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Anna Maria Sailing Adventures

Bridge Street, Bredenton Beach, Bradenton Beach, Anna Maria Island, FL 34217
+1 941-580-1502
Review Highlights
Honestly people need to relax more

I booked a sailing evening for my dad and I for a father's day gift. We didn't get to go for a few... read more

Reviewed 2 weeks ago
Holmes Beach, Florida

We booked and payed for a sunset cruise online. It was quick and easy. However, I emailed asking... read more

Reviewed 2 weeks ago
Cole T
via mobile
Read all 189 reviews
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  • Excellent89%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible4%
Travellers talk about
“sunset cruise” (27 reviews)
“anna maria” (33 reviews)
“laid back” (18 reviews)
Bridge Street, Bredenton Beach, Bradenton Beach, Anna Maria Island, FL 34217
+1 941-580-1502

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Reviews (189)
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1 - 10 of 188 reviews

Reviewed 2 weeks ago

I booked a sailing evening for my dad and I for a father's day gift. We didn't get to go for a few weeks because of mechanical issues, but honestly, Octavio was so upfront with us. He originally offered to refund the money but I...More

1  Thank alexstemm
Reviewed 2 weeks ago via mobile

We booked and payed for a sunset cruise online. It was quick and easy. However, I emailed asking if we could bring wine on the cruise. No reply. At 4:00 PM, the evening of the cruise, I received a text message "No sailing today, boat...More

Thank Cole T
Reviewed 4 weeks ago via mobile

My husband booked this for my 50th birthday and Octavio was a no show and lied about the boat not working. He butt dialed us and we have a recording of him partying with others. Total jerk. Don't do it!!!! Wouldn't return a call only...More

2  Thank Baynaked
Reviewed 4 June 2017

I read the fabulous reviews and was delighted to book an afternoon tour. Very easy on the web sight. We arrived at the boat ramp as directed well ahead of the appointed time. The captain and his boat never showed. He would not answer his...More

Thank whosethere
Reviewed 31 May 2017

You will LOVE it! we got it three times during the week. You can swim in the water, watch the sunset, get wet and wild, dance, sing, be a Skipper, etc. No limits of pleasure with Capitan Octavio.

Thank Olga Z
Reviewed 5 May 2017

I went out on the water w/ Captain Octavio and 2 of my girlfriends. He was the coolest and nicest guy ever. We had so much fun. Lots of drinks and I got waaaay too much sun. It was the best day w/ me and...More

Thank traciib76
Reviewed 27 March 2017 via mobile

This was an experience! Octavio says he stole a gun boat from Cuba and steered it to America 20 years ago. He brought along his girlfriend, his girlfriend's friend, and an airplane pilot who ultimately ended up steering the boat most of the time and...More

Thank MJH161
Reviewed 24 March 2017

Octavio is one of the easiest going captains one could possibly meet. The trip was more like traveling with friends than a paid charter. The trip was a no frills trip. and the sailboat wasn't spit and polish but the trip was very well priced,...More

Thank 4000f00ter
Reviewed 15 March 2017

Brought our 3 "tweens" on cruise with Octavio- all 3 said it was the highlight of their trip! He is so laid back and had lots of great stories. Overall we highly recommend this activity!

Thank SlingToby
Reviewed 12 March 2017

My husband and I have had some great sailing experiences (as passengers) in the Caribbean and Florida. While staying on Anna Maria, we booked a three-hour daytime sail with Captain Octavio, based on other TripAdvisor reviews. We were able to easily book online and looked...More

Thank Katrina208
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Questions & Answers
8 March 2017|
Response from STEPHEN W | Reviewed this property |
Hi- I doubt that Octavio's boat would handle more than 6 at a time, but there are many other cruises in the area. Octavio was great for two couples.
21 September 2016|
Response from ReviewMom4 | Reviewed this property |
You need to visit the website for Anna Maria Sailing Adventures - you can find it here on Trip Advisor.
21 August 2016|
AnswerShow all 4 answers
Response from ReviewMom4 | Reviewed this property |
It's a max of 6.