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Duration: 3 hours
Package: For up to 6 People

Overview

Experience a peaceful Chesapeake Bay sunset sail in Rock Hall, Maryland with this private 3-hour charter for up to six guests. Relax as you cruise the eastern shore and watch the sun set over one of Maryland’s most iconic waterways.

🛥️ Set sail on a private 3-hour cruise along the Chesapeake Bay at golden hour

🌅 Watch a breathtaking sunset over the water from the eastern shore

🧀 Bring your own wine, cheese, or picnic to enjoy while you relax onboard

📸 Capture stunning photos and soak in the calm evening views

A Chesapeake Bay Sunset Sailing Charter is an ideal way to close out the day on the water in Rock Hall, Maryland. This peaceful three-hour sail offers front-row views of the sun dipping below the horizon, casting golden light across the Bay. With the breeze in your hair and the water gently shifting beneath you, it’s the kind of experience that encourages you to slow down and simply take it all in.

Passengers are welcome to bring wine, cheese, or other light snacks to enjoy on board while cruising along the eastern shore. Whether you’re marking a special occasion or just looking for an unforgettable way to unwind, this charter combines relaxed elegance with the stunning natural beauty of the Chesapeake Bay. Designed for groups of up to six, it’s an intimate and scenic way to experience Rock Hall at its best.

A Chesapeake Bay Sunset Sailing Charter is an ideal way to close out the day on the water in Rock Hall, Maryland. This peaceful three-hour sail offers front-row views of the sun dipping below the horizon, casting golden light across the Bay. With the breeze in your hair and the water gently shifting beneath you, it’s the kind of experience that encourages you to slow down and simply take it all in.

Passengers are welcome to bring wine, cheese, or other light snacks to enjoy on board while cruising along the eastern shore. Whether you’re marking a special occasion or just looking for an unforgettable way to unwind, this charter combines relaxed elegance with the stunning natural beauty of the Chesapeake Bay. Designed for groups of up to six, it’s an intimate and scenic way to experience Rock Hall at its best.

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 5:30pm

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 5:30pm

Any restrictions to participate?

  • Age: All age groups are welcome
  • Health limitations: Not suitable for individuals with serious mobility limitations that prevent safe boarding or movement on a vessel
  • Physical limitations: Must be able to move around a boat with stairs and uneven surfaces
  • Experience level: All levels are welcome

Who can you accommodate for?

  • Children: Children are welcome to join
  • Individuals with disabilities: Not wheelchair accessible; guests must be able to board from a dock and navigate stairs independently
  • Dietary restrictions: Guests may bring their own food and beverages to accommodate personal 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 425 yacht
    • Certified captain
    • Use of three staterooms, two marine bathrooms (heads), linens, towels, air conditioning and heating
    • Cushioned deck lounging space
    • Full galley and BBQ grill
    • Complimentary water and light snacks
    • Safety equipment exceeding USCG standards
  • Who will be present: A certified captain will be on board at all times; the group may include up to 6 passengers total
  • Spectators: No spectators are allowed, everyone must have a reservation
  • Photo/ video: Guests may take personal photos and videos
  • Specific rules to follow: Smoking is not allowed on board

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 at least 15 minutes prior to departure time
  • Parking: Free parking is available at the marina
  • What to wear: Layered, weather-appropriate clothing and soft-soled, non-marking shoes are recommended
  • 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: Two marine bathrooms (heads) are available on board

Any restrictions to participate?

  • Age: All age groups are welcome
  • Health limitations: Not suitable for individuals with serious mobility limitations that prevent safe boarding or movement on a vessel
  • Physical limitations: Must be able to move around a boat with stairs and uneven surfaces
  • Experience level: All levels are welcome

Who can you accommodate for?

  • Children: Children are welcome to join
  • Individuals with disabilities: Not wheelchair accessible; guests must be able to board from a dock and navigate stairs independently
  • Dietary restrictions: Guests may bring their own food and beverages to accommodate personal 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 425 yacht
    • Certified captain
    • Use of three staterooms, two marine bathrooms (heads), linens, towels, air conditioning and heating
    • Cushioned deck lounging space
    • Full galley and BBQ grill
    • Complimentary water and light snacks
    • Safety equipment exceeding USCG standards
  • Who will be present: A certified captain will be on board at all times; the group may include up to 6 passengers total
  • Spectators: No spectators are allowed, everyone must have a reservation
  • Photo/ video: Guests may take personal photos and videos
  • Specific rules to follow: Smoking is not allowed on board

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 at least 15 minutes prior to departure time
  • Parking: Free parking is available at the marina
  • What to wear: Layered, weather-appropriate clothing and soft-soled, non-marking shoes are recommended
  • 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: Two marine bathrooms (heads) are available on board

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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