Schooner Jolly II Rover

Schooner Jolly II Rover Come sail Key West’s famous Red Sails in the Sunset most photographed ship! The Tall Ship Schooner Jolly II Rover. Traditional sailing with a Hint Of Piracy!
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The only square rigged topsail schooner in the Historic Seaport of Key West!

Thank you for sailing with us 🤩If you had a fantastic time, please leave us a review
02/15/2024

Thank you for sailing with us 🤩

If you had a fantastic time, please leave us a review


02/07/2024

Just wait... these cannons are prepped & ready to fire 💥

A fun tradition on our schooner that makes you feel like a true pirate!


We are living the tall ship life, and loving every salty moment ⛵️🌊 Book a trip with us soon!
01/30/2024

We are living the tall ship life, and loving every salty moment ⛵️🌊

Book a trip with us soon!


Chasing sunsets, where the day meets its most beautiful goodbye ✨
01/24/2024

Chasing sunsets, where the day meets its most beautiful goodbye ✨

Cherishing these precious moments as our guests create lasting memories with their loved ones aboard ❤️Head to our websi...
01/16/2024

Cherishing these precious moments as our guests create lasting memories with their loved ones aboard ❤️

Head to our website to book a sail with us soon!

01/11/2024

Capturing the mesmerizing magic of our island one sail at a time 🌅✨

Get ready to experience the magic ⛵We’ll take you back in time on our classic 80’ tall ship to an era of pirates, rum ru...
01/04/2024

Get ready to experience the magic ⛵

We’ll take you back in time on our classic 80’ tall ship to an era of pirates, rum runners and privateers seeking freedom and solitude. Their spirit of independence lives on daily on the Jolly II Rover.

Book 👉 https://buff.ly/3FVLxQa

Thank you for sailing with us 🤩If you had a fantastic time, please leave us a review on Google and TripAdvisor!         ...
01/02/2024

Thank you for sailing with us 🤩

If you had a fantastic time, please leave us a review on Google and TripAdvisor!

As the sun sets, our tradition ignites the sky ⭐Join us as we mark each sunset with cannon fire—a salute to the day's en...
12/31/2023

As the sun sets, our tradition ignites the sky ⭐

Join us as we mark each sunset with cannon fire—a salute to the day's end and the night's beginning!

Postcard from Key West 🌊 🌴🌞There’s nowhere we’d rather be!
12/29/2023

Postcard from Key West 🌊 🌴🌞

There’s nowhere we’d rather be!

As we near the end of the year, here's to the breathtaking journeys awaiting on the open seas! 🥂
12/27/2023

As we near the end of the year, here's to the breathtaking journeys awaiting on the open seas! 🥂

12/25/2023

Merry Christmas from The Conch Republic!

Merry Christmas from the Jolly II Rover family! May your holiday season be filled with joy, peace, and smooth seas ahead...
12/25/2023

Merry Christmas from the Jolly II Rover family!

May your holiday season be filled with joy, peace, and smooth seas ahead. 🎄

Where dreams set sail 🌟⛵
12/23/2023

Where dreams set sail 🌟⛵

  to sailing in Cuba! During the years 2015-2017, we had the honor of leading the boat parade into Havana Harbor—an unfo...
12/21/2023

to sailing in Cuba!

During the years 2015-2017, we had the honor of leading the boat parade into Havana Harbor—an unforgettable and thrilling experience!✨

The greatest adventure for your family! Have you sailed with us this year? 😃
12/20/2023

The greatest adventure for your family!

