Year Round Services

Jolly Trolley Charter Tours

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Customized & Scheduled Tours

Experience stress free travel to inspiring destinations with our customized and scheduled Charter Tours! From our Rehoboth Beach Historical Tours & trips to the Freeman Arts Pavilion, to our Longwood Gardens Tours & trips to Washington DC, we have crafted an exciting array of upcoming trips to unique and unforgettable locations in Southern Delaware & beyond.

All of our scheduled tours may also be reserved as a private tour for your travel group and are perfect for birthdays, family reunions, and bachelorette or bachelor parties! 

Click here for a full list of our Upcoming Tours!

Private Charter Tour

Our Private Charter Tours are the perfect transportation program for neighborhood, community, or school groups interested in traveling with our stress free tour services to inspiring destinations in the Mid-Atlantic Region. Our experienced Reservations team are familiar with all major venues in this region and we work closely with each group to schedule one of our established tours or create a custom tour based on the group's travel needs. 

Our diverse and organized transportation programs include pricing and tour itineraries for all tour groups large or small, with an option to include a tour host, admission/entrance ticket purchases, and private online sign up and payment link for your group members.  

Public Charter Tours

Our Public Charter Tours are perfect for individuals or groups of 2-4 that are interested in traveling with one of our popular public tours. These tours are included on our website and feature exciting trips to Washington DC, Longwood Gardens, Philadelphia and much more! 

Brewery/Winery Tours

Our crafted Brewery & Winery Tours are the perfect day trip for Bachelorette/Bachelor Parties, Birthday Groups, & Family/Friends to experience the award winning breweries and wineries on the Delmarva Peninsula! Our team has pre-crafted and customizable tours available, and our chauffeur driver team is fully licensed and insured to ensure your group has an enjoyable, entertaining and most importantly safe trip!

Hear From Our Clients

- Al

We took the Jolly Trolley on an excursion to Wallops Island Flight Center. I’ve always wanted to go there and thought why not have someone do the driving for us. Our hostess was Lydia and she did a wonderful job keeping us informed and checking if anyone in the group needed anything or if they were comfortable. Mr Brook was our driver and he did his usual fabulous job. This is actually our 7th tour with the Trolley and they’ve all been fabulous. Wallops was very cool and everyone who we encountered was extremely hospitable. I’ve seen rockets launched at Wallops by following them online and it was exciting to see in person where it all happens. The visitors center was laid out nicely and very informative. We’re happy to have the opportunity to travel again with the Jolly Trolley and appreciative of seeing places behind the scenes during our 2.5 hour tour.

- Jim & Denise

A big shout out to the Jolly Trolley!!! They sponsored a Lewes House Lights tour last night and it was the best!! We were greeted with smiles and a warm cup of cocoa, a blankie and the most charming decorations inside the trolley! The folks are friendly and so knowledgeable!! We sat comfortably while holiday music played, the guide talked about the history and pointed out many facts of Lewes. We toured all the beautifully decorated homes from the comfort of the trolley!
So well done!! Thank you Lewes for such holiday spirit and thank you Jolly Trolley for a wonderful way to enjoy it!! Another way to support a family owned business around town and beyond!!

- Diane

For the last three years I have used Jolly Trolley for not only travel to and from the airport but to help plan and transport members of my community.  Debbie works closely with me in planning for not only the transportation but to provide interesting private tours to the sites.  She is a pleasure to work with and our community loves her.
 
The buses are all well maintained and are super clean.
 
The drivers have been kind and skilled in getting us to and from our destinations.
 
You just cannot go wrong with using this small family run business.

- Nancy M.

Just went to Philadelphia Flower Show on Jolly Trolley Tour. Our tour director Deb and driver Mr Brooks couldn’t have been better hosts! Comfortable ride, good company and complimentary water. The tour was well-organized, and we were able to
spend plenty of time enjoying the abundance of botanical displays at the Flower Show. Looking forward to touring with them again!
Also delighted to hear they offer limo service to local airports, and have even transported wedding groups to ceremony parties. Not just the Rehoboth Trolley anymore!" 

- Vanessa

Took a chance and Went on a tour alone, but met some great people along the way on our tour. Couldn’t be easier to pick up the trolly and not have to drive. The staff was professional and helpful and I really enjoyed the day trip. Already booked another one for June!

- Janet

Had a wonderful time on the Jolly Trolly. We went to Longwood Gardens. Spectacular place. Our driver and tour director did a good job of keeping us entertained. Highly recommend using them. Looking to go on my next adventure, while I sit, relax, and let someone else do the driving.

- Kathy

A great day in Washington,DC to see the cherry blossoms. Just the right amount of time to see some monuments, take a long walk and have a leisurely lunch at Old Ebbit. Tour guide, Debbie, was gracious and driver, Mr Brooks, efficient. I’ve already booked my next Jolly Trolly Tour.