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Chesapeake Bay Private Cruise

star-44 Reviews
Chesapeake Beach, United States
Chesapeake Bay Private Cruise

From $577.00 per group (up to 6)

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Number of travelers
1 traveler2 travelers3 travelers4 travelers5 travelers6 travelers
Free cancellation
Up to 24 hours in advance. Learn more
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Safety measures
icon2 hours 30 minutes  (Approx.)
Mobile ticket
iconOffered in: English


See a new perspective on the tranquil waters of the Chesapeake Bay aboard this private sailing tour. Pick from multiple convenient tour times, and make your own way to the dock in Chesapeake Beach. Then, hop aboard the 42-foot (12-meter) sailboat and set off. You can sit back and soak up the scenery, nibble on-board snacks (or bring your own bites), and even help the crew hoist the sails, if you wish.
  • A private tour offers the most flexible, customizable experience
  • Multiple departure times are available to suit your schedule
  • See a new side of the Chesapeake Bay aboard a spacious sailboat
  • Snacks are provided on board, and you can also bring your own picnic
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water and snacks
USCG Captain and a First Mate

Departure Point

4160 Mears Ave, Chesapeake Beach, MD 20732, USA

Rod N Reel Resort 4160 Mears Avenue, Dock A, slip 15

Return Details

Returns to original departure point
  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Infants must sit on laps
  • Not recommended for travelers with back problems
  • Not recommended for pregnant travelers
  • No heart problems or other serious medical conditions
  • Travelers should have a moderate physical fitness level
  • Life jackets are available
  • No Smoking
  • This is a private tour/activity. Only your group will participate
  • OPERATED BY Chesapeake Windsail Cruises Corporation
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Learn more about cancellations.

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
What is the policy on sanitization during Chesapeake Bay Private Cruise?
A:The policies on sanitization are:

  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
See all safety measures taken by Chesapeake Bay Private Cruise.


4 Reviews
4 stars
3 stars
2 stars

Reviews by Viator travelers

Showing 1-3 of 4 reviews
This scam is too expensive
, Sep 2021
This was a scam, I was told that the package included three different stops. And I was only at one stop and instead of being almost three hours, it was for only one hour and half. I’m displeased with this. And on top of that, it wasn’t a yacht it was more of a boat. I don’t recommend viator for booking.
Smooth Sailing
, Jun 2021
Nate and his crew were absolutely wonderful! They made sure my family and I had the best cruising experience! They gave information about the Chesapeake Bay, boating, and even provided snacks! Friendly, knowledgeable and fun! I highly recommend!!!!!!!!!!
Great time!
, Sep 2020
The crew was awesome. They had info about the bay, taught us about sailing, and put up with us land lovers for 3 hours. Would highly recommend as a great day trip.

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