About this venue
Captain Bob
FOUNDER/USCG CAPTAIN
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!
10/28/25
Contracted Chesapeake Charter to provide shuttle services for our wedding. They were responsive, punctual, and professional and we had so many comments from our wedding guests about how easy they made the commute to and from hotels. Incredibl...
y happy with their services and highly recommend to anyone looking to charter in the area!
11/17/25
We used Chesapeake Charters for our wedding transportation and highly recommend them! When I initially reached out for a quote, I heard back quickly from Jake, who was friendly, answered all my questions and gave us a few different options to c...
onsider at different price points. We ended up going with 3 school buses and their pricing was better than every other quote I received from other companies. They were also flexible when it came to adjusting if we needed closer to the actual date (which we didn’t).
On the day of, the three buses showed up promptly at the hotel to pick up our guests (with a sign) and got them to the venue on time. They did two runs at night for our guests (including ourselves) and everything went so smoothly. The drivers were friendly and professional and kept to our schedule as outlined. Definitely recommend using Chesapeake Charters and working with Jake!
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!
9/02/25
We worked with Jake at Chesapeake Charter for transportation for our wedding and rehearsal dinner. He was really great to work with and offered very reasonable rates and provided excellent communication.
The shuttles were all on time and the d...
rivers were safe. We did run into some issues around end-of-the-evening transportation. We were told the shuttles would be making multiple trips between venues and hotels, but they stayed and did single trips, so we had people waiting on the bus for quite a while, which was unfortunate.
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Chesapeake Charter Experiences
Captain Bob
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Founder/USCG Captain
Wedding vendors in Pasadena
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