Baltimore: Chesapeake Day Sail

Exploring Baltimore’s waterfront has never been easier than with the Chesapeake Day Sail. This 2.5-hour excursion aboard the 46-foot sloop, Reverie, offers an intimate sailing experience for up to six guests. From a stop at the historic Fort McHenry to breathtaking views of the city skyline, this trip promises an unforgettable journey across the picturesque Chesapeake Bay. Whether you’re celebrating a special occasion or simply seeking quality time with loved ones, the Chesapeake Day Sail provides the perfect setting to learn about Baltimore’s nautical charm.

This experience made our article of Baltimore’s 16 Best Cruises And Boat Tours.

Key Points

• The Chesapeake Day Sail is a 2.5-hour excursion aboard a 46-foot sloop, with a guided tour and a 30-minute stop at Fort McHenry National Monument.
• The sail includes a 1.5-hour adventure on the Chesapeake Bay, passing historic landmarks and the Key Bridge, with stunning views of the Baltimore skyline.
• The experience is priced at $110 per person, with a "reserve now & pay later" option and full refunds for cancellations up to 24 hours in advance.
• The small group size is limited to 6 participants, providing an intimate and luxurious sailing experience with complimentary Prosecco and a cheese board.
• The sail operates rain or shine, and guests should dress appropriately for the weather and wear comfortable, non-slip shoes.

You can check availability for your dates here:

Activity Overview

Experience Chesapeake Day Sail aboard Reverie, a 46-foot sloop.

The 2.5-hour excursion offers a small group limited to 6 participants. A live tour guide in English provides commentary throughout the journey.

The starting location is Fell Street in Baltimore. The itinerary highlights include a 30-minute sightseeing stop at Fort McHenry National Monument and a 1.5-hour sailing adventure on the Chesapeake Bay, passing historic landmarks and the Key Bridge.

Onboard, guests can enjoy a welcome Prosecco and cheese board while taking in the scenic views of the iconic Fort McHenry and the Baltimore skyline.

Pricing and Reservation

The Chesapeake Day Sail experience is priced from $110.00 per person. A "reserve now & pay later" option is available, making it convenient to book.

Cancellations up to 24 hours in advance qualify for a full refund, providing flexibility. The small group size is limited to 6 participants, ensuring an intimate and personalized experience.

With these pricing and reservation details, guests can easily plan and secure their spot for this 2.5-hour sail along the Chesapeake Bay, taking in the scenic views of Fort McHenry and the Baltimore skyline.

Itinerary Highlights

During the Chesapeake Day Sail, guests will first enjoy a 30-minute sightseeing tour of the historic Fort McHenry National Monument and Historic Shrine.

They’ll then embark on a 1.5-hour sailing adventure on the Chesapeake Bay. Along the way, they’ll pass by iconic landmarks, including the Key Bridge.

The tour showcases stunning views of the Baltimore skyline, Fort McHenry, and the Port of Baltimore, providing a unique perspective of the city from the tranquil waters.

The sailing experience is ideal for sightseeing, special occasions, and quality time with friends and loved ones.

Onboard Experience

Aboard the Reverie, a 46-foot sloop, guests are welcomed with a complimentary Prosecco and cheese board.

The vessel boasts a full salon and two bathrooms, ensuring a comfortable journey. Life jackets are provided for safety, and a restroom is conveniently located on board.

The Chesapeake Day Sail is an ideal experience for romantic outings, special occasions, team building, or quality time with friends.

With its amenities and scenic views, the Reverie offers a luxurious and memorable sailing adventure on the tranquil waters of the Chesapeake Bay.

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Scenic Views and Atmosphere

As guests sail aboard the Reverie, they’ll witness the iconic Fort McHenry and the bustling Port of Baltimore come into view.

The journey offers stunning vistas of the city’s luminous skyline reflecting on the tranquil waters of the inner harbor. Guests can marvel at the serene beauty as the boat glides past historic landmarks.

The journey offers stunning vistas of the city’s luminous skyline reflecting on the tranquil waters of the inner harbor. Guests can marvel at the serene beauty as the boat glides past historic landmarks.

As the sun dips below the horizon, the sky erupts in a breathtaking display of colors, creating a magical atmosphere for a memorable experience.

The Chesapeake Day Sail provides the perfect opportunity to enjoy the scenic beauty and tranquility of Baltimore’s waterfront.

Getting to the Starting Location

The starting location for the Chesapeake Day Sail is Fell Street in Baltimore. Guests can easily reach the starting point by various transportation modes. The table below outlines the options:

| Transportation | Details | Approximate Time |

| — | — | — |

| Driving | Free parking available along Fell Street | 5-10 minutes |

| Public Transit | Take the Light Rail to the Camden Yards station | 15-20 minutes |

| Rideshare | Use a ride-hailing service like Uber or Lyft | 5-10 minutes |

Getting to the starting location is convenient, allowing guests to focus on enjoying the Chesapeake Day Sail experience.

What to Bring and Wear

With the starting location now covered, guests can prepare for their Chesapeake Day Sail adventure. Comfort is key, so casual, weather-appropriate attire is recommended.

Comfortable, non-slip shoes are a must for safely navigating the boat. Guests should also bring a light jacket or sweater, as the temperatures on the water can be cooler than on land.

Sunscreen, sunglasses, and a hat are advised to protect against the sun’s rays. Don’t forget any necessary medications and a camera to capture the stunning views.

Staying hydrated is important, so water bottles are encouraged. Overall, packing light and being prepared for the elements will ensure an enjoyable sailing experience.

Additional Information

One important note for guests is that the Chesapeake Day Sail operates rain or shine.

Guests should dress appropriately for the weather conditions, as the sail will continue regardless of light rain or clouds. Wear comfortable, non-slip shoes and bring a light jacket or sweater in case of wind or cooler temperatures on the water. Sunscreen and sunglasses are also recommended.

Children are welcome, but they must be accompanied by an adult at all times. Guests with special needs or mobility issues should notify the operator in advance to ensure a comfortable experience.

Frequently Asked Questions

Is This Activity Suitable for Children?

The activity is best suited for adults as the small group size and 2.5-hour duration may not be ideal for children. However, if accompanied by responsible adults, older children may enjoy the scenic sailing experience on the Chesapeake Bay.

Can I Bring My Own Food and Drinks Onboard?

While passengers are welcome to bring their own food and non-alcoholic drinks, the operator provides a welcome aboard Prosecco and cheese board as part of the experience. Outside alcoholic beverages are not permitted.

Are There Any Age or Height Restrictions for Participants?

There are no age or height restrictions for participants. The tour is open to all ages and sizes. However, children under 12 must be accompanied by an adult for safety reasons.

Is the Sailing Experience Wheelchair Accessible?

The sailing experience is not explicitly advertised as wheelchair accessible. However, the vessel has amenities like a full salon and 2 bathrooms, so it may be able to accommodate some mobility needs. It’s best to inquire directly with the operator.

Can I Take Pictures and Videos During the Tour?

Passengers are welcome to take photos and videos during the tour. The crew encourages capturing the scenic views and experience. However, they ask that guests be mindful of others and avoid disrupting the tour.

The Sum Up

For a unique and memorable experience on the Chesapeake Bay, the Chesapeake Day Sail aboard the Reverie is a fantastic option. Guests can relax and enjoy stunning views of the Baltimore skyline and Fort McHenry while sipping Prosecco and indulging in a cheese board. With convenient starting location and practical tips, this 2.5-hour sailing adventure is perfect for special occasions or quality time with loved ones.

You can check availability for your dates here: