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Embark on an unforgettable maritime adventure with Schooner Appledore - Key West, the premier boat tour agency located at 205 Elizabeth St, Key West, FL 33040. As a leading tour operator in the heart of Key West, we specialize in providing exceptional sailing experiences aboard our historic schooner, the Appledore. Our tours are perfect for anyone looking to explore the stunning waters of Key West, whether you're a seasoned sailor or a landlubber seeking a new experience. Our knowledgeable crew is passionate about maritime history and dedicated to ensuring a safe, enjoyable, and informative tour. At Schooner Appledore - Key West, we pride ourselves on our high client satisfaction, reflected in overwhelmingly positive reviews. Our guests frequently commend us for our professional service, friendly crew, and the memorable moments they cherish long after their sails have set. We offer a variety of sailing excursions, including sunset sails, eco-tours, and private charters, each designed to provide an immersive experience of the sea and sky. Whether you're looking to celebrate a special occasion or simply want to enjoy a day out on the water, Schooner Appledore - Key West is your gateway to a spectacular sea adventure. Join us at Schooner Appledore - Key West and set sail on a journey that combines the thrill of sailing with the beauty of Key West’s aquatic landscape. Discover why our guests return year after year for another taste of the maritime charm only we can provide. Book your tour today and experience the magic of the sea with the top-rated boat tour agency in Key West!

