Jolly Trolley

01/09/2025

Exceeding Expectations Year-Round since 1992!

✅ We are your professionals in transit while traveling in Southern Delaware and beyond with the experience, modern technology systems, and proven quality control methods to provide safe and reliable transportation for your group's upcoming travel plans -

✅ Reserve our vehicles today for your next Special Event, Birthday Party, or Family Outing!

01/06/2025

A rare sight, indeed⭐️Our Classic JollyTrolley in the SNOW❄️❣️😎

01/03/2025

Happy 2025! Resolve to start the new year right with a much-needed post-holiday getaway. Pack up the car and head for Southern Delaware! There’s nothing like frost-tipped dune grass, sparkling waves, and brisk salty breezes to center yourself before diving head first into the New Year.

12/20/2024

Sharing the Jolliness of the JollyTrolley and this wonderful Season, with Cape Henlopen High School Chorus and Band🎄⭐️🎵🎶❤️😎

12/15/2024

Share the Jolliness this Holiday Season in Southern Delaware!

If you love Southern Delaware in the summertime, just wait until you see how magical it becomes during the holidays! You’ll find festive celebrations, events, and activities and enough seaside sparkle to make even Scrooge jolly. Check out all the events highlighted below and find even more listed ...

11/28/2024

Happy Thanksgiving🦃
Family&Friends
~SAFE TRAVELS~
❤️⭐️😎

11/11/2024

THANK YOU,🇺🇸VETERANS ~ keeping our FREEDOMS, for the HOME Team⭐️❤️😎❣️

11/05/2024

We are proud to introduce the newest member of our Jolly Fleet, our 32 passenger charter bus! This vehicle seats up to 32 passengers, and features comfortable, reclining seats as well as individual overhead lights and storage.

Great for wedding day transportation, as well as day trips to Longwood Gardens, Washington DC or Chincoteague! To reserve this vehicle and more for your upcoming travel plans visit our website or give us a call!

11/04/2024

The spooky season has come and gone but there’s still plenty of fall fun to be had (and our delicious, fresh, land and sea fall harvests to enjoy!) Whether you’re trying to soak up the last bits of fall weather or are diving headfirst into the holiday season, November is full of tons of great ev...

10/31/2024

As we wrap up a very busy month with Halloween this evening, we wanted to give a shout out to one of our fearless leaders, Mrs. Jolly Trolley! Mrs. Jolly Trolley, aka Christine, and affectionately known as Mrs. Chris, is part Owner & VP of our Family-Owned and Operated business, and the Jolly-smiling face of our company.

Her kindness & love for sharing Jolliness (and fun local information) to those around her inspires us all. She is always quick to lend a hand and a "safe travels" to those around her. Thank you to Christine for being a shining star in our Jolly World, and for being a strong, and inspirational ambassador not only in our business, but for the community as well❤️

Photo Cred: Mary Farah & FWT Magazine
https://fwtmagazine.com/autumn-adventures-in-rehoboth-beach-delaware/

10/26/2024

We have quite the JOLLY group for today’s Sea Witch Parade in Rehoboth Beach! We’re excited to share the Jolliness & Spirit of Halloween on this beautiful day!

10/20/2024

The Rehoboth Beach-Dewey Beach Chamber of Commerce has announced the thirty-fourth Annual Sea Witch Festival schedule. The festival is set to take place from Oct. 25–27.

https://www.coasttv.com/news/witches-wagons-and-woofs-sea-witch-festival-brings-magic-to-the-rehoboth-beach-boardwalk/article_5e695710-8c03-11ef-86d4-cb984864be64.html

10/03/2024

Fall for Southern Delaware this October! Escape to your favorite nearby, faraway destination where you’ll be welcomed by crisp sea breezes, comfy accommodations, and lots of events and activities to choose from. Find out more here: https://bit.ly/eScapesOct2024

09/13/2024

On your special day make memories that will last a lifetime!

We so enjoyed providing safe and reliable transportation for this wedding group! Thank you to the Baywood Weddings team for sharing this beautiful photo of the Bridal Party!

- JT ❤️

09/06/2024

Squeeze every last amazing drop out of summer in Southern Delaware this September while the water is still warm and the days are still long. Saying goodbye to summer is bittersweet, but Southern Delaware makes it a whole lot easier with tons of festivals, events, activities, and lots and lots of sce...

09/06/2024

Give our students a brake! Please slow down in school zones and be aware of school buses.

Safe travels everyone!

- JT ❤️

08/19/2024

Soak up the last few weeks of Summer with our Jolly Team!

✅ Our Fixed Route Shuttle between Rehoboth & Dewey Beach operates daily until Labor Day Monday!

Don’t worry! Our year charter services are here to help with all of your ground transportation needs. From Airport transfers ✈️ in our private chauffeur driven sedans, to Wedding Day 💒 transportation programs with our Charter Buses and Trolleys we are your professionals in transit! ✅

- JT 🚃❤️

08/02/2024

Visit Southern Delaware in August to enjoy summertime to the fullest!

- JT ❤️🚃

There is SO MUCH going on in Southern Delaware in August that the many highlights listed below barely scratch the surface of this month’s awesomeness. You’ll definitely want to check out our August calendar of events when planning your visit! Are you an oyster lover? Well, you’re going to love...