You booked this experience
Make your trip unforgettable

Sailboat Cruise on Chesapeake Bay

40 Reviews 4.98 out of 5 stars Based on 40 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Maryland, USA
Don't miss out!
On average, this is booked 16 (6) days in advance.

2 hours 30 minutes (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered only by wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday and on Mondays for Memorial Day and Labor Day. You must call 24 hours before your cruise time to see if the minimum requirement of 4 passengers has been met.

What's Included

  • Snacks and water
  • All Fees and Taxes

    Meeting Location

    Meeting point

    453 Deale Road
    Deale, MD 20751, USA

    Show on Google Maps

    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    This activity ends back at the meeting point.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
    Read more

    Safe & secure Easy breezy Hassle‑free

    Chesapeake Bay (pass by)

    Your two and a half hour cruise, aboard the 42' sailing yacht Eternal Hope, sails out into the Chesapeake Bay, where you will see the historic Cliffs of Calvert and if you are lucky you will see dolphins, ospreys and other amazing habitats or cruise ships in the shipping channel. If there is a strong breeze out of the west, we may sail close to the other side of the bay! It has been said "...that the only problem with the bay is that it is so darn beautiful!"
    Read more

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Not recommended for travelers with spinal injuries
    • Not recommended for pregnant travelers
    • Life Jackets are required for children 12 and under at all times.
    • Life Jackets are required for all passengers outside of the cockpit under sail.
    • Tips are appreciated by the Captain and First Mate

    Frequently Asked Questions (9)

    Q: Will I get seasick on Sailboat Cruise on Chesapeake Bay?

    A: If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy. Read more Feb 2023

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-107044P1

    Traveler Photos

    Reviews

    4.98
    40 reviews

    Average 4.98 out of 5 stars based on 40 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    39
    4 stars
    1
    3 stars
    0
    2 stars
    0
    1 star
    0
    Don't miss out!
    On average, this is booked 16 (6) days in advance.

    Similar Tours & Activities

    Annapolis Thomas Point Lighthouse Cruise

    The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not …More

    The Thomas Point Lighthouse is the most iconic lighthouse in Maryland. View this National Historic Landmark on a narrated cruise into the Chesapeake Bay. Not...

    1 hour 30 minutes Free Cancellation
    4.8 (8)
    from
    $46

    Ashes and Apparitions of Annapolis Ghost Tour

    Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of …More

    Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of...

    1 hour Free Cancellation
    4.5 (96)
    from
    $26

    Harpers Ferry and Jefferson County 3 Hour Private History Tour

    Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what …More

    Rarely are guests able to relive history in a relaxed, conversational atmosphere with guides who are local to the area and want to share what...

    3 hours Hotel pickup offered Free Cancellation
    5.0 (2)
    from
    $313

    Sunset Cruise on Scenic Chesapeake Bay

    Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with …More

    Likely to Sell Out
    Likely to Sell Out

    Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with...

    2 hours 30 minutes Free Cancellation
    4.9 (10)
    from
    $139

    Travelers Who Bought This Tour Also Bought

    Baltimore's Historical Sightseeing Tour

    We Start from the Baltimore Visitors Center lobby (please arrive 15 minutes before tour starts); Our Baltimore Sightseeing Tour, gives guest the opportunity to visit …More

    We Start from the Baltimore Visitors Center lobby (please arrive 15 minutes before tour starts); Our Baltimore Sightseeing Tour, gives guest the opportunity to visit...

    1 hour 30 minutes Free Cancellation
    4.7 (482)
    from
    $48

    Baltimore Bewitched: Raven's Revenge, Bones & Ballads Ghost Tour

    Embark on a spine-chilling journey through Baltimore's shadowy streets with our captivating walking ghost tour, where history and hauntings converge. Guided by an experienced local, …More

    Embark on a spine-chilling journey through Baltimore's shadowy streets with our captivating walking ghost tour, where history and hauntings converge. Guided by an experienced local,...

    1 hour Free Cancellation
    4.6 (199)
    from
    $26

    Baltimore Inner Harbor Sail on Summer Wind

    Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling …More

    Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling...

    1 hour 30 minutes Free Cancellation
    4.7 (118)
    from
    $65

    Ashes and Apparitions of Annapolis Ghost Tour

    Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of …More

    Embark on this Annapolis ghost tour and step back in time as you stroll through the historic district. Your guide will share chilling tales of...

    1 hour Free Cancellation
    4.5 (96)
    from
    $26

    What's Included

    Activity name

    • Snacks and water
    • All Fees and Taxes

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Not recommended for travelers with spinal injuries
    • Not recommended for pregnant travelers
    • Not recommended for travelers with poor cardiovascular health
    • No Smoking
    • Travelers should have at least a moderate level of physical fitness
    • Infants are required to sit on an adult’s lap
    • Life Jackets are required for children 12 and under at all times.
    • Life Jackets are required for all passengers outside of the cockpit under sail.
    • Tips are appreciated by the Captain and First Mate
    • Soft Bottom Shoes -No Black Bottom Shoes Allowed
    • You must call 24 hours before your cruise time to see if the minimum requirement of 4 passengers has been met.
    • Weight Limit - 250 lbs. Maximum per person.
    • This tour/activity will have a maximum of 6 travelers

    Report Product Issue

    Activity name