Schooner Appledore - Key West Review Summary

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(1735 Reviews)
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Zina Upchurch
Zina Upchurch -Local Guide
4 months ago
Best KW tours! We took 2 tours w/Appledore, Sunset cruise, Eco Tour. Jared & Thomas were hospitable & provided all the guests with superb service & an enjoyable informative tour, felt as though we were sailing with friends. The Sunset cruise had beautiful views, an...Read More
Denise
Denise
4 months ago
My husband and I really enjoyed this sunset cruise. Each visit to Key West, we’ve taken a sunset cruise with a different provider. This was by far the best. It was a smaller, intimate group, which made the sail more enjoyable. Drinks and food provided...Read More
Lee Stevenson
Lee Stevenson -Local Guide
4 days ago
Must do!If you want a party boat, booze cruise, or rum runner, this isn't the boat for you.If you want wind in your hair, quiet sailing as the sunsets with a few drinks and small snack this is for you.No loud music, let the beauty...Read More
David O'Brian
David O'Brian -Local Guide
6 months ago
Such an awesome trip! These guys are super nice, fun, and very knowledgeable. They care about their guests, unlike some of the bigger companies nearby. This is a small group experience which makes for a more personal setting. Maximum of 17 people versus up to...Read More
Sherry Davis
Sherry Davis
a month ago
My husband and I really enjoyed this Sunset Cruise!! It was a last minute decision and so glad we decided to follow through. Captain Jared and Shipmate, Carly were AMAZING!! The condition of the boat showed that it has been well loved and taken care...Read More
Renee Diggs
Renee Diggs
6 months ago
This experience was so fun for us. We had never been on a schooner and the Appledore was beautiful! The crew was so skilled, professional, but also a blast at the same time. They were funny, helpful, and all committed to us having a great...Read More
Matthew Vera
Matthew Vera -Local Guide
6 months ago
We had an amazing time on our sunset cruise. The drinks were great, the food was outstanding, and Captain Jared and shipmate Thomas were awesome they were more than happy to take pictures for everyone, they let us steer the boat. They just seemed to...Read More
Gina Trignani
Gina Trignani -Local Guide
8 months ago
A spectacular adventure with fun for all ages. Excellent knowledgeable, safety, but fun-focused crew. Thank you Captain Jared, Mario and Renee for making our last day in KW the best! My 15 yo was finally excited about something and is seriously considering earning his captain...Read More
Shelby
Shelby -Local Guide
10 months ago
So much fun! We did the two hour sunset cruise and it was so peaceful and relaxing! The crew was super attentive on bringing drinks and offering blankets. The staff was also great about answering any questions and were very knowledgeable! We highly recommend taking...Read More
Karen Bush
Karen Bush -Local Guide
a week ago
We 4 adults-with-grown-children had a marvelous time tonight with Captain Josh and deck hands Luke and Elliot. They were wonderfully professional and courteous hosts, providing delicious drinks and nibbles and telling us about their personal histories and how they came to be on the Appledore...Read More
Becky Allen
Becky Allen
6 months ago
Our Bugeye Backcountry Eco Tour was excellent! The crew were very friendly and kept us informed of the days plans. All the necessary snorkeling gear and kayaks were provided, and assistance was given to ensure our safety at all times. The reef was beautiful...Read More
Hannah Steeps
Hannah Steeps
6 months ago
My mom and I felt truly blessed to be able to have such a special experience taking in the beauty of the ocean and sky at sunset.The crew, Jared and Thomas, were very attentive, knowledgeable and professional which made the experience that much more enjoyable.I...Read More
k clark
k clark
9 months ago
Enjoyed a sunset cruise on the beautiful Appledore out of Key West last night. The crew was great. They’re very experienced and engaging. The atmosphere was chill and not a loud, overcrowded party boat that can be typical in Key West. We previously sailed...Read More
Mary Delgiacco
Mary Delgiacco
9 months ago
The 2 hr sunset cruise on the Appledore Star was the highlight of our trip to Key West! Jared and Mario were absolutely wonderful. They handled the boat seamlessly. Their customer service top notch. The snacks and choice of drinks was...Read More
Lisa Marie
Lisa Marie
a month ago
From the moment we boarded, the atmosphere was warm and inviting. The camaraderie among the crew and other passengers truly enhanced our time on the water.The views during the sunset were breathtaking, painting the sky in vibrant hues of orange and pink. It felt magical...Read More
Carol J
Carol J
3 weeks ago
Our adventure on the Schooner Appledore2 was great fun! Captain Joe and First Mate Andy were the best. They were both personable and knowledgeable! We weren’t looking for a party boat so this was perfect! The appetizers and drinks were plentiful! ...Read More
McKenna Hoppes
McKenna Hoppes
2 months ago
What an awesome trip! I cannot say enough about the crew and the excursion we went on. Thomas and Jared did an amazing job making sure everything was perfect the whole time. This was a new experience and I would do it again every time...Read More
Sierra Butler
Sierra Butler
3 weeks ago
Our family decided to book the Champagne sunset sail on the Appledore II. It was the perfect key west experience! The price was a great value for the appetizer, drinks, and 2 hour sailing. Captain Josh and sailors Elliott and Sean were fantastic. They shared...Read More
Edward Guerrero
Edward Guerrero -Local Guide
6 months ago
The Schooner Appledore is a fine vessel. Captain Joe and First Mate Dakota are skilled sailors and barmen, and they were excellent hosts. Though the winds were calm, it was a nice time to be on the water. I appreciate the smaller group experience compared...Read More
Kerry Gragg
Kerry Gragg
4 days ago
Our entire family had a wonderful time doing this activity! The crew was so nice and helpful throughout the day. We experienced sailing, snorkeling, and kayaking. The kayaking was IMO the highlight of the day. I recommend this activity for people who want to learn...Read More
Kennon Jackson, Jr.
Kennon Jackson, Jr.
a month ago
I had an incredible time on the sunset cruise aboard the Schooner Appledore with Jack, Joe, and Josh! The crew was friendly, knowledgeable, and really made the experience special. They were great at answering questions about the area, the ship, and the history of the...Read More
Shanup Dalal
Shanup Dalal -Local Guide
4 months ago
My friends and I are in Key West for a few days and this was a last minute decision. We are so thankful we did. The crew was amazing and helpful throughout the 2 hours sailing. The snacks were perfect and there was plenty of...Read More
Heather Jeffrey
Heather Jeffrey
4 months ago
If you're looking for a chill, laid-back sunset sail in Key West, you need not look any further. The crew was fantastic, the snacks and drinks were delicious and we had an amazing experience. I loved that it wasn't crowded, there were about...Read More
Frederick Kordsiemon
Frederick Kordsiemon
a month ago
An absolutely great time! The crew took good care of us and the hors d'oeuvre were delicious, yet light enough to keep oneself from feeling sick. We were also running a few minutes late, but the crew did not set sail without us. The atmosphere...Read More
Sir Wessley
Sir Wessley
2 weeks ago
Me and three other friends booked the sunset cruise. The one friend had never been on the ocean and can tell you it was a great experience all around. The staff (Michael, Pablo and Bob) were great hosts and gave a great history of the...Read More
Chris Kent
Chris Kent
5 days ago
On our first sailing trip early in our vacation, we LOVED the overall experience - great boat, professional crew, and excellent informative captain! We enjoyed that trip so much that we decided to take a second trip the following week. Again, it was a wonderful...Read More
Linda Gualtieri Haer
Linda Gualtieri Haer
4 months ago
We had a fantastic time! The crew thought of everything! We had plenty of time to snorkel and explore. We learned some pretty cool facts on the kayak tour through the mangroves. Lunch and drinks were delicious. The crew was warm and friendly, took...Read More
Mike Grubbs
Mike Grubbs
4 months ago
We had an absolutely wonderful time on the sunset sail boat cruise with Jarod and Thomas! The views were breathtaking, and the crew’s hospitality made the experience even more memorable. The boat was comfortable and well-maintained, and the complimentary drinks and snacks were a delightful...Read More
Alice Wiseley
Alice Wiseley
a week ago
Leslie Burns
Leslie Burns
4 days ago
What a treat! I lived aboard the Appledore for a semester when it was giving Long Island University Marine Biology students real-life field experiences as we sailed from New York to the Virgin Islands back in the 1980’s. It was so fun to...Read More

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