The Chesapeake Beach sailing experience centers on a stellar 2.5-hour private cruise aboard a 42-foot yacht. This intimate Bay tour delivers two must-see highlights: the dramatic Calvert Cliffs and local wildlife watching (dolphins and ospreys are regular visitors).
I especially love this tour for its personal touch – just your group aboard, making it perfect for families or small gatherings. The convenient hotel pickup, included snacks, and hands-on sailing instruction add significant value.
Let’s explore the top-rated boat tours in Chesapeake Beach.
Key Points
- Enjoy a 2.5-hour private sailing cruise on a 42-foot yacht along the Chesapeake Bay, with stunning views of the Cliffs of Calvert.
- Steer the boat and learn sailing basics while spotting local wildlife like dolphins and ospreys.
- Relax with complimentary water, light snacks, and beverages, with hotel pickup and drop-off included.
- Highly ranked for popularity and customer reviews, with free cancellation up to 24 hours in advance.
- Not suitable for those with motion sickness or mobility issues, but emphasis is on a relaxing and enjoyable atmosphere.
Chesapeake Beach: Chesapeake Bay Cruise With Snacks
One of the most popular water activities in Chesapeake Beach is the Chesapeake Bay Cruise with Snacks. This private sailing cruise on a 42-foot yacht takes you on a 2.5-hour journey along the scenic Chesapeake Bay.
With a maximum capacity of just one group, you’ll enjoy an intimate and personalized experience. The cruise is priced from $686 per group, making it an excellent option for small groups or families looking to explore the area’s natural beauty.
During the cruise, you’ll be treated to a selection of snacks, allowing you to sit back, relax, and take in the stunning views of the bay. This activity is highly ranked due to its popularity, availability, and positive customer reviews.
Whether you’re seeking a relaxing afternoon on the water or a unique way to experience Chesapeake Beach, the Chesapeake Bay Cruise with Snacks is an excellent choice.
Read our full review: Chesapeake Beach: Chesapeake Bay Cruise With Snacks Review
Book now: Check availability
Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht
The Chesapeake Beach area offers a private sailing cruise on a captivating 42-foot yacht, taking you on a 2.5-hour journey along the scenic Chesapeake Bay. Priced from $686 per group, you’ll sail with stunning views of the Cliffs of Calvert, with the opportunity to steer the boat and learn about sailing.
Keep an eye out for local wildlife like dolphins and ospreys, as well as historic WWII instruments used to detect German U-boats. Complimentary water and light snacks are provided, and you’ll enjoy the comfort of hotel pickup and drop-off.
However, this cruise isn’t suitable for those with motion sickness or mobility issues. Certain restrictions apply, including no pets, smoking, or high-heeled shoes. Food is available from the resort restaurant, but wildlife sightings aren’t guaranteed.
With free cancellation up to 24 hours in advance, you can reserve now and pay later for this memorable sailing experience.
Read our full review: Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht Review
Book now: Check availability
The Sum Up
Whether you’re looking for a leisurely cruise along the Chesapeake Bay or a private sailing adventure, Chesapeake Beach has something to offer. With scenic views, snacks, and the opportunity to experience the water firsthand, these tours provide a unique way to explore the local waterways. Choose the option that best fits your interests and enjoy your time on the water.