Top USA Trolley Tours - page 5

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

Discover San Antonio, Texas on this sightseeing trolley tour of the city. Get on and off the trolley to explore at will at one of the 12 stops, or stay put and listen to the live narrator explain more about the history of the city. Feel free to pick your guide’s brain on what else to see and where to eat next.

Our luxury trolley wine tour company offers an unforgettable wine-tasting adventure aboard the region’s only luxury trolley, which seamlessly transforms into an open-air or enclosed space with air conditioning or heat—perfect for any weather. Led by fun and knowledgeable guides, our daily customized tours visit three handpicked boutique wineries, where you’ll savor exceptional wines, from sparkling blends to bold reds, crafted by talented local vintners. Your journey begins and ends in historic Old Town Temecula, offering the perfect start and finish to your day, with its charm, convenience, and vibrant atmosphere. Our Luxury trolley wine tasting tour is your ticket to the very best of Temecula wine country.

Board the stadium seating trolley and explore San Antonio’s vibrant culture and history with a combination of the Old Town Trolley Tour and Go Rio River Cruise. This 2-day ticket allows for a hop-on, hop-off trolley experience at 12 key stops, including the historic Alamo, the lively Pearl district, and the serene Japanese Tea Garden. Enjoy a 35-minute narrated river cruise that showcases iconic landmarks like La Villita and Selena’s Bridge, all while being guided by knowledgeable locals who share fascinating stories. Perfect for families and history enthusiasts, this tour offers both flexibility and insights into Alamo City. - 2-day unlimited access to Old Town Trolley plus one River Cruise - Explore 12 stops including the Alamo, Japanese Tea Garden San Antonio Museum of Art, the Pearl and more - 35-minute narrated river cruise aboard eco-friendly boats - Ideal for families and history lovers with flexible exploring options

Tour Provincetown aboard our authentic Trolleys featuring the history of the Mayflower's first landing, the development of our famous art colony, the beauty of the National Seashore and much more. Tours available from May thru October.

Get acquainted with Dallas on Dallas' only Hop On Hop Off tour. Learn about Dallas' history, where all the fun things are to do, and where Dallas is headed in the future. Use our climate controlled trolley to tour Dallas at your own pace. The hop tour is the BEST first thing to do!

Climb aboard Minneapolis’ Candlelight Ghost Trolley Tour for a wickedly fun night of haunted history, paranormal legends, and eerie storytelling through the city’s darkest corners. Departing from the infamous haunted Pillsbury Club, guests can arrive early to explore the Halloween market, grab food, and relax in exclusive VIP lounges before the spirits come out to play. Led by expert storytellers-you’ll ride through Minneapolis aboard a historic trolley rumored to be haunted itself, hearing chilling tales of ghostly apparitions, cursed mansions, unsolved mysteries, and the strange figures still said to wander the streets after dark. Armed with flickering candlelight you’ll experience one of Minneapolis’ top-rated nighttime attractions and a year-round Halloween event that’s equal parts spooky, theatrical, and wildly entertaining.

Warner Bros Studio Tour Hollywood has partnered with Turner Classic Movies for a new and improved tour that film buffs won’t want to miss. You'll explore the backlot of a working Hollywood studio and learn how movies are made while an expert tour guide shares stories and facts from the Golden Age of Hollywood. You’ll even get to see costumes from the Warner Bros. archive, the historic Rose Garden and a behind-the-scenes look at where movie magic has been happening for 100+ years.

Join us aboard our charming vintage-style trolley for an unforgettable wine tour through Paso Robles! Combining vintage charm with modern comfort, our nostalgic retro trolley creates a fun, stylish ride that sets it apart from standard bus or van tours. Your day begins with a complimentary 3-bubbly send-off tasting at check-in. Once on board, relax fully as your professional guide takes the wheel, handling the navigation so you can safely enjoy a stress-free ride with festive music, snacks, and water. We’ll visit three handpicked wineries. As we travel, take in the breathtaking vineyard scenery, rolling hills, and iconic wine country. Tasting fees are paid separately at each stop so you can choose the exact flights you want, from bold Cabernet Sauvignons to elegant Rhône-style blends. At one winery, enjoy an optional lunch available for purchase. Tours last approximately 5.5 hours, offering a lively, social atmosphere with generous time at each stop to taste and relax.

Nashville’s vibrant history gets a hilarious twist on the Nashville For Morons Comedy Trolley Tour. Enjoy a 90-minute ride filled with comedy, skits, and the outrageous storytelling of the Moron Twins. This interactive tour combines laughs with little-known facts about Music City, featuring costume changes and dramatic reenactments that keep the energy high. With a mid-tour break for refreshments, this PG-13 adventure is perfect for those looking to explore Nashville in a fun and entertaining way. The content and skits in this tour are not appropriate for sensitive audiences. - 90-minute comedic trolley tour through Nashville's history - Live performances by the Moron Twins, featuring original comedy bits - Costume changes and skit-style storytelling for a lively experience - Includes one rest stop for refreshments during the tour

Enjoy an immersive walk through some of San Francisco’s most popular downtown neighborhoods—and get a local perspective on the city that you’d otherwise miss—on this guided walking tour. In just half a day, discover highlight areas from Chinatown and ritzy Nob Hill to historical Jackson Square, North Beach (San Francisco’s Little Italy), and more. As you go, learn insider facts and stories from your guide.

