturday 8am - 10pm
Sunday 8am - 10pm

Telephone

+12072368353

Website

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