Top Sightseeing Trolley Tours in the US *Hop-On Hop-Off Tours*

Do you enjoy visiting America’s cities but hate dealing with parking and long jaunts between attractions and points of interest? Then it’s time to experience some of the top hop-on hop-off sightseeing trolley tours in the US!

Take a seat in an old fashion street car replica and enjoy the sites as your tour guides shares the local history and quirky trivia!

The best part about these hop-on and hop-off trolley tours is you can get off at any of their designated stops to explore and hop on for the next stop. Or, if you’d rather, just stay onboard for a relaxing educational sightseeing tour of the city near me!

So, let’s discover where some of the best hop-on hop-off trolley tours in the U.S. that you can enjoy playing city tourist!

Top Sightseeing Trolley Tours in the United States - Always On Liberty

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Top Sightseeing Trolley Tours in the U.S.

Hop On Hop Off Trolley Tours

Trolley Tour Tips

Before we get started with our top trolley tours in the U.S., here’s a few tour tips to make your sightseeing adventure fun and memorable.

      1. Make your reservations as soon as you can. These rolling sightseeing tours sell out quickly, especially on weekends, holidays and summer months. In addition to accessing your reservation via smartphone, we highly recommend you to screenshot your reservation as well as have a paper copy in hand for verification.
      2. Review the tour map and the trolley tour stops prior to arriving. See which attractions you wish to hop off to go spend more time at.
      3. Get a good night’s sleep the night prior to your trolley tour. Make sure your children are well rested as well.
      4. Start your city tour early when the trolley tours open. You may have to stand in line for awhile to get checked in and your boarding pass(es).
      5. Wear comfortable walking shoes and clothing. Though most bus and trolley tours themselves take up to 2 hours if you stay on, you will be getting off and on the trolley often to visit each attraction.
      6. Check your favorite weather app. You may need to bring a light jacket or sweater, sun protection (hat, sunglasses and sunscreen), rain ponchos and small umbrella.
      7. It’s going to be a long day. Pack things you may need in your sightseeing bag
      8. Use Google Maps or Apple Maps to find restaurants near each designated stop.
      9. Pack a few easy healthy snacks and your own water to hold you over between meals. I personally recommend taking a water bottle with filter that you can fill most anywhere there’s a water fountain or restaurant before you leave.
      10. Collapsible wheelchairs may be accommodated at any stop. Several trolleys are equipped with a lift for non-collapsible chairs/scooters or child strollers. Call the number on your ticket in advance to plan accordingly.
      11. Be aware that some double decker trolley tours may charge extra for top level seating. Also, consider inclement weather where there’s open air seating. It can get really cold or hot as well as get wet on rainy tour dates.
      12. Leave your pets home or in your RV. Only Service Dogs are permitted on trolley tours and tour buses. This excludes ESA and Therapy animals.
      13. Gratuities are not included in the tour prices. Tip your bus drivers and trolley tour guides accordingly (they may be the same person or two separate staff members).
      14. I recommend if you have the time to make one complete circle around on the trolley first to get a feel of points of interest or attractions you may want to disembark later for.

So, now it’s time to see where all the top sightseeing trolley tours in the U.S.

Boston Old Town Hop On Hop Off Trolley Tour

Boston Old Town Trolley Tour - Always On Liberty
Photo source: Viator

Explore the best that Boston has to offer on this 14-stop, hop-on hop-off tour of Bean Town.

See Boston’s top attractions like the USS Constitution and the Boston Tea Party Ships and Museum on the loop. Discover Boston at your leisure with a hop-on hop-off trolley tour. You’ll also visit most popular sights of Boston at your own pace. Hop on and off at any of the stops as often as you wish.

With unlimited rides and live onboard commentary, this trolley tour is like your personal Boston sightseeing taxi.

Tour Info Boston Hop-On Hop-Off Trolley Tour

✰ More Trolley Tours  Love ghost tours? Check out the Boston Ghosts and Gravestones Trolley Tour!

✰✰ READ MORE ✰✰ Did you know one of the best times to visit Boston is during America’s birthday? Boston is just one of the many Best Places to Celebrate 4th of July in America!

Washington D.C. Old Town Trolley Tour

Washington D.C. Hop-On Hop-off Trolley Tour - Always On Liberty
Photo source: Viator

Take a hop-on hop-off Washington DC trolley tour to explore the nation’s capital at your own pace. The Washington D.C. Trolley is the easiest way to get around the D.C. metro area. Their exclusive foreign language tour app aids visitors needing interpretation.

The trolley route encompasses the Washington D.C.’s top points of interest including the White House and U.S. Capitol building (you will not be going inside or visiting the grounds). You’ll also enjoy top attraction stops such as the Lincoln Memorial, Jefferson Memorial, the Washington Monument, Smithsonian Museums and more.

Tour Info Washington DC Hop-On Hop-off Trolley Tour

✰ More Trolley Tours  Honor our Fallen by taking the separate Arlington National Cemetery Hop-On Hop-Off Tour

Nashville Evening Trolley Tour

Nashville Evening Trolley Tour - Always On Liberty
Photo source: Viator

The Nashville Evening Trolley Tour is all about showing passengers the  bright lights of Nashville that made so many famous!

On your downtown tour of Nashville, you’ll learn about the history of music city and hear tales of all the superstars who have passed through over the years. You’ll definitely want to snap lots of photos while hearing insightful commentary from your entertaining tour guide.

See Nashville’s skyline and notable landmarks illuminated at night Hear stories and original songs shared by our talented guides Learn about the diverse music genres that have been present in Nashville over the years.

✰ Tour Info Nashville Evening Trolley Tour

 More Trolley Tours ✰ Would you rather sightsee Nashville by day? You can take the Nashville Daytime Hop-On Hop-Off Trolley Tour instead! And if you’re into the fun adult scene, you may opt for the Nashville Brewery Trolley Tour! 

Wadmalaw Adventure Trolley Tour

“This was the best bus tour experience we’ve ever had! Leanne was great and we learned so much! The tree was spectacular, we learned a lot about their yummy tea and the wine tasting was amazing!” -Liza P

Wine Sippin', Tea Drinkin' & Tree Huggin' Tour The Wadmalaw Adventure Trolley Tour - Always On Liberty
Photo source: Viator

Spend an incredible day on Wadmalaw Island, Charleston’s rural farming sea island, and tour 3 unique locations. Join for an intimate, small group tour, of no more than 8 guests.

First, tour guests visit the magnificent Angel Oak tree. No words can describe this surreal park. Then off to Charleston Tea Garden in South Carolina’s Low Country. It’s the only farm-to-table, tea growing & production plant in the United States.

The trolley tour around the tea garden is included. And so is the all-you-can-drink tea! And last, enjoy a drive over to Deep Water Vineyard for wine tasting and vineyard strolling. 

Tour InfoWine Sippin’, Tea Drinkin’ & Tree Huggin’ Tour: The Wadmalaw Adventure Trolley Tour

Sightseeing Savannah Trolley Tour

Sightseeing Savannah Trolley Tour - Always On Liberty
Photo by Always On Liberty©

Climb on board and begin learning about the history and culture of Savannah as you ride between the 15 stops.

Trolley riders can hop off at any stop Savannah’s historic district to explore further on foot with a flexible schedule to suit your pace and interests.

This 90-minute live narration trolley tour of Savannah includes stops at River Street, the City Market, the Cathedral of St. John the Baptist, and others. Costumed personalities may appear during tour such as Forrest Gump!

Tour Info Sightseeing Savannah Trolley Tour

✰ More Trolley Tours  Savannah Land & Sea Combo: City Sightseeing Trolley Tour with Riverboat Cruise

Savannah Comedy Trolley Tour

Savannah for Morons Comedy Trolley Tour - Always On Liberty
Photo source: Viator

Looking for a unique trolley tour experience in Savannah? This adult comedy show on wheels that roasts nearly 300 years of Savannah lore in 90 fun-filled minutes.

Hosted by the infamous Moron Twins, Dannie and Danny Moron, this frolic around Savannah will give you all the inside gossip on practically every important moment that has transpired throughout Savannah’s deep, complex, and intoxicating (and intoxicated) past and present.

Trolley tour riders will learn hear quirky, saucy and eccentric tales about the founding of the colony of Georgia to the Civil War. And, if that’s not enough, hear some Paula Deen trivia and why every tourist must take a selfie on the Forrest Gump bench.

Tour Info Savannah Comedy Trolley Tour

✰ More Trolley Tours  Savannah Ghosts & Gravestones Trolley Tour

Key West Hop-On Hop-Off Trolley Tour

Key West Hop-On Hop-Off Trolley Tour - Always On Liberty
Photo by Always On Liberty©

Get to know Key West and its top attractions on a comprehensive, guided hop-on hop-off tour. Learn about the history and happenings of Key West like stories of pirates, Indians and the Civil War. 

Key West tourists will discover the legends of the Calusa Indians, who gave the city its first name, Cayo Hueso, the Island of Bones. Also, hear about Henry Flagler’s famous railroad, built over almost two decades. And you’ll also get to visit popular sites like Mallory Square, the popular Hog’s Breath Saloon. See the Ernest Hemingway House, Key West Aquarium and Shipwreck Treasures Museum.

