Chesapeake Bay sailing tours departing from Deale, Maryland
You are only a few steps away from a wonderful day on the beautiful Chesapeake Bay.
Tigwav 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, and if you are lucky, 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!"
Private Sunset Cruises
Set sail into the breathtaking waters of the Chesapeake Bay, the nation’s Largest Estuary. Our exclusive Private Sunset Cruises offer a tranquil experience, complete with complimentary sparkling cider, light snacks, refreshing sparkling water, and more!
Whether you're celebrating a special occasion or simply soaking in the beauty of the Bay, this intimate journey promises unforgettable moments.
Enjoy A Beautiful Day With Mother Nature Cruises
Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay. Complimentary snacks and water will be served. This cruise departs, 9 am, 12 noon and 3 pm
Sunset Cruises
What a lovely way to end a beautiful summer day while visiting historic Southern Maryland than by watching the sunset over the Western Shores of the Chesapeake Bay! Complimentary snacks and water will be served.
Themed and Special Cruises
What an exquisite way to celebrate an anniversary, bridal party, wedding, birthday, or a sweet heart party while sailing the Chesapeake Bay! Tell us about your special occasion and we can provide a few party favors and a little special touch! Complimentary snacks and water will be served. This cruise departs, 9 am, 12 noon, 3 pm and 6 pm.
Weddings, Birthdays, Anniversaries, Tea, and Sweet Heart parties!
Tuesday-Thursday
$699 Themed and Special Private Cruises – (1-6 persons)
$734 Themed and Special Private Cruises – (1-6 persons) - 6 PM
Friday-Sunday
$743 Themed and Special Private Cruises – (1-6 persons)
$780 Themed and Special Private Cruises – (1-6 persons) - 6 PM
Private Cruises for 6 or less
This cruise is great for various outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! 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. This cruise departs, at 9 am, 12 noon, 3 pm and 6 pm.
Fireworks Cruises
After a beautiful sunset cruise, a great way to celebrate the 250th birthday of our country would be to watch the July 4th fireworks display over the Chesapeake Bay and Herrington Harbor, aboard Eternal Hope at the dock. The Fireworks at Chesapeake Beach are on a different day than the fireworks at Herrington Harbor; check the calendar to see the dates when you click the Reserve Button. Call for the rates for a private 4th of July cruise. Complimentary snacks and water will be served. This cruise departs at 6 pm.
Dock Party Cruises
Party Like a Superstar!
Bring your friends to help you celebrate a wedding, anniversary, birthday, or just a few friends to hang out on the boat or sit on the dock (12 people maximum). Your two groups of six will sail out into the Chesapeake Bay, where they may see dolphins and other amazing habitats of the bay. Each cruise is an hour. This cruise includes food & soft drinks, which will be served on the dock. A menu for your food and beverage selection will be provided. This cruise departs at 12 noon, 3 pm, and 6 pm.