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Captain Sir Charters - Private Day Tours

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Address: 4000 Crandon Blvd, Miami, FL 33149-1102
Phone Number:
+1 786-218-2454

Go sailing on the NEWEST Charter Sailboat in Miami for a day of...

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!

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TripAdvisor Reviewer Highlights

Read all 117 reviews
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Highly Recommend

My girlfriend and I had such an amazing time while sailing on a romantic sunset cruise with Russ and Susan. Captain Sir was very spacious and clean. I would highly recommend... read more

Reviewed 4 weeks ago
Southington, Connecticut
via mobile

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117 Reviews from our TripAdvisor Community

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Showing 112: English reviews
Southington, Connecticut
1 review
Reviewed 4 weeks ago via mobile

My girlfriend and I had such an amazing time while sailing on a romantic sunset cruise with Russ and Susan. Captain Sir was very spacious and clean. I would highly recommend booking this lovely experience and making it a memory you'll never forget!

Thank Meyer92
New Castle, Pennsylvania
1 review
Reviewed 4 weeks ago

Captain Russell's kind manner and incredible knowledge of the Key Biscayne/Miami area let us know we were in good hands. The sailboat, Captain Sir!, was immaculate. Captain Russ and his wife, Susan, made us feel as if were family all while delivering top notch service and views all day. If you spend a day with Captain/Chef Russell and Susan, one... More 

Thank AnnualGirlsTrip
Boston, Massachusetts
1 review
Reviewed 4 weeks ago

What a perfect, wonderful 2 hour sunset cruise with Russ and Captain Sir! Our young boys loved the experience, the food, and what great relaxation on a beautiful evening with a fantastic view of Miami's skyline. The boat was perfect for our family of four, the hospitality phenomenal (had our desired bottle of wine ready for our arrival, a wonderful... More 

Thank shcypes
Miami, Florida
2 reviews
Reviewed 4 weeks ago

I have sailed on Captain Sir three times now and can say that every experience has been superb. Frankly, I cannot say one negative thing about the charters. In fact, the boat is pristine, their hospitality is top-notch, and each of my trips have been consistently amazing. I greatly trust Captain Russ and Susan, both from a safety standpoint and... More 

Thank suzanne1007
RussellSusan, Owner at Captain Sir Charters - Private Day Tours, responded to this review

We love having repeat guests and so glad you chose to celebrate your Dad's 70th birthday on a sailing trip on CAPTAIN SIR! this year. We are the perfect venue for these kinds of family celebrations -- it's intimate, peaceful and quiet -- relaxing for everyone and Mother Nature always puts on a great show at sunset and especially with... More 

1 review
Reviewed 19 February 2017

My husband and I spent last week on Captain Sir. It was the most amazing vacation ever! Captain Russ and Susan were extraordinary! The cabin was spacious with the biggest head/shower I've ever seen on a sailboat.I spent a lot of time up on deck reading and sun bathing while my husband spent a lot of time in the cockpit... More 

Thank Bernadette H
Fort Lauderdale, Florida
2 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 13 February 2017 via mobile

I surprised my husband last year in July for his birthday and did a 2 night trip on the Captain Sir. This was such a romantic and relaxing trip (and I don't even usually like boats)! I fell in love with sailing because of this trip. Captain Russell was so accommodating and fun to be around. He answered all of... More 

Thank kristin b
captainsir, Owner at Captain Sir Charters - Private Day Tours, responded to this review

It was our pleasure to give you that memorable experience. Having special memories in your memory bank is what we should all strive for. We certainly love introducing people to the pleasures of sailing and fine food --- they just naturally go together. And so glad you are a convert to sailing and will be returning for another trip. Russell More 

Menlo Park, California
1 review
Reviewed 30 December 2016

Great experience in Miami! Perfect for bringing friends and family for an intimate sail on a beautiful yacht and see the Miami skyline! Captain Russ and Susan were delightful hosts. I'm a repeat visitor - recommend it highly to all!

Thank frmaillet
Alexandria, Louisiana
1 review
Reviewed 27 October 2016 via mobile

It was perfect!! My wife and I went on a half day charter on our anniversary, our only regret was that it wasn't longer! Next time it will be.

Thank aaronhankins
RussellSusan, Owner at Captain Sir Charters - Private Day Tours, responded to this review

We hear that a lot . . . " wish we had booked a longer time" -- there is always a NEXT time. We look forward to hosting you again on our boat with an anniversary celebration or perhaps to just get away for some peace and relaxation. More 

United Kingdom
Level Contributor
52 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
Reviewed 12 August 2016 via mobile

Had a wonderful half day tour with our teenage son and friend. Wonderful food and even better desert. Views amazing and our captain was soooo hospitable I think the boys would have liked to stay with him for the rest of the holiday (if only to learn more card skills). The tour is adapted to your preferences, weather permitting and... More 

Thank sharon L
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 30 July 2016

What a great evening! 4 hours under sail on Biscayne Bay on a stunning, pristine 46 ft sailboat: a gorgeous sail for two hours, then watched the sunset, then watched the lights of Miami skyline come on. Music, delicious food, lots of fun. Hung our feet in the water, watched dolphins swim by, saw beautiful homes up close, sailed under... More 

Thank Michael P. K

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