Chesapeake Bay Private Cruise

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This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope, a 42 ft sailing yacht, as she glides through the waters of the Chesapeake Bay.

We are only a 45 minute drive from Washington DC, 30 minutes from Annapolis, MD and one hour from Baltimore, MD, so bring your own food or you can order food for this two and half hour cruise. The time and the boat are all yours. Complimentary snacks and water will be served.

COVID-19: These cruises will only be available to be booked by couples or families who reside in the same household and the maximum number of passengers can only be 5 persons.

Customer Reviews

Relevant Reviews
Rating of 1 out of 5 stars
September 11, 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.
Rating of 5 out of 5 stars
June 20, 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!!!!!!!!!!
Rating of 5 out of 5 stars
September 7, 2020
Captain Ken and First Mate Nate were fantastic! Wonderful relaxing sail with loads of good information shared.
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About This Deal


On your private cruise you can steer the boat, pull the sails or just set back and relax while your crew, the captain and first mate, sail the boat. Enjoy the wind, the sightseeing and the sounds as you sail the Chesapeake Bay aboard Eternal Hope, a 42 ft. sailing yacht. If you are lucky maybe you will see dolphins, ospreys and other amazing sights.

Additional Information

  • 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 experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This is a private tour/activity. Only your group will participate
  • Hand sanitizer available to travelers and staff
  • Regularly sanitized high-traffic areas
  • Gear/equipment sanitized between use
  • These cruises are available to be booked by individuals, couples or families who want to have the boat to themselves.
  • water and snacks
  • USCG Captain and a First Mate

  • Food

2 hours 30 minutes

Return Details
Returns to original departure point

Voucher Info
You can present either a paper or an electronic voucher for this activity.

The tour identified in this promotion is made available through Viator. LivingSocial is not affiliated with or sponsored by the Chesapeake Windsail Cruises Corporation in connection with this deal. Please contact LivingSocial customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to LivingSocial.

This offer is not eligible for promo codes.

Fine Print

  • Voucher valid only for date and time listed; may not be exchanged or redeemed for other dates.
  • Purchaser name and phone number must be provided at checkout; this information will be shared with Viator and the tour operator for purposes of order fulfillment.
  • LivingSocial promo codes may not be used for this offer. LivingSocial voucher Terms of Sale and Extraordinary Event Policy do not apply.
  • See Viator voucher terms under "Viator Vouchers" here.
  • Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts.