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

Schooner Appledore

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Key West, FL
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!

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

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

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!

Share & Tag us in your photos for a chance to be featured
📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

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

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

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

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.

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

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

12/13/2024

Cheers to the holiday season! 🎄✨ Raise your glass to sunsets, calm seas, and the little moments that bring us joy. Whether you’re celebrating on the water or dreaming of your next adventure, may your season be as bright as the Key West horizon. 🌅🥂

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

12/04/2024

Moments like these remind us to pause, breathe, and soak in the beauty of the world around us. 🌅✨ There’s nothing quite like a sunset on the open water to bring peace to the soul and clarity to the mind.

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

11/26/2024

⭐ ⭐ ⭐ ⭐ ⭐ "Absolutely hands down the best sunset cruise in Key West! Captain and crew were excellent!!"- Campbell

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

11/21/2024

🌴 Sail Into Paradise with Us in Key West! 🌅

Picture this: golden sunsets, warm tropical breezes, and the gentle sound of the sea as you glide across the water. There’s no better way to experience the magic of Key West than aboard the Schooner Appledore. ⛵✨

Join us for an unforgettable sail where the ocean meets the sky and every moment is pure bliss. Whether you're looking for adventure or relaxation, we promise memories that will last a lifetime.

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

11/13/2024

🌊 Already Missing Maine’s Cool Coastal Waters 🌊 While we’re already dreaming of next season’s adventures, you don’t have to wait to set sail with us. 🌅

Join us in the tropical paradise of Key West, where the warm waters and sun-soaked days will keep your spirit of adventure alive. 🌴⚓

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📍 : Schooner Appledore
🗺️ : Travel+Discover Maine

11/08/2024

⚓ Knot sure what this is? ⚓ Meet the clove hitch! Simple, strong, and a sailor’s staple, this trusty knot keeps our lines secure as we sail into the sunset. 🌅 Ready to get tied up in an unforgettable evening on the water?

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

11/06/2024

There’s nothing quite like watching the sun melt into the horizon from the deck of a classic sailing vessel. 🌞✨ With the sky painted in stunning hues and the peaceful sound of waves all around, this is the perfect escape to unwind and soak in the beauty of nature.

Share & Tag us in your photos for a chance to be featured
📍 : Schooner Appledore
🗺️ : Greater Key West Chamber of Commerce
🌎 : VISIT FLORIDA

10/22/2024

🚢 Appledore II is on the move! 🚢

Our beautiful schooner has set sail from Camden, Maine, and is making her way down the coast to sunny Key West, Florida! 🌞

Follow along with the journey in real-time and see where she is right now. It's an adventure you can track from your own screen! 🗺️✨

📍 Current Location: The Carolina's Coast
🔗 Track the Appledore II here: https://maps.findmespot.com/s/7LVW/F8

Share & Tag us in your photos for a chance to be featured
📍 : 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

https://keywestschooners.com/

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Videos

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! Share & Tag us in your photos for a chance to be featured #SchoonerAppledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

🌟 Meet Virginia, Pablo’s youngest daughter, “cowboying the sail” like a pro! 🤠⛵️ Her adventurous spirit and love for sailing bring an extra spark to every voyage. Join us in celebrating this amazing moment on the water! 🌊💫 Share & Tag us in your photos for a chance to be featured #SchoonerAppledore ‌ 📍 : Schooner Appledore 🗺️: Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

🇺🇸🎆 Happy 4th of July! We hope your day is filled with joy, laughter, and spectacular fireworks. Here's to celebrating freedom and making unforgettable memories on the water. Have a fantastic Independence Day! 🎇⚓️ Share & Tag us in your photos for a chance to be featured #Schooner Appledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

As the day winds down, join us on the water for a magical experience. Our Sunset Sail boasts an open bar and delightful hors d'oeuvres, ensuring your evening is as splendid as the view. Share & Tag us in your photos for a chance to be featured # Schooner Appledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

Warmest Holiday Wishes! 🌟 As the year draws to a close, we want to express our heartfelt gratitude for your support and joyous moments shared at sea. May this season bring you an abundance of peace, goodwill, and happiness. Here's to the memories we've made and the ones yet to come. Thank you for being a part of our journey! 🚢🎁 Share & Tag us in your photos for a chance to be featured # Schooner Appledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

Join us on this visual journey, where the sea tells its own story, and every sail is a chapter of adventure. Ready to dive into the magic? Book your voyage now and let the ocean be your guide! Share & Tag us in your photos for a chance to be featured # Schooner Appledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA

🌟🎄 Wondering if we're setting sail during the holidays? Your family is spot on! 🚢✨ Get ready to create a unique tradition this holiday season surrounded by breathtaking views and seasonal cheer! Here's our holiday schedule: 🎅 Christmas Eve (12/24): 10:30 am 1:30 pm 4:30 pm 🎄 Christmas Day (12/25): 10:30 am (Almost sold out) 1:30 pm 🎉 New Year's Eve (12/31): 10:30 am 4:30 pm (High demand) 🎆 New Year's Day (01/01): 10:30 am 1:30 pm 4:30 pm Secure your spot now and make holiday memories at sea! 🌅🎊 Share & Tag us in your photos for a chance to be featured # Schooner Appledore 📍 : Schooner Appledore 🗺️ : Greater Key West Chamber of Commerce 🌎 : VISIT FLORIDA