Set sail on a personalized cruise with Sail Away Baltimore LLC, enjoying scenic views and the Chesapeake Bay. Perfect for special occasions or relaxing days on the water.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2-4 hours
Fitness Level
No special fitness needed, moderate comfort with boat movement
Wildlife
History
Baltimore's harbor was pivotal in American naval history and played a key role during the War of 1812, especially at Fort McHenry.
Conservation
Sail Away Baltimore LLC emphasizes environmentally responsible sailing practices, including waste reduction and respectful wildlife viewing.
Sail Away Baltimore LLC
Set sail on a personalized cruise with Sail Away Baltimore LLC, enjoying scenic views and the Chesapeake Bay. Perfect for special occasions or relaxing days on the water.
Sail Away Baltimore LLC is a Baltimore-based sailing company offering guided sails and private charters on the Chesapeake Bay. The company operates a variety of experiences designed for local residents and visitors who want to see Baltimore from the water.
Offerings include a Chesapeake Day Sail departing from The Inn At Henderson's Wharf, a Sunset Sail with local craft beer and wine limited to six guests, private sailboat tours tailored for groups, and fully customizable charters where customers select food, beverages, destinations, and duration.
All experiences emphasize safety, navigation, and an authentic maritime perspective on the Inner Harbor and broader Chesapeake Bay. Guests receive a briefing on safety procedures and may learn about local maritime history and landmarks while aboard. The small-group Sunset Sail provides an intimate atmosphere for couples or small groups seeking skyline views at twilight, while private tours and custom charters accommodate gatherings, team-building events, or special occasions with options to bring personal food and drink.
Sail Away Baltimore LLC focuses on delivering clear booking information, transparent pricing for each trip, and individualized trip planning for custom charters. The company partners with local suppliers when offering craft beer and wine options on the Sunset Sail. Customers can expect departures from Baltimore waterfront locations noted in each trip listing and the opportunity to view Baltimore’s skyline and Chesapeake Bay scenery from a sailor’s perspective.
Booking information, safety requirements, and availability are listed per trip so guests can plan sailing experiences with confidence and ease online directly.
Location
Baltimore, MD
Sails from Baltimore waterfront
Tours Offered
4 Trips
Day, sunset, private, custom charters
Group Size
6 Guests
Sunset sail limited to six people
Departure Point
The Inn At Henderson's Wharf
Day sail departs from this waterfront inn
Secure a day sail, intimate sunset, private tour, or custom charter — check trip availability and book departure details on each listing.
Bring sun protection
Wear sunscreen, sunglasses, and a hat to stay comfortable during the cruise.
Dress appropriately
Layer clothing as it can be breezy and cooler on the water.
Arrive early
Get ready and settle in before departure for a stress-free start.
Stay hydrated
Bring water or refreshing beverages to stay comfortable throughout the trip.
Sunscreen
Protect your skin from UV rays while enjoying the deck.
summer
Hat and sunglasses
Shield yourself from the sun and reduce glare for better viewing.
summer
Light jacket or layers
Stay warm as the weather can vary, especially on the water.
spring|fall|winter
Closed-toe shoes
Wear non-slip shoes suitable for boat decks.