Featuring beautiful sandy white beaches, plenty of shops and restaurants to explore, and the sparkling Atlantic Ocean at its doorstep, Rehoboth Beach and Dewey Beach are the premier vacation getaway locations in all of Delaware. With so many different things to do, how can you possibly see it all? Well, there’s one way: take a ride with Jolly Trolley! Unique worldwide, the Jolly Trolley takes great pride in offering the most complete and professional transportation service at the beach, with exceptional service through the use of colorful, fun, and unique transportation services. The Jolly Trolley is the best and most unique way to see everything that Dewey and Rehoboth Beach have to offer, and will be a truly unforgettable part of your next vacation.

A Historic Staple of Rehoboth and Dewey Beach

First established in 1970 as a family-owned and operated tour and transportation company, the Jolly Trolley has become a must-see attraction and staple of the area. For almost 50 years, Jolly Trolley has given visitors and locals alike a unique experience while offering the most complete and professional transportation services around!

Take a Ride on the Original Jolly Trolley!

An icon of Rehoboth & Dewey Beach, the Jolly Trolley Fixed Route Shuttle Service was established in 1992, and is the original transportation service between Rehoboth Beach & Dewey Beach, Delaware. Running every day from Memorial Day weekend to Labor Day weekend, this fixed route shuttle service is the ideal way to explore Rehoboth Beach, Dewey Beach, and everything in-between.Stops include the Rehoboth Boardwalk & Rehoboth Avenue, Cullen St. & King Charles Avenue, Dickinson St. & The Bay, and many more! This local transportation service is the perfect way to leave your cars behind and enjoy the breeze, scenic views, and local businesses that the area has to offer.

Our Year-Round Charter Service

While the Jolly Trolley Shuttle Service may not operate year-round, their unmatched Jolly Trolley Charter Service does, providing you with customized transportation programs for groups large and small! Whether it be for a night out on the town, trips to PHL, BWI, JFK, or Wilmington Amtrak, the Jolly Trolley Charter Service can do it all! Their friendly chauffeurs are fully licensed professional drivers, and their large fully licensed and insured vehicle fleet ranges from their 4 passenger Lincoln MKT, to their 13 passenger Jolly VT, to their 38 Passenger Jolly Bus, with many more options in between! Contact the Jolly Trolley Charter Office to reserve their vehicle(s) for your next trip and experience travel with the Jolly Trolley.

Brand New Pay-Per-Seat Program

One of the newest services that Jolly Trolley is proud to offer is their Pay-Per-Seat program; a partnership with local businesses to provide transportation for major special events around town!With the Jolly Trolley Pay-Per Seat Program their large Jolly Buses are scheduled to perform roundtrip transportation from pre-arranged pickup locations to a local venue and back, and they have partnered with local businesses such as the Joshua Freeman Foundation & the Freeman Stage, as well as the Dogfish Head Brewery & many more to provide safe and reliable event transportation! Purchase individual & group transportation tickets on their website, and experience worry-free travel with the Jolly Trolley to many of the awe-inspiring local performances and events that Southern Delaware has to offer.

Let Jolly Trolley show you how five decades of customer service and experience have created a truly iconic businesses of the area, focused on providing safe, reliable and always Jolly transportation to help you explore Rehoboth Beach, Dewey Beach and beyond! For more information please visit their website at; for reservations please contact their charter office at (302) 644-0200, or email all transportation inquiries directly to

Let our team Help!

We will find you the perfect vacation rental.