Uncover Myrtle Beach’s eerie past aboard a trolley bus on this history tour. Climb aboard the enclosed vehicle and travel south to Murrells Inlet, listening to local ghost and pirate stories along the way. Learn about the historic families who lived in the area and pass by several historic landmarks that are purported to be haunted before heading back to Myrtle Beach.

Save your feet while discovering Minneapolis from a unique perspective on board a historic street trolley. Listen to live commentary as you roll through the city’s five original districts where the behind the makings of today's Minneapolis can be found. This one-of-a-kind city tour is fun for all ages.

All aboard for a one-of-a-kind Chattanooga experience! Begin your day on a vintage trolley as our local guide leads you through the heart of downtown, sharing stories of the city’s rail heritage, Civil War past, and vibrant culture. Then, your journey continues aboard a historic train ride — a must for railroad fans and adventurers alike. This combo tour blends nostalgia, storytelling, and scenery into an unforgettable exploration of Tennessee’s Scenic City, where tracks and trolleys meet for a fun, family-friendly adventure.

Explore Naples in style on a vintage trolley during this guided tour. Conveniently Hop on and off at your leisure as you discover all that Naples, Florida has to offer. This narrated tour visits over 100 points of interest, so don't have to worry about missing out on the highlights. Plus, your guides are eager to share insights and answer your questions throughout the trip.

If the love don't feel like 90s R&B… I don't want it! Trill On Wheels presents the Lovers & Friends 90s R&B Party Bike Tour. For the lovers, friends, and fans of 90s R&B and those nostalgic house party vibes. Y'all remember how you felt watching Jodeci on BET's Video Soul or Aaliyah on Cita's World? Where were you when that Remember The Time video dropped or when TLC taught you your "No Scrub" philosophy? Whether you're happily single, 20+ years married, or just a fan of the culture, this tour is for you! This tour comes jam-packed with a 100% 90s R&B Party playlist, 2 bar stops, Trill Trivia, Trap Karaoke, and all the New Jack Swinging your legs can handle. 100% Motorized & 100% BYOB - Bring your drinks and we bring the vibes! Trill On Wheels riders get access to multiple signature tour experiences, exclusive rider upgrades, and a complete lineup of ways to customize your ride. See everything we offer @trillonwheels. No Diggity…

Discover some hidden gems that most tourists miss on this guided tour of Niagara Falls. Hear how the falls were formed, learn local history at spots like the Nikola Tesla Monument, get up close to the spray with a ride on the Maid of the Mist, climb to the top of the Niagara Falls Observation Tower, and much more.

Combine city sightseeing with a drinking experience, without having to walk great distances, during this trolley pub crawl in Charlotte—perfect for travelers who like to stay active while having fun. A guide plans a route through Charlotte’s South End area based on riders' requests and then makes two to three stops for the group.

Cover the top sights in Nashville without getting footsore on this unique tractor tour of the city’s highlights. Settle into the bench seats inside the red barn-themed trailer and explore the city at a leisurely pace so you have plenty of time to take in the landmarks and snap photos. Learn about Nashville’s history and break up the tour with a stop at Marathon Village to take in the shops and museum.

Instead of sweating your way through the Florida heat on a walking tour, why not sit back, relax, and see the city via trolley instead? This St. Petersburg tour includes not just the chance to spot local landmarks all around the city, like Beach Drive and the Central Avenue Murals, but it also includes complimentary ice-cold water, sodas, beer, and wine, and a stop at a local distillery.

See West Maui’s highlights as you enjoy the island breeze on a unique open-air bus tour with a small group. Your local guide shares their insight and handles all navigation and logistics. You’ll see Honolua Bay, the Kapalua resort area, Kaanapali’s coastal roads, and the Coffee Farm Overlook, with stops for photos along the way. Children must be at least 5 years old and meet booster seat and height requirements for safety.

Travel through Oahu’s lush landscape on a tropical gardens tour and canoe trip. Head first to Kualoa Ranch for a guided tour through the fragrant fruit trees and tropical flowers, learning about the orchards and gardens. Then, hop on a Polynesian canoe and cruise to an 800-year-old Hawaiian fish pond while your guide reveals the region’s aquaculture and sailing traditions.

Combine an attraction-packed shuttle tour with a bike rental during this small-group sightseeing package in Jefferson. Discover top sights in the historic district, from Jefferson Historical Museum, The Grove haunted house, and Oakwood cemetery. Travel comfortably in an open-air vehicle, with blankets available in cold weather, as you listen to local lore, historical context, and interactive trivia.

Experience California’s most renowned wine country with a fun and relaxing tour aboard the Napa Valley Wine Trolley. Travel through the picturesque vineyards of northern Napa aboard a replica of an iconic San Francisco cable car, stopping at three premium wineries to sample the local bounty. Plus, enjoy a family-style lunch and learn Napa trivia from a local guide throughout the day. Please note: You must be 21 years or older to take this tour.