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Captain Sir Charters - Private Day Tours

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401 Biscayne Blvd, Miami, FL 33132
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Review Highlights
Fun Sailboat Cruise around Key Biscayne

An April 2018 getaway….. What a great cruise my husband, daughter, son-in-law and myself... read more

Reviewed 6 days ago
lindylu2018
,
Montgomeryville, Pennsylvania
Absolutely perfect afternoon sale

Russ and Susan have a spectacular philosophy and sailboat. I love being on the water and really... read more

Reviewed 2 April 2018
bleph
,
Mobile, Alabama
via mobile
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Go sailing on the NEWEST Charter Sailboat in Miami for a day of sailing/sightseeing OR a Romantic Sunset and City Lights Tour of Miami.We specialize in Romantic Sunset and Night Evening Tours. Also available: Romantic Dinner Trips, Overnight Charters to the Florida Keys, and Week Long trips to the Bahamas. Step aboard the Best and the Newest Sailboat in Miami -- it's truly sailing FIRST CLASS! Check out the website and photos of the boat. CAPTAIN SIR! is in a class by itself but no more expensive than sailing in coach class!
  • Excellent99%
  • Very good1%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“key biscayne” (16 reviews)
“sunset sail” (7 reviews)
LOCATION
401 Biscayne Blvd, Miami, FL 33132
Write a ReviewReviews (129)
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All reviews
"key biscayne"
in 16 reviews
"sunset sail"
in 7 reviews
"sailing experience"
in 7 reviews
"the key lime pie"
in 5 reviews
"perfect afternoon"
in 5 reviews
"maryland crab cakes"
in 3 reviews
"gracious hospitality"
in 2 reviews
"highly recommend this charter"
in 2 reviews
"perfect weather"
in 4 reviews
"miami skyline"
in 7 reviews
"highlight of our trip"
in 6 reviews
"spectacular experience"
in 2 reviews
"the ritz carlton"
in 2 reviews
"susan"
in 68 reviews
"sailboat"
in 33 reviews
"cockpit"
in 2 reviews
"homes"
in 8 reviews
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1 - 10 of 124 reviews

Reviewed 6 days ago

An April 2018 getaway….. What a great cruise my husband, daughter, son-in-law and myself experienced with Russ & Susan on their sailboat “Captain Sir”. The sailboat is sleek, beautiful and spotless. We chartered her for a ½ day sail around Key Biscayne and received the...More

Thank lindylu2018
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
goodfoodguy747, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 5 days ago

Thanks so much for sharing your experience and we look forward to hosting you aboard again in the future. We have so many interesting side trips around Biscayne Bay that offer lots of fascinating sights for our guests -- look forward to sharing more with...More

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Reviewed 2 April 2018 via mobile

Russ and Susan have a spectacular philosophy and sailboat. I love being on the water and really just wanted to chill and relax and listen to the water and watch the sails. It was a 10 out of 10 perfect experience can't wait to return...More

Thank bleph
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
captainsir, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 8 April 2018

I'm so glad we had the opportunity to show you the beautiful side of Miami and have you relax for a bit with us. That's really what most people don't know until they experience it -- but the getaway, the quiet, the sound of the...More

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Reviewed 30 March 2018

My wife and I recently booked a 2 night sailing charter with Captain Sir out of Miami and let me tell you, Captain Sir Charters sure knows how to cater to your every need. Captain Russ and Susan were the connsumate hosts and pampered us...More

2  Thank sangercruise
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
goodfoodguy747, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 2 April 2018

Thanks for taking the time to share your experience on Trip Advisor. After doing this for 29 years, we have gotten pretty good at the planning process and that ensures our guests have exactly what they like and have a fabulous experience on their trip....More

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Reviewed 12 March 2018

Given to me as a Christmas present, we enjoyed a fantastic weekend of sailing with Captain Russ and his First Mate, Susan. Our travels took us to Elliott Key, Sand Key, Boca Chita Key, and through Stiltsville. Equally amazing was the menu of food –...More

1  Thank Tom S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 5 December 2017

Last week we had a relaxed sail with Captain Russ and Susan for "personal business"... to scatter my parents ashes in the ocean. As you've read many times before in other reviews, Captain Sir is a beautiful vessel and the team did a great job...More

1  Thank RalphOinTX
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
goodfoodguy747, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 7 December 2017

We always are flexible with our guests when it comes to weather -- that's something neither of us can control and consequently, neither of us should be penalized for inclement weather. We have the most liberal weather policy of any charter boat in Miami --...More

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Reviewed 8 October 2017 via mobile

I surprised an out-of-town guest with a sailing charter for four of us friends. Captain Russ was a very amiable and knowledgeable guide who even gave little sailing lessons to us and allowed my friend with sailing experience to have her turn at captaining the...More

2  Thank Christine D
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
A TripAdvisor Member
21
Reviewed 24 September 2017 via mobile

My family and I had an amazing experince with Captain Sir Charters. Captain Boley and first mate, Mrs. Boley took us for an early morning trip to watch the sunrise and it was just beautiful. We had our small children 4 yo and 1 yo...More

1  Thank A TripAdvisor Member
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
goodfoodguy747, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 26 September 2017

I'm so happy you and your family enjoyed your sunrise sail on Biscayne Bay. That was a perfect way to cap off your vacation in Miami! Not too many guests get up that early to see the sunrise and so glad you got some great...More

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Reviewed 8 August 2017

Captain Russ and his lovely wife gave us a memorable sailing trip around Key Biscayne on the Captain Sir. The boat is simply fantastic, and very comfortable. Our sunset cruise was one of the highlights of our holiday and I would recommend to anyone visiting...More

1  Thank Paul B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
goodfoodguy747, Owner at Captain Sir Charters - Private Day Tours, responded to this reviewResponded 12 August 2017

Hi Paul, It was our pleasure to have you and your family aboard to enjoy the sunset on Monday. We always enjoy showing the best take on Miami to our guests. It just is so magical from the water and we often hear those words...More

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Reviewed 26 July 2017

This review is way over due... Captain Russ and his wife and crew made our mother's day weekend 2017 a dream come true. It was paradise! We chartered two sailboats for our family get together. Everything about our trip was a breeze. Captain Communication, punctuality,...More

2  Thank YohamaMichelle
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 29 June 2017 via mobile

I could fill the page with accolades about the boat, the couple that operates it and the perfect weather but that would not do the experience we had, justice. Stop reading the reviews, reach out to Russ or his wife, get on the water and...More

1  Thank Joshua K
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
Ian P
30 November 2016|
Answer
Response from captainsir | Property representative |
CAPTAIN SIR! Is a 46 foot Island Packet sailboat. It sleeps 7 in 3 cabins and has 2 heads and showers plus another hot/cold shower on the stern for showering after swimming. Check out the website for more information.
0
Votes
19 August 2016|
AnswerShow all 4 answers
Response from goodfoodguy747 | Property representative |
Coast Guard regulations limit the # of paying passengers to 6.
1
Vote
jessicawittren
17 January 2016|
AnswerShow all 2 answers
Response from captainsir | Property representative |
The half-day rate is $650; the full day rate is $900 All the rates are on the website. Lunches are custom prepared and cost $20 per person; dinners are customized to suit the taste of our guests and cost $50 per person
0
Votes
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