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5 star sailing experience!
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Captain Sir Charters - Private Day Tours Boat Tours

Sail in luxurious style aboard the most elegant charter sailboat in Miami, staffed by a gracious crew. Enjoy a relaxed atmosphere, generous amenities and timeless pleasure. Entrust the details of your itinerary and gourmet meals to your experienced captain and crew, whose past guest list from a decade of chartering boasts people from around the globe. Unparalleled privacy and personal service are delivered at affordable prices. Far from the typical mass market mega cruise ship vacations and as close to your dream vacation as could possibly be designed. Captain Sir! is delighted to have been featured in editorial from these fine publications: Frommer 's Irreverent Guide To Miami, The Miami Herald, WHERE-Miami Magazine, The Miami Review, Wave South Florida, The Islander Newspaper Key Biscayne and Miami New Times. Captain Sir! has also been chartered as the site location for numerous TV commercials, film and fashion shoots.

Website: captainsir.com

Phone: (786) 218-2454

Cross Streets: Between Miamarina Pky Dr and Port Blvd

Closed now

  • Sun 9:00 AM - 10:00 PM

401 Biscayne Blvd Miami, FL 33132 ·846.64 mi

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Amenities

  • Family friendly
5.0
147 reviews
5 star
146 4 star
1 3 star
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Tripadvisor traveler Cmorgancruiser 06/27/21

We (me, my wife and another couple)chartered Captain Sir for a memorable sunset 4-hr cruise from Crandom Park Marina in Miami. Captain Russell provided us easy instructions how get to the North dock at the Crandon Park Marina.The boat is very comfortable and the food very tasty. The champagne unforgettable!We left the dock approximately at 8:15 PM and were able to enjoy the incomparable Miami sunset to one side and on the other side the spectacular Miami skyline.Russ & Susan are the ultimate hosts. Thanks for providing a wonderful Summer Sailing experience, after a challenging year with COVID-19. We will highly recommend Captain Sir Charters.Thanks again, Russel and Susan! You'll be hearing form me in June 2022 again !

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Tripadvisor traveler Barbara M 05/16/21

Last minute idea to do a Sunset Cruise with our NSU GRADUATE—though Captain WAS NOT AVAILABLE— he made NUMEROUS calls on our behalf to me find a cruise for this evening. I GREATLY APPRECIATE this show of kindness!!!— we look forward to booking with YOU in the future!!— Barbara Magnus

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Tripadvisor traveler Venture625338 03/22/21

Captain Russ and his wife Susan are total pros. My wife and I thoroughly enjoyed a memorable sunset 4-hr cruise. Picture dangling your feet off the back of the boat while the sun melted into the horizon - magical.We'll be booking again and highly recommend to others.

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Tripadvisor traveler analucia_rdo 12/30/19

Thanks to Russel and Susan for an outstanding service, they are such an amazing sail boat power couple! They were so attentive to our needs the whole trip. We left the dock approximately at 14:30 and were able to enjoy the incomparable Miami sunset to one side and on the other side the Miami skyline. On the boat they have all the amenities to control music from bluetooth to SiriusXM. Make sure to try they're crab cakes, so delicious! And Russell surprised my group with mouthwatering (award-winning) key lime pie, which we enjoyed on our way back to the dock. We didn't want the unforgettable evening to end, I highly recommend Sir Charters to celebrate any occasion. Thanks again, Russel and Susan! You'll be hearing form me in April 2020! All the best.

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Tripadvisor traveler Snudge08 06/05/19

My wife & I ended our holiday in Miami with a lovely day's sailing with Russell and Susan. We did a full 8 hour charter, sailing round Key Biscayne, round Stars & Hibiscus islands (to see how the uber-rich live) and then heading to Downtown Miami to see the city from the sea. The boat is very confortable and the food plentiful and very tasty - we opted for the jerk chicken caesar salad, key lime pie and cheese & fruit plate, all of which we enjoyed immensely. What really makes the experience special though is the company of Russell & Susan - we enjoyed hearing all their travel experiences and sharing ours. Couldn't have been looked after better. Good value for money too. We did wonder whether a full day's sailing would be too much, but the day was so relaxing and the company so engaging that the day flew by - just proves time flies when you're having fun. We'd definitely recommend a full day. Thanks to Russell and Susan for providing a wonderful finale to our holiday. Pleasure to spend time with you both.

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