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Duration: 3 hours
Package: For up to 6 People

Overview

Enjoy a private half-day sailing charter on Maryland’s scenic Chesapeake Bay, just a short drive from Washington, D.C. and Baltimore. This relaxing three-hour sail offers stunning waterfront views and a peaceful escape, perfect for small groups looking to unwind on the water.

🛥️ Set sail on a private 3-hour charter through the scenic Chesapeake Bay waters

🌊 Enjoy peaceful cruising with panoramic views and calming sea breezes

🦅 Spot local wildlife and take in the natural beauty of Maryland’s coastline

👨‍👩‍👧‍👦 Perfect for small group getaways

This three-hour experience offers a scenic escape from the everyday, with wide-open skies, gentle breezes, and panoramic views of one of America’s most iconic bays. Whether you're celebrating a special occasion or simply want to spend quality time on the water with friends or family, this sail provides the perfect blend of peace and adventure.

The charter accommodates up to six passengers, making it ideal for intimate gatherings or small group getaways. Enjoy the gentle rhythm of the water, spot local wildlife, and unwind as the coastline drifts by. With calm winds and expert handling, this Chesapeake Bay sailing experience is a relaxing way to connect with nature and enjoy the outdoors just a short trip from Washington, D.C. or Baltimore.

This three-hour experience offers a scenic escape from the everyday, with wide-open skies, gentle breezes, and panoramic views of one of America’s most iconic bays. Whether you're celebrating a special occasion or simply want to spend quality time on the water with friends or family, this sail provides the perfect blend of peace and adventure.

The charter accommodates up to six passengers, making it ideal for intimate gatherings or small group getaways. Enjoy the gentle rhythm of the water, spot local wildlife, and unwind as the coastline drifts by. With calm winds and expert handling, this Chesapeake Bay sailing experience is a relaxing way to connect with nature and enjoy the outdoors just a short trip from Washington, D.C. or Baltimore.

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
May-October:
Friday-Sunday 9:00am - 2:00pm
*departing on the hour

When do I choose a date?

After purchase, you can request your preferred dates and times by following the instructions in the email you receive. If it's a gift, the recipient will also get an email with booking instructions.

Seasonal,
May-October:
Friday-Sunday 9:00am - 2:00pm
*departing on the hour

Any restrictions to participate?

  • Age: All age groups are welcome
  • Health limitations: Not suitable for those with serious medical conditions that prevent safe mobility on a moving vessel
  • Physical limitations: Must be able to board the vessel via dock and stairs
  • Experience level: All levels are welcome

Who can you accommodate for?

  • Children: Children are welcome to join
  • Individuals with disabilities: Accessibility for wheelchairs is not guaranteed; contact the operator for specific accommodations
  • Dietary restrictions: Guests may bring their own food to accommodate dietary needs
  • Pets: Sorry, no pets allowed

What to expect on the day of the experience?

  • Duration: 3 hours
  • What’s included:
    • Private sailing charter aboard a 43-foot Catalina yacht
    • Coast Guard-certified captain and crew
    • Cushioned deck seating and access to interior staterooms
    • Use of restrooms (marine heads)
    • Complimentary snacks and bottled water
  • Who will be present: A certified captain and crew will accompany you at all times; up to 6 passengers total
  • Spectators: No spectators are allowed, everyone must have a reservation
  • Photo/ video: Personal photography is encouraged
  • Specific rules to follow: No smoking allowed onboard

How to prepare?

  • Weather dependency: Your captain, at their sole discretion, may cancel or reduce the time on the water on a charter due to inclement weather conditions or circumstances beyond their control. If a charter is cancelled, they will make their best efforts to reschedule the cruise under the same terms and conditions. If the charter cannot be rescheduled, they will issue a 100% credit back to Giftory for your experience. In the event your captain reduces the time on the water, a prorated amount may be calculated for your credit with Giftory.
  • Arrival: Plan to arrive 15 minutes in advance; boarding begins 10 minutes prior to departure
  • Parking: Free parking is available at the marina
  • What to wear: Dress in layers and wear non-marking shoes with good grip
  • What to bring:
    • BYO food and drinks (including alcohol, if desired)
    • Sunscreen, sunglasses, a hat, and weather-appropriate clothing
    • Personal items in a small, soft bag (space is limited onboard)
    • Phones and small electronics are allowed
    • No large, hard-sided coolers or suitcases
  • Restrooms/ lockers/ changing rooms: Marine bathrooms (heads) are available onboard.

Any restrictions to participate?

  • Age: All age groups are welcome
  • Health limitations: Not suitable for those with serious medical conditions that prevent safe mobility on a moving vessel
  • Physical limitations: Must be able to board the vessel via dock and stairs
  • Experience level: All levels are welcome

Who can you accommodate for?

  • Children: Children are welcome to join
  • Individuals with disabilities: Accessibility for wheelchairs is not guaranteed; contact the operator for specific accommodations
  • Dietary restrictions: Guests may bring their own food to accommodate dietary needs
  • Pets: Sorry, no pets allowed

What to expect on the day of the experience?

  • Duration: 3 hours
  • What’s included:
    • Private sailing charter aboard a 43-foot Catalina yacht
    • Coast Guard-certified captain and crew
    • Cushioned deck seating and access to interior staterooms
    • Use of restrooms (marine heads)
    • Complimentary snacks and bottled water
  • Who will be present: A certified captain and crew will accompany you at all times; up to 6 passengers total
  • Spectators: No spectators are allowed, everyone must have a reservation
  • Photo/ video: Personal photography is encouraged
  • Specific rules to follow: No smoking allowed onboard

How to prepare?

  • Weather dependency: Your captain, at their sole discretion, may cancel or reduce the time on the water on a charter due to inclement weather conditions or circumstances beyond their control. If a charter is cancelled, they will make their best efforts to reschedule the cruise under the same terms and conditions. If the charter cannot be rescheduled, they will issue a 100% credit back to Giftory for your experience. In the event your captain reduces the time on the water, a prorated amount may be calculated for your credit with Giftory.
  • Arrival: Plan to arrive 15 minutes in advance; boarding begins 10 minutes prior to departure
  • Parking: Free parking is available at the marina
  • What to wear: Dress in layers and wear non-marking shoes with good grip
  • What to bring:
    • BYO food and drinks (including alcohol, if desired)
    • Sunscreen, sunglasses, a hat, and weather-appropriate clothing
    • Personal items in a small, soft bag (space is limited onboard)
    • Phones and small electronics are allowed
    • No large, hard-sided coolers or suitcases
  • Restrooms/ lockers/ changing rooms: Marine bathrooms (heads) are available onboard.

Unused Experience Vouchers can be returned within 15 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked. If you need to cancel your sail, the sailing provider reserves the right to charge the full price of the charter; rescheduling the charter will be at the sole discretion of the operator. For any changes to your reservation, please contact the experience provider directly.

Unused Experience Vouchers can be returned within 15 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for anything else in our marketplace, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference, but if you choose one that costs less, you'll receive a credit towards your next booking.

No refunds are allowed once the experience is booked. If you need to cancel your sail, the sailing provider reserves the right to charge the full price of the charter; rescheduling the charter will be at the sole discretion of the operator. For any changes to your reservation, please contact the experience provider directly.

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