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    Chesapeake Windsail Cruises

    5.0 (6 reviews)
    Closed 9:00 am - 6:00 pm

    Services - Chesapeake Windsail Cruises

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    10 months ago

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    7 years ago

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    8 years ago

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    8 years ago

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    8 years ago

    Friendly and knowledgeable Captain and crew. Nice boat

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    8 years ago

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    Vino 301 Wine Concierge

    Vino 301 Wine Concierge

    4.4
    (38 reviews)

    For a friend's bachelorette event, I booked a wine tour with Vino 301 Wine Concierge, and I'm so…read moreglad I did! What a great company! Booking was super easy and once that was done, I received regular emails from Vino 301 and texts until the day of the tour. We were picked up this past Saturday (4/20) at the appointed location and time. We boarded a very well appointed van with about 4 rows of seats that accommodated us all. I felt very safe on the rides to and from the wineries. Our host and driver were super friendly and treated us like royalty. Prior to arriving at each venue, we were provided some background and things we should know in advance. She more or less herded us from place to place, which was actually quite comforting. I felt very well taken care of AND seen as I was the only one on the tour not drinking, but I was provided water and other beverages over the course of the day. Oh, and the lunch we received was AMAZING. So much food! I had the roast beef BLT, which came with a bag of chips, pasta salad, and a dessert. Definitely recommend!

    This tour does not disappoint! My gal pal booked Vino 301 for my bachelorette party for a group of…read moresix ladies. I had by far, the BEST time ever! Pro's -Transportation provided and your choice of music (Bluetooth connection to phone) -The girl's and I felt like royalty! -Carla our tour guide was amazing! She and our driver, Patrick, were on time, and very friendly when I first met them. Carla was very knowledgeable. She knew the history of the wines, taste, pairings, and the owners of each winery. -Carla and Patrick made us all feel like family -Each winery we visited didn't feel rushed and we were allotted plenty of time for tastings, enjoying the ambiance (live music), and purchases. -Each guest was gifted a wine holder bag, bottle of water, wine tumbler, and snacks. All the essentials!! -Got to tour three different wineries in the Chesapeake Beach area (Robin Hill, Romano, JaneMark) -All of us were wiped from the tours, tastings, and fun we had. We would definitely do another tour! Con's -I just didn't want the experience to end!

    Chesapeake Windsail Cruises - boatcharters - Updated June 2026

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