Tour Info  Key West Hop-On Hop-Off Trolley Tour

✰ More Trolley Tours  Key West Ghosts and Gravestones Trolley Tour

Historically Hilarious Trolley Tour of Philadelphia

“Enjoy the sights from the comfort of the trolley and have some good laughs along the way!” – Viator Review

Historically Hilarious Trolley Tour of Philadelphia - Always On Liberty
Photo source: Viator

See Philadelphia’s historic landmarks and sites while sipping your own beer or wine and hearing little-known facts from a guide.

This sightseeing tour by trolley takes the stress off finding a designated driver for exploring as you see Philly’s tops sights such City Hall, Love Park, Boathouse Row, the Liberty Bell, Betsy Ross’ House, and the Declaration House. You can even snap a photo in front of the bronze statue dedicated to Philly’s native son, Rocky Balboa.

Oh, and don’t think for a moment this trolley tour is boring! You’ll love your guide’s sense of humor and it’s BYOB (bring your own booze, bottle, beer, etc.) And, it’s totally bachelor and bachelorette party approved! But, please drink responsibly.

Tour Info Historically Hilarious Trolley Tour of Philadelphia

✰ More Trolley Tours ✰ Philadelphia Band, Brewery, and Beer Garden Evening Trolley Tour

San Diego Hop On Hop Off Trolley Tour

“The absolute best way to see San Diego. Because you have the flexibility to get on and off, you have an opportunity to self explore absolutely everywhere. The drivers are knowledgeable and so much fun and add so much to the experience.”Viator Reviewer

Explore some of the top highlights of San Diego with your or or two day trolley pass (depending on option selected) for the city’s Hop-on, Hop-off Trolley Tour. This San Diego trolley tour features live commentary from the on-board tour guide during your ride.

Choose your own adventure as you get on and off the trolley at any of the 11 included stops, covering famous sights including the Gaslamp Quarter, the San Diego Zoo, USS Midway and the Cruise Ship Terminal, Little Italy, and many more. 

Tour Info San Diego Hop On Hop Off Trolley Tour

 More Trolley Tours ✰ San Diego Ghosts and Gravestones Tour

Portland Hop-On Hop-Off Pink Trolley Tour

Portland Hop-On Hop-Off Pink Trolley Tour - Always On Liberty
Photo source: Viator

Explore the diverse cityscape on Portland’s hop-on hop-off sightseeing tour. With your 1 or 2-day trolley pass, create your own adventure with 13 possible stops, including 3 botanic gardens; the International Rose Test Garden, Portland Japanese Garden, and Lan Su Chinese Garden.

Also, hop off to trek to Washington Park, Oregon Museum of Science and Industry (OMSI), Powell’s Books, Oregon Zoo, and the Pearl District.

During your tour, you’ll learn about the city’s history and culture from your expert guide. Your ticket purchase comes with a feel-good bonus! A portion of your all ticket sales goes to breast cancer awareness and research.

Tour Info  Portland-Hop-On-Hop-Off-Tour

 More Trolley Tours  Portland Hop-On Hop-Off Trolley and Columbia River Gorge Tour.

Sonoma Valley Wine Trolley

Sonoma Valley Wine Trolley Tour - Always On Liberty
Photo source: Viator

Are you and your adult travel companion looking for an unusual way to taste your way through California’s wine country?

Ride through the beautiful Sonoma Valley on an authentic replica of a late 1890s San Francisco cable car. No need for a designated driver or getting in and out of a limo! Everyone has a window seat aboard the vintage, open-air Sonoma Valley Wine Trolley.

This trolley tour is narrated by a local historian and actor who provides wine country tidbits and background on the wineries you may visit.

While the wine tasting is the best way to learn about the varietals you’ll sip, your host shares historical trivia on the region, including California Historical Landmarks like the Bear Flag Monument. Included in your tour is a catered lunch from a popular local bistro.

Tour Info ✰ Sonoma Valley Wine Trolley

 More Trolley Tours  Napa Valley Open Air Wine Trolley Tour with Lunch

Fredericksburg Historic District Trolley Tour

Fredericksburg Historic District Trolley Tour - Always On Liberty
Photo source: Viator

The official trolley tours for the City of Fredericksburg, Texas are led by local historians and expert members of the community.

This Texas town street car tour is fun, fact filled, and offer an opportunity to explore some areas that most auto tour tourists don’t get to see.

Fredericksburg’s German history is highlighted in a narrative and by viewing local landmarks of historic value. Fredericksburg has over 399 remaining period structures within the historic district that you’ll view from the large trolley windows.

