When I wanted to explore U.S. cities in classic style, I found that trolley rides were the perfect way to soak up the sights with a touch of charm. You’ll love how fun, picturesque, and often historic these rides feel—I know I did!

Highlights:

  • Ride the iconic cable cars in San Francisco, California—I held on tight as we climbed the hills, and the vintage flair made every turn unforgettable. You’ll get those postcard views in real life.
  • Tour Savannah, Georgia on an open-air trolley. I hopped on and off through shaded squares and historic homes—it’s such a relaxing way to see the city, and I think you’ll love the Southern charm.
  • Explore Boston’s Freedom Trail with a narrated Old Town Trolley Tour. I learned so much history while riding in comfort—you’ll get the stories without all the walking.
  • Glide through San Antonio, Texas on a streetcar-style trolley. I passed the River Walk, missions, and lively plazas—it’s a ride that truly connects you to the heart of the city.
  • Enjoy the waterfront views on a scenic trolley in Portland, Maine. I took this ride one summer and couldn’t stop smiling—the breeze, the lighthouses, the salty air—you’ve got to try it.

Unique Trolley Rides:

ABQ Trolley Co.

ABQ Trolley Co.

ABQ Trolley Co. - Tour Albuquerque’s highlights and enjoy quirky commentary on an exciting city trip.                                    

Boston Tours by Old Town Trolley

morgan rauscher/stock.adobe.com

Boston Tours by Old Town Trolley - Ride through historic streets and explore top sights on an easy sightseeing adventure.                                    

Crater Lake Trolley

Crater Lake Trolley

Crater Lake Trolley - Circle the rim and admire breathtaking views during a scenic summer outing.                                    

Denver Trolley

Denver Trolley

Denver Trolley - See landmarks along the Platte River and learn local history on a quick ride.                                    

Door County Trolley

Door County Trolley

Door County Trolley - Sip wine or explore lighthouses on a fun couples’ weekend escape.                                    

Galena Trolley Tours

axynia/stock.adobe.com

Galena Trolley Tours - Glide through charming streets and discover 19th-century sights on an affordable history trip.                                    

Garden of the Gods

The Outdoor Kids/stock.adobe.com

Garden of the Gods - Walk among red rock formations and admire epic views on a romantic nature outing.                                    

Gray Line Portland - Pink Trolley Sightseeing

Gray Line Portland - Pink Trolley Sightseeing

Gray Line Portland - Pink Trolley Sightseeing - Hop on and off to explore attractions during an easy day trip.                                    

Gray Line Trolley Tours of Asheville

Gray Line Trolley Tours of Asheville

Gray Line Trolley Tours of Asheville - Tour art deco buildings and visit top sights on an exciting family adventure.                                    

In Summary...

(and if you want to revisit my photo journey)