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Anna Maria Sailing Adventures

Certificate of Excellence
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Address: Bridge Street, Bredenton Beach, Bradenton Beach, Anna Maria Island, FL 34217
Phone Number: 941.580.1502

TripAdvisor Reviewer Highlights

Read all 159 reviews
Visitor rating
  • 141
  • 9
    Very good
  • 2
  • 1
  • 5
Highlight of our trip to AMI!

Our family (2 adults, 4 kids 17 - 6yo) had a blast! Octavio was great. We did a day trip although we had planned on a sunset sail. After speaking to Octavio on the phone, he... read more

5 of 5 starsReviewed 1 week ago
Charles L
Mount Pleasant

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159 Reviews from our TripAdvisor Community

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Showing 158: English reviews
Mount Pleasant
Level Contributor
3 reviews
5 of 5 stars Reviewed 1 week ago

Our family (2 adults, 4 kids 17 - 6yo) had a blast! Octavio was great. We did a day trip although we had planned on a sunset sail. After speaking to Octavio on the phone, he expertly guided us to skip the evening tour because the weather is typically stormy in the July evenings. We are so glad we took... More 

Thank Charles L
1 review
4 of 5 stars Reviewed 2 weeks ago via mobile

Fun and relaxing trip with family and friends. Wonderful sunset, swimming, and sailing. We brought sandwiches and HAF a great meal onboard as well. Recomended.

Thank elroyNorway
Notteroy Municipality, Norway
1 review
5 of 5 stars Reviewed 2 weeks ago via mobile

My family and friends charted Ovtavius sailboat for the sun set cruise. Octavius stretched far to please the kids (and some grown up kids) with fun onboard and in the water. At the end of the trip we also spotted dolphins!! Would absolutely try this again. Roy Crocket-Mikalsen. Norway

Thank roybobrocket
Level Contributor
20 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 21 helpful votes
5 of 5 stars Reviewed May 31, 2016

We have taken 3 trips with Octavio now and enjoyed each one very much. He is an affable host and has some funny stories and interesting facts about sailing and the Island and it's characters. The boat is well worn but seemingly well cared for and he is very at home on the boat and in these waters. There were... More 

Thank sleeves53
Mason, Ohio
Level Contributor
14 reviews
common_n_attraction_reviews_1bd8 7 helpful votes
2 of 5 stars Reviewed May 26, 2016

As a frequent reviewer on TripAdvisor, I turn to TripAdvisor when planning vacations. I struggled a bit about writing this review. First, when my husband and I boarded the small sailboat, Octavio was smoking. We thought for sure he would stop once we took off (we don't smoke and we get sick from cigarette smoke). He didn't stop smoking. He... More 

5 Thank Star25
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed May 16, 2016

My boyfriend and I had just gotten married (in the civil) and wanted an unofficial honeymoon get away to Anna Maria Island. I had heard good things about the sailing adventures and decided to book one with Captain Octavio. An awesome Captain, made our experience into much more than we could've asked for. It was the last day on the... More 

2 Thank Michelle B
Shiloh, Illinois
Level Contributor
12 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
1 of 5 stars Reviewed May 16, 2016

We never should have gotten on the boat. It was evident Octavio (the captain) had been drinking before we arrived. He continued to drink & become increasingly intoxicated. There were 5 in our group, including 3 21 year old girls. He made inappropriate comments to them & touched them inappropriately. We requested he turn around & take us back. It... More 

9 Thank cardsfanje
Downers Grove, Illinois
Level Contributor
148 reviews
27 attraction reviews
common_n_attraction_reviews_1bd8 54 helpful votes
5 of 5 stars Reviewed April 30, 2016

Octavio is a wonderful host on his sail boat. He can accommodate up to 6 people. He has limited beverages but allows you to bring your own "as long as it is legal." The tour is 3 hours. Once out in the Gulf, he cuts the engine and raises the sail. This becomes a relaxing time quickly at this point.... More 

Bradenton, Florida
Level Contributor
8 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed April 19, 2016

Captain Octavio is a master, not only of his ship, but of reading his passengers to create the sensational 3 hour sail of their dreams. He and his sailboat are of the same free spirit and respond to each other well. Our weather was perfect, the sea was calm, the breeze steady and fit for unfurling the main sail and... More 

1 Thank maggie828962
Kissimmee, Florida
1 review
5 of 5 stars Reviewed April 19, 2016 via mobile

Came to Anna Maria to celebrate a very special Birthday. We spent half our day on the water with Octavio. He made sailing peaceful, calm, exciting, and fun. He is so personable that it was as if we had known each other for years. Next time we visit Anna Maria we will for sure be sailing with Octavio again.

Thank 282612

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Questions & Answers

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?