This tour highlights the city’s cultural offerings, old town, things to do, and early Texas with German ties that make Fredericksburg one of the top ranked places to visit in the United States!

Tour Info Fredericksburg Historic District Trolley Tour

 More Trolley Tours ✰ Fredericksburg City Trolley Tour

✰✰ READ MORE ✰✰ Start your trip planning to Fredericksburg, with our First Time Visitor’s Guide to Fredericksburg, Texas. And if you’re going to be in Texas Hill Country for added days, then be sure to read why we love the  Friendliest Places to Visit in Texas Hill Country

Tombstone Trolley Historical Tour

Tombstone Trolley Historical Tour - Always On Liberty
Photo source: Viator

Tombstone Arizona, aka the “Town Too Tough to Die”, was a 19th-century Gold Rush village in Arizona. Now it’s preserved as a living open-air museum.

On this this tour, trolley takers will journey through town on-board the historic Tombstone Trolley bus and experience a taste of the Wild West. Ride through Tombstone Arizona on a historic trolley bus Learn about life in the Wild West during the 19th-century Gold Rush

Learn more about the historic boomtown from the live on-board commentary and stop along the way at sights such as Bufford House, the Bird Cage Theater, and Boot Hill Cemetery. 

Tour Info Tombstone Trolley Historical Tour

Trolley Adventure: A Show-Tour of Salt Lake City

Trolley Adventure Show Tour of Salt Lake City - Always On Liberty
Photo source: Viator

Explore Salt Lake City on this 90 minute trolley tour. Traveling on a replica streetcar, you’ll see the city’s historical districts and make several photo stops at landmarks and attractions. The uniformed trolley conductor acts as your guide.

On this exceptional trolley route, street car passengers will pass by a century-old mansion of a silver miner, now the largest governor’s mansion in America.

You’ll also get to visit the second most beautiful state capitol in America. Hear stories of the 2002 Winter Olympics, see Olympic Snowflake Fountain. Also, enjoy the star of the show, seeing Utah’s most famous structure and largest temple in the world; the Church of Jesus Christ of Latter-day Saints.

Tour Info ✰ Trolley Adventure: A Show-Tour of Salt Lake City

Anchorage Trolley Tour

Anchorage Trolley Tour in Alaska - Always On Liberty
Photo source: Viator

Plop into a comfy seat aboard a cable car a 1-hour Anchorage tour by trolley in the Last Frontier. Trolley passengers get to  enjoy listening to the unique history and legacy of Anchorage from knowledgeable trolley tour guides.

As you roll along in the city, delight in sights like moose (safely) crossing the road and seaplanes descending on Lake Hood and Lake Spenard. Learn about the local history and culture of Alaska’s most populous city from guides with generational ties to the region. See the Anchorage’s top attractions; Earthquake Park, the Alaska Railroad and Lake Hood.

Tour Info Anchorage Trolley Tour

Other noteworthy Hop-On Hop-Off City Trolley Tours in the U.S.

Don’t see your city or upcoming destination showcased above? Check out these sightseeing trolley tours:

Sightseeing Trolley Tour in Atlanta

Boynton Canyon Trolley Tour from Sedona

Derailed: Trolley Tour and Train Ride in Chattanooga

Cody Wyoming Best of the West Trolley Tour

Dallas Hop On Hop Off Trolley Tour

John F. Kennedy Trolley Tour in Dallas

Myrtle Beach History, Movies and Music Trolley Tour

Early Myrtle Beach History and WWII Years Trolley Tour

Newport Trolley Tour with Breakers Mansion

Peek at Portland Sightseeing Trolley Tour

Santa Barbara Trolley Tour

Sightseeing Trolley Tour of Sarasota

St. Augustine Hop-On Hop-Off Trolley Tour

St. Louis Narrated Trolley Tour

Waikiki Trolley Hop-On Hop-Off Tour of Honolulu

Portland Colombia River Highway Waterfalls Hop-On Hop-Off Trolley Tour

And if you’ve still not seen your city or destination above, check the listing of lots more hop-on hop-off trolley tours near me.

Wrapping up the top sightseeing trolley tours in the U.S.

Key West Trolley Tour - Always On Liberty
Photo source: Viator

Sightseeing trolley tours are one of the best ways to explore a city or destination without driving and trying to find places to park at attractions and points of interest.

And, because these hop-on hop-off trolley tours are an all day event, you can take your time seeing all there is to see at these awesome destinations.

But more over, learning about the history and quirky trivia of these places by the tour guides makes these old fashion street car tour excursions fun and memorable.

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Best Hop On Hop Off Trolley Tours in the United States - Always On Liberty

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