Chesapeake Charter Experiences
One-of-a-kind wedding venue
Holds ceremonies and receptions
About this venue
Captain Bob
FOUNDER/USCG CAPTAIN
Typically responds within 24h
Chesapeake Charter Experiences in Pasadena, MD
Imagine cruising across enchanting waters under the blue sky as you say 'I do,' surrounded by your friends and family. This family-owned business can make that happen by hosting your wedding or special occasion aboard their vessels. The team believes that most cherished moments deserve something truly special, and they'd love to help bring your unique vision to life.
Set Sail Into Your New Chapter
Chesapeake Charter Experiences is perfect for micro weddings, vow renewals, and other intimate occasions. The gentle rhythm of the water and golden sunsets make the perfect backdrop for exchanging vows and toasting to your new chapter together. Specially curated to suit your needs, their private, customized charters will ensure every detail is tailored specifically to you and your party. As you celebrate, you can sail throughout the Chesapeake Bay, Annapolis, Baltimore, and the surrounding coastal areas. Enjoy the scenery of hidden coves, historic waterways, and waterfront destinations, which ensure you'll never be short of a photo opportunity. Hosting your wedding with this company is more than just boarding a boat; it's choosing an experience designed for connection, comfort, and fun. If you're looking for an extraordinary way to honor your love story, Chesapeake Charter Experiences has got you covered.
Plan Your Dream Wedding on the Water
The fun doesn't just stop with the setting. The team here can take care of all the logistics of your big day so you can enjoy the journey. Your captain will be fully licensed to officiate the ceremony, making for a one-of-a-kind ceremony you'll remember forever. Options for gorgeous floral arrangements, photography, and curated dining will also be available so that you can personalize every detail to match your style and theme. Chesapeake Charter Experiences can't wait to welcome you aboard, so reach out today for more infomration!
Meet the team
- Captain BobFounder/USCG CaptainA U.S. Coast Guard-licensed captain, Bob brings safety, experience, and know-how to every trip. Captain Bob is famous for his warm personality and laidback presence, creating an elevated, inviting atmosphere on board, making the voyage smooth and relaxed.
Reviews
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7/29/25
We used Chesapeake Charter for our wedding in May at the Chesapeake Bay Beach Club, and they were absolutely fantastic! From start to finish, the experience was seamless and stress-free. They coordinated pickups from three different hotels befo...
re the ceremony, got everyone to the venue on time, and later provided transportation to our after-party at The Jetty and back to the hotels.
All of the buses were clean, comfortable, and punctual, and their drivers were friendly and professional. It gave us such peace of mind knowing our guests were taken care of and could enjoy the day without worrying about transportation. We highly recommend Chesapeake Charter for any event, especially weddings!
6/18/25
Longfields Elementary School had a fantastic experience with Chesapeake Charter, Inc.! The drivers were punctual, professional, and friendly. The bus was clean, comfortable, and perfect for our last school field trip to New York City. Highly re...
commend their services!
5/20/26
We used Chesapeake Charter for a wedding in Annapolis this past weekend. It was a bit complex with multiple pick up locations and vehicles (3 large buses and 2 minis). Kasey in the office easily managed all aspects with flexibility and care. Dr...
ivers were timely, professional, and friendly. We would highly recommend this company for large and small transportation needs in a challenging to navigate historic town.
4/22/26
My non-profit organization worked with Kasey at Chesapeake Charter to organize shuttle buses for a large Basketball Championship event at University of Maryland and they were wonderful! The shuttle drivers were friendly, punctual, and FLEXIBLE....
We had something come up at the event and needed the shuttle buses to stay a little longer than originally requested. Kasey was available right away in that moment to take my call (mind you it was a Sunday too) to work with me and make this adjustment. The shuttle drivers on-site had a great attitude about the situation, said "no problem at all", and stayed until we no longer needed them, something that our athletes and families were very thankful for! Will be working with Chesapeake Charter again!
6/03/26
⭐⭐⭐⭐⭐
Burgundy Farm Country Day School has worked with Chesapeake Charter for many years, and the children have always enjoyed riding with them. Their trips are fun, safe, and well organized.
Burgundy Farm Country Day School has worked with C...
hesapeake Charter on many trips over the years, and we have consistently had a wonderful experience. We always enjoy working with them.
Tuffa is one of the most professional, dependable, and friendly drivers we have worked with. He is always punctual, helpful, and patient with our students and staff. The students love Tuffa because he treats everyone with respect and kindness and makes sure everyone is happy and comfortable on the bus. On every trip, he goes above and beyond to make sure everything runs smoothly and safely.
We especially appreciate his positive attitude, willingness to help with loading and unloading, and the care he shows toward everyone on board.
Chesapeake Charter has always provided excellent service, reliable transportation, and outstanding drivers. We highly recommend them for school trips and group transportation.
Thank you, Tuffa, and thank you to Chesapeake Charter for helping make our trips successful and enjoyable.
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Chesapeake Charter Experiences
Captain Bob
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Founder/USCG Captain
Typically responds within 24h
Wedding vendors in Pasadena
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