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Trolley Trips

Updated on January 30, 2013

The Ultimate Trolley Site

Trolleys are so cool! I always smile when I see one coming down the street. The bright colors, the ring of the bell, the happy passengers, the friendly driver - it all makes for a fun adventure when you hop on and take a ride around town in one of these fun vehicles.

A trolley is a great way to go sightseeing around an area. The driver or an on-board tour guide will usually point out all the area attractions, and give some information about history and interesting facts about the locations along the route.

Many trolley companies also offer wedding. group tour and private party charters, and some even offer special seasonal tours like a fall colors tour, ghost tour, and bald eagle tour.

Trolley Museums

Anchorage Trolley
Anchorage Trolley

Anchorage City Trolley

Anchorage, Alaska USA

Check out their brochure for the full details on the trolley trips offered by Anchorage City Trolley Tours. The tour is an hour long and it has been running for 19 years! Take in the scenery of the breathtaking mountain views, the wildlife (moose and other animals) and watch float planes departing from the lakes. These are just a few of the interesting things you'll see on the way.

Annapolis Tours

Annapolis, MD

This trolley firm (Discover Annapolis Tours) is in the news lately. Click here for the story.

Asheville Trolley

North Carolina, USA

The Asheville Trolley stops at The Asheville Chamber, Grove Park Inn, Renaissance Hotel, Haywood Park, Pack Place, New Morning Gallery, Chelsea's, the Doubletree Hotel and the River Arts District. Hop on and off whenever you want. They also do ghost tours, weddings and other special events.

Atlanta Trolley

On the 1 1/2-hour narrated Atlanta Trolley Tour you'll start off in the downtown area, hear a bit of Atlanta's history from its founding through the Civil War, then travel Auburn Avenue, rich in Civil Rights history. Next is Midtown, where homes of famous writers, artists, beautiful parks and the shopping district can be found. Other sites you will see include Underground Atlanta, the State Capitol and Museum, the Shrine of Immaculate Conception, the Fairlie-poplar District, Turner Field, Atlanta Braves Museum and Hall of Fame, the Site of the Olympic Torch, Grant Park, Zoo Atlanta, Cyclorama, Oakland Cemetery, Cabbage Town, the Dr. Martin Luther King Jr. Center, Ebenezer Baptist Church, MLK Birth home and Tour, Historic Auburn Avenue, downtown Atlanta and the Civic Center, Atlanta Botanical Garden and Piedmont Park, the High Museum of Art at the Woodruff Arts Center, the Center for Puppetry Arts/Bremen Museum, the Margaret Mitchell House, the CNN Center, Centennial Olympic Park, and many others.

This trolley tour offers a total of 14 stops with hop-on, hop-off privileges.

Baltimore Trolley
Baltimore Trolley

Baltimore Trolley

Baltimore, Maryland USA

This is one city I love to visit. I usually stay in the Inner Harbor area, but it would be fun to take a trolley tour around the city and see what else is in Baltimore. This 90-minute tour leaves from the Visitor Center and you will get to see sights like Oriole Park, City Hall, Lexington Market, Battle Monument, Carroll Mansion, Baltimore and Ohio Railroad Museum, Mount Vernon and The Basilica. The tour runs March 15th thru November 15th.

Boston Trolley

Massachussetts, USA

Old Town Trolley Tours runs a sightseeing operation here, as does City View Tours and there's also the Beantown Trolley Tour which offers a truly comprehensive tour of Boston. It's a two-hour narrated tour where you can hop on and off at your leisure to get a closer look at sights that interest you.

Brooklyn Trolley

Brooklyn, New York USA

This Brooklyn Trolley tour starts with a stop at Junior's which supposedly has the best cheesecake in all of New York City! Wow, I can't wait to take this tour. I once had a giant piece of cheesecake that someone brought me back from a trip to NYC. It was the most delicious thing ever! I wonder if Junior's was where they bought it from? Anyway, back to the tour. Next stop is Borough Hall, then Dumbo and then over to Williamsburg before returning to Manhattan.

Cape May Trolley

New Jersey, USA

The Cape May Trolley is operated by the Great American Trolley Company. As with most summer beach resort town trolleys, it runs from July 2nd through September 4th. Here's a sheet with the details, and a map.

A company called Cable Car Concepts is located in Cape May.

Charlottesville Trolley

Virginia, USA

The "CAT" Trolley in the City of Charlottesville is free and runs seven days a week, from the Downtown Transit Station at 615 East Water Street along West Main Street to Jefferson Park Avenue, proceeding to Fry’s Spring. At Fry’s Spring, the trolley turns right onto Maury Avenue towards Scott Stadium and then right onto Alderman Road. It goes through the central grounds of the University of Virginia, past the UVA Chapel, the Rotunda, and the UVA Corner before returning to the Downtown Transit Station via West Main Street, Ridge/McIntire, Market Street, Tenth Street, and Water Street.

Cheyenne Trolley

Cheyenne, Wyoming USA

The Cheyenne Trolley offers hop-on, hop-off service on weekdays. There are seven great attractions including historical railroad items, cattle baron mansions and more on this 90-minute tour of Wyoming's "Magic City of the Plains" which was once the wealthiest city per capita in the nation! They also offer Holiday and Charter tours.

Chicago Trolley

Illinois, USA

You can take a tour of the Windy City on a Chicago Trolley. The 2-hour Signature Hop-On, Hop-Off Tour runs all year long, seven days a week except for inclement weather days, Thanksgiving Day, Christmas Eve and Christmas Day. The vehicles run 8 - 10 minutes apart in the summer (wait times are longer in the off season, call for wait times for the day you are riding) so you can hop back on with your ticket all day.


Cleveland Trolley

Ohio, USA

"Lolly the Trolley" takes people around the Cleveland area in one and two-hour tours to see attractions such as Cleveland's North Coast Harbor (Rock & Roll Hall of Fame Museum, Great Lakes Science Center) Downtown Cleveland, the Warehouse District, Ohio City (West Side Market - one of the world's largest indoor/outdoor food and produce markets), the Gateway Sports complex; Playhouse Square (the nation's 2nd largest performing arts center), The Cleveland Clinic, University Circle, Cultural Gardens and the Rockefeller Greenhouse.

Cody Trolley
Cody Trolley

Cody Trolley

Wyoming, USA

"Give us an hour and we'll give you 100 years" is the motto of the Cody Trolley Company. Their wild west trolley tour goes through one of the few true western towns left in America.

Among the many attractions on this tour are

- The lands where Crow Indians erected their tipi villages

- DeMaris hot springs

- Wild mule deer

- Buffalo Bill Historical Center

- Tecumseh's Miniature Village - the west's largest model railroad layout!

- Shoshone River Canyon photo at right

- Travel through three tunnels bored more than 1/2 of a mile through Rattlesnake Mountain

- Carter Mountain, the highest peak between Cody and Yellowstone at 12,200 feet

- Three pioneer homes ordered from a Sears catalog in 1908

Find them on Facebook


Colonial Beach Trolley

Virginia, USA

The Colonial Beach Trolley runs from May through September and makes about 20 stops along it's route. Service hours are 11:00am - 7:00pm on Saturdays and Sundays. For Holiday weekends (Memorial Day, July 4th and Labor Day) it runs on Saturday, Sunday AND Monday from 11:00am - 7:00pm.

On this fun driving tour, you'll get to see places like the beautiful Monroe Bay, the Bell House Bed & Breakfast (former summer home of telephone inventor Alexander Graham Bell.)

Trolley at Seven Feathers Resort Casino
Trolley at Seven Feathers Resort Casino

Cow Creek Seven Feathers Trolley

Oregon, USA

There are trolley tours at the Seven Feathers Casino Resort in southern Oregon, which will show you attractions like the Wildlife Safari, Umpqua Valley Wine Country, local area museums, covered bridges and other historic places from a replica of a 32-passenger San Francisco streetcar.

This handicap-accessible trolley can also be chartered for group tours, convention groups, family gatherings and civic events.

Door County Trolley
Door County Trolley

Door County Trolley

Wisconsin, USA

Your choice of spring blossom, lighthouse, scenic, winter wonderland, wine, ghost or culinary tours are available with the Door County Trolley which has one of the best trolley websites I have ever seen. They also offer a progressive dining tour Saturdays February thru June where you get to sample hors d' oeuvres and cocktails at a surprise location, an elegant dinner at the "Inn At Kristofers" and a decadent dessert at a romantic inn.


Fredericksburg Trolley

Virginia, USA

The Fredericksburg Trolley is right in my backyard, practically! It's a great way to see "America's Most Historic City" and sights such as living history museums, homes and businesses of people like George Washington, Mary Washington, James Monroe, the Rising Sun Tavern (Fredericksburg's only proper tavern and the former home of Charles Washington), Dr. Hugh Mercer's apothecary shop, the Fredericksburg Area Museum and Cultural Center, Kenmore Plantation and area Civil War battlefields.


Galena Trolley

Illinois, USA

You can have your choice of a haunted tour, wine tour, tour of homes and more on a Galena Trolley tour. See the 1826 Dowling House - the oldest in Galena, and the oldest stone structure in the entire state of Illinois! Daily tours April to November, Seasonal hours February to March.

Hollywood Trolley Tour
Hollywood Trolley Tour

Hollywood Trolley

California, USA

Hop on to the Hollywood Trolley Tour to see famous sites like

* The Hollywood Sign - I heard it once used to read "Hollywoodland"

* Chinese Theatre - the one with all the celebrity handprints out front

* Kodak Theatre - site of many awards ceremonies

* The Hollywood Bowl - a great place to see a concert

* Capitol Records - the big round office building

* Paramount Studios - where so many TV shows are filmed

* Walk of Fame - the stars tiles in the sidewalk

and many more cool stops

Key West Trolley

Florida, USA

There are a couple of options here. You can go on the City View or the Old Town trolley tours. You can even view a live webcam of the trolley operation.

Naples Trolley interior
Naples Trolley interior

Naples Trolley

Florida, USA

Over 20 stops and 100 points of interest on and near streets that parallel the Tamiami Trail are included on the Naples Trolley tour. They celebrated their 20th Anniversary a few years ago.

Monthly passes and private charters are offered as well. It runs from 9:30am - 5:30pm daily. Hop on/hop off.

Ocean City Trolley

Maryland, USA

Ocean City has a Boardwalk Trolley (for the evening) and a Downtown Trolley (for the daytime). Here's an info sheet, and a map. The Great American Trolley Company handles the operation.

Philadelphia Trolley

Pennsylvania, USA

See Philly on a Victorian-styled Trolley by Philly Trolley Works which departs daily from 5th and Market Streets.

Check out some of the city's more than 3,000 murals on the Mural Arts trolley tours.

Portland Maine Trolley
Portland Maine Trolley

Portland Trolley

Portland, Maine USA

A 90-minute narrated tour aboard the Discovery Trolley in Portland, Maine. You'll get to see Maine's oldest lighthouse as well as the childhood home of Henry Wadsworth Longfellow, The Victoria Mansion, and the busy Old Port. Tour runs May through November.

They also offer a Culinary Delights trolley tour where you can taste the best of Maine, including the state's official dessert - the Whoopie Pie!


Providence Trolley

Rhode Island, USA

Open seasonally beginning in May, the Providence Trolley will guide you to sites like the First Baptist Church in America, past the home of a signer of the Declaration of Independence, along the riverfront and waterfront, through Federal Hill (historic Italian District), coast through the "Mile of History" (Benefit Street), the Arts and Entertainment District and much more!

Richmond Trolley
Richmond Trolley

Richmond Trolley

Richmond, VA USA

Choose from Open Air or Enclosed Trolley for a Richmond Trolley tour in Richmond, Virginia, a city that is so full of amazing history. There's also great nightlife and views of the James River. The trolleys can be chartered for weddings, corporate retreats, plantation home tours, ghost tours, etc. Just about anything you can imagine.

St. Augustine Trolley

Florida, USA

The St. Augustine Trolley operated by Old Town Trolley tours has a route with 22 stops giving you easy access to attractions like:

-The Old Jail

-St. Augustine History Museum

-Gator Bob's Trading Post

-Oldest Store Museum Experience

-Old Drug Store

-Tolomato Cemetery

-City Gates

-Spanish Quarter

-Oldest Wooden School House

-St. George Street

-Ripley's Believe It or Not

and many, many more!

San Antonio Trolley
San Antonio Trolley

San Antonio Trolley

See sights like The Alamo, The Tower of Americas, Market Square, Spanish Governor's Palace and more from the San Antonio Trolley. The hour-long narrated tour can be purchased with or without a Hopper Pass.

San Diego Trolley

California, USA

This is the first trolley I ever rode, because I grew up in America's Finest City. The San Diego Trolley has a Green Line, Blue Line and an Orange Line. The Trolley serves historic Old Town, Mission Valley, Fashion Valley, Petco Park, and Qualcomm Stadium, among other popular San Diego destinations.

In addition to the Transit System trolley, there's also an Old Town Trolley Tours sightseeing operation.

San Francisco Trolley

California, USA

Probably the country's most famous trolley system is the San Francisco Trolley. The idea for a cable car railway system was prompted by a man who witnessed a five horses sliding down a hill to their deaths back in 1869 under the weight of a heavy streetcar and slick pavement on the steep streets of San Fran.

There are three routes in operation, the the California Street, Powell-Mason and Powell-Hyde lines.

Salem Trolley

Massachussetts, USA

The Salem Trolley provides visitors with a narrated one-hour tour and all day shuttle service through beautiful and historic Salem. Explore the witchcraft trials of 1692 or travel beyond the hysteria into the fascinating realm of Salem's literary and maritime history.

The eight mile ride around the city takes you past attractions like

- Charter Street Burial Ground

- House of the Seven Gables

- Witch Dungeon Museum and Salem Witch Museum

plus the historic waterfront area and more, including Chestnut Street - considered to be one of the most beautiful streets in America.

Savannah Trolley

Georgia, USA

Old Savannah Tours is the only locally owned and operated Trolley Tour Company in Savannah. For over 30 years they have been providing both overview and on-off tours of this beautiful historic city. A complete professionally guided tour of one of the largest Urban National Historic Landmarks in the United States. Ride along cobblestone paved streets beneath moss-draped oaks and experience the "Old South" with its stately mansions, beautiful squares, romantic riverfront and abundance of artifacts. Their newest and most popular tour is the "Paula Deen Tour."

Winner of the "Best of Savannah 2009" award is the Oglethorpe Trolley Tour. Featured on the Travel Channel, they offer the basic trolley tour, a 2-day on/off pass, a haunted tour, and a couple of fabulous Land & Sea package tours. The 90-minute fully-narrated Historic Savannah Trolley Tour covers the 2.2 square miles of the historic district with two days unlimited on / off until 5:30pm. You can also board a replica paddle wheeler and hear the Captain’s intriguing tales and historic facts as you travel the beautiful and historic Savannah River!

Sea Isle City Trolley

Operated by the Great American Trolley Company. Here's a map and information sheet

Starved Rock Lodge Trolley
Starved Rock Lodge Trolley

Starved Rock Lodge Trolley

Illinois, USA

The Starved Rock Lodge Trolley is in Utica, IL and offers Bald eagle trolley tours in January and February, history tours, and a Fall Colors tour during the entire month of October. There are 3 Trolleys at the facility- Rita, Bella, and Ranger.

Special event trolley rental is available for things like

- Weddings & Rehearsal Dinners

- Parades & Civic Events

- Pub Crawls

- Corporate Outings

- Mystery Rides

- Birthday & Family Events

- Surprise Parties

- Bachelor & Bachelorette Parties

Taos Trolley
Taos Trolley

Taos Trolley

New Mexico, USA

On the Taos Trolley tour you can go on the Pueblo Tour or the History and Culture Tour, or both! Tours are offered May thru October and they also offer Charters for Wedding parties.

Tioga Trolley
Tioga Trolley

Tioga Trolley Tours

Wellsboro, Pennsylvania USA

Tony's Tioga Trolley Tours offer tours to wineries, restaurants and the Grand Canyon of PA, which is 1,450 feet deep in one spot at the southern end of the canyon. You can also get great views from high above the canyon. Custom tours are available too for proms, parties, reunions, weddings and anniversaries. See the beautiful Tioga State forest and Tioga Lake!

Kilmarnock, VA Trolley
Kilmarnock, VA Trolley

Triangle Trolley

Kilmarnock, VA

Triangle Trolley runs seasonally, Fridays 4-10PM, Saturdays, 9AM-10PM. It’s air conditioned and just 25 cents each time you board.

Wadmalaw Trolley
Wadmalaw Trolley

Wadmalaw Island

South Carolina, USA

Take a tour of America's only tea Garden with a trolley ride on the Charleston Tea Plantation in South Carolina. The tour runs 7 days per week and tickets can be purchased at the gift shop.

Washington Trolley

District of Columbia, USA

It's on my to-do list! Every time I go to DC I end up riding the Metro, but on a future visit I will play tourist and ride the Old Town Trolley sightseeing vehicle.

Wildwood Trolley

New Jersey, USA

Operated by the Great American Trolley Company. There are a few different routes in Wildwood:

+ Boardwalk

+ Downtown

+ North Wildwood/Rio Grande

Trolley Tour

Trolley Tour
Trolley Tour

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    • katprice lm profile imageAUTHOR

      katprice lm 

      7 years ago

      @WorldVisionary: Thanks! I'm glad you like it. Thanks for stopping by.

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      What a great idea for a lens! Thumbs up.


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