Have you sailed with us this year? 😃

Give the gift of sailing this holiday season ⛵Unwrap moments under the setting sun aboard our schooner in Key West. 🌅  B...
12/19/2023

Give the gift of sailing this holiday season ⛵

Unwrap moments under the setting sun aboard our schooner in Key West. 🌅

Book a trip - https://buff.ly/3FVLxQa

A new perspective 💫Step aboard and immerse yourself in every detail, every breeze, and every whisper of the sea's melody...
12/17/2023

A new perspective 💫

Step aboard and immerse yourself in every detail, every breeze, and every whisper of the sea's melody⚓

Thank you for choosing to sail with us! 😃If you had a fantastic time on board, we'd be honored if you could share your e...
12/15/2023

Thank you for choosing to sail with us! 😃

If you had a fantastic time on board, we'd be honored if you could share your experience with others on Google and TripAdvisor.

We sure do love our passengers & crew! 🙌Did you know we have a Frequent Sailor Discount? Many locals as well as visitors...
12/13/2023

We sure do love our passengers & crew! 🙌

Did you know we have a Frequent Sailor Discount? Many locals as well as visitors are repeat sailors. And we love seeing familiar faces, so we offer $15 off your second sail and your third sail is FREE (within 30 days)!

📷: Sabrina Harvill

Chasing sunsets & embracing golden hour every night 🧡 ✨Book your next trip 👇https://buff.ly/3T6rQNf
12/11/2023

Chasing sunsets & embracing golden hour every night 🧡 ✨

Book your next trip 👇
https://buff.ly/3T6rQNf

Smooth sailing with little sailors onboard! ⛵ Setting sail isn't just an adventure—it's a chance for kids to learn, grow...
12/09/2023

Smooth sailing with little sailors onboard! ⛵

Setting sail isn't just an adventure—it's a chance for kids to learn, grow, and create lasting memories.

As the sun sets, experience the mesmerizing glow along the tranquil waters 🌊We can’t wait to sail with you soon!📷: irism...
12/07/2023

As the sun sets, experience the mesmerizing glow along the tranquil waters 🌊

We can’t wait to sail with you soon!

📷: irismoorephoto


Your journey’s success is anchored in our team's dedication. They're the true stars making your trip truly spectacular! ...
12/06/2023

Your journey’s success is anchored in our team's dedication. They're the true stars making your trip truly spectacular! ⛵

The sparkle of paradise ✨We’ve been sailing for years & would love to hear your favorite memories on our ship! Comment b...
12/04/2023

The sparkle of paradise ✨

We’ve been sailing for years & would love to hear your favorite memories on our ship!

Comment below 👇

An authentic Key West Sailing Experience! With the holidays approaching fast it’s the perfect time to book a sail with y...
12/03/2023

An authentic Key West Sailing Experience!

With the holidays approaching fast it’s the perfect time to book a sail with your friends and family. Head to our website to book your trip today 😃

www.schoonerjollyrover.com

What a magical moment! 💫Congratulations to the newlyweds - Jake & Madi!Aboard the Schooner Jolly II Rover we do customiz...
12/01/2023

What a magical moment! 💫

Congratulations to the newlyweds - Jake & Madi!

Aboard the Schooner Jolly II Rover we do customized private charters, contact us today to plan your next special event.

📷: irismoorephoto

Meet Crew Member - Elio ⚓She has been sailing with us for 13 years! Originally from El Salvador, Elio joined the Jolly R...
11/30/2023

Meet Crew Member - Elio ⚓

She has been sailing with us for 13 years! Originally from El Salvador, Elio joined the Jolly Rover family in 2009. Her love for sailing sparked when her first husband, a sailor, brought her to Key West. Elio pursued art in Virginia, where she fell in love with sailing even more.

Have you sailed with Elio before? Comment below!

What brings you peace as the day bids farewell? 💙 Let us know in the comments below👇
11/28/2023

What brings you peace as the day bids farewell? 💙

Let us know in the comments below👇

Allow the hues of the sky to paint the backdrop for your seafaring memories. 🌅Please visit our website for more informat...
11/26/2023

Allow the hues of the sky to paint the backdrop for your seafaring memories. 🌅

Please visit our website for more information👇
https://buff.ly/3FVLxQa

📸: Jennifer Smith

Address

631 Greene Street
Key West, FL
33040

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm

Telephone

+13053042235

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