Top North America Classic Car Tours

If you’re looking to explore Washington DC in style, this 2-hour tour of some of the US’s most iconic monuments and landmarks while riding in either a four or seven-seater electric vintage-style luxury car could be for you. Riding in a Model T replica, witness unobstructed views of the Jefferson Memorial, Capitol Hill, DC’s war memorials, and many more.

Slip behind the wheel of a supercar—and discover some of Hollywood's iconic landmarks as you go—on this private Ferrari tour. Pick from multiple start times, from morning to evening, and choose whether you want to drive, split the driving with someone else, or ride as a passenger. Whichever you pick, you can cruise along Hollywood Boulevard, stop to pose in front of the Hollywood Sign, and more.

Visit Portland’s scenic coast, historic sites and most vibrant neighborhoods with a sightseeing and shopping tour on a classic fire engine. Get great views of picture-perfect lighthouses and architecture from high up on the engine, and listen to live narration as you tour the city. Learn about Portland’s maritime past as you explore cobblestone streets with enjoy plenty of time to browse souvenir shops and sample the area’s most distinctive foods. Finish your tour in the heart of downtown, near historic wharves, restaurants and boutiques.

Take a journey around San Francisco's top sights in a retro way with this small-group tour by vintage Volkswagen bus, decorated with long eyelashes so you can't miss your tour vehicle. You'll pass by neighborhoods like Chinatown, Union Square, Pacific Heights, