Private Sunset Cruise Chesapeake Bay: Sparkling Cider & Snacks

Two and a half hours alone on the Bay as the sun drops and dolphins might appear

A private sunset cruise on Chesapeake Bay in Maryland gives you and your guests the entire boat for an evening, with sparkling cider, light snacks and sparkling water included. A live English-speaking guide shares the history of Deale and facts about the estuary's wildlife and cliffs as you watch the light change over the water. The boat has a restroom on board.

Step-by-step itinerary

Private sunset cruise on Chesapeake Bay

• Board private sunset cruise
• Learn history of Deale village
• Hear facts about Chesapeake Bay
• View The Cliffs and wildlife
• Spot dolphins if lucky
• Enjoy sparkling cider and snacks
• Relax and watch sunset

The experience

Two and a half hours means you're on the water long enough to see the light shift but not so long that the evening drags. The boat leaves from Deale, Maryland, a village with its own history on the Bay: your guide walks you through that and the larger story of the Chesapeake, the nation's largest estuary. The cliffs rise along the shoreline, and if conditions align, dolphins surface nearby. Because the boat is yours alone, there's no jostling for the rail or waiting for other groups to finish their photos.

Sparkling cider, light snacks and sparkling water come with the booking. You're welcome to bring your own food or order from the menu at your own expense. A restroom is on board. The pace is set for relaxing. This is built around watching the sunset, not rushing between stops. Infants and small children can travel in a pram or stroller, and public transportation options are available near the departure point.

What’s included

• Sparkling cider, light snacks and sparkling water.
• a live English-speaking guide.
• restroom on board.
• private use of the boat for your party only.

Before you book

Days and timesNext departure: 12 May 2027

Book up to2d before

GroupPrivate

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather or if the minimum number of travelers isn't reached. If that happens, you're offered another date or a refund.

Prices and times updated 3 days ago

Good to know

Low physical effortStroller-friendlyPublic transport nearbyNot recommended with heart problems

Operated by Chesapeake Windsail Cruises Corporation

Is this one for you?The two-and-a-half-hour window is long enough to see the light fully change but keeps the evening compact. If you want to celebrate or relax without a full day commitment, the private boat means you set the pace and nobody else's schedule interrupts it.

Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What is the Chesapeake Bay and why is it worth seeing from the water?

The Chesapeake Bay is the nation's largest estuary, a body of water where rivers meet the ocean and fresh and salt water mix. From the boat, you see the cliffs that line the shoreline and the wildlife (including dolphins if you're lucky) that live in and around it. The guide explains the history and ecology as you float through it.

How long is the cruise and what time does it depart?

The cruise runs two and a half hours. The specific departure time is set when you book. The timing is built around catching the sunset, so the exact hour shifts with the season.

Can I bring my own food, or is everything provided?

Sparkling cider, light snacks and sparkling water are included. You're welcome to bring your own food or order from the menu at your own expense if you want something beyond what's provided.

Is this boat private, or will there be other groups?

The boat is completely private. You and your guests have it to yourselves. No other groups share the space, so you get uninterrupted time on the water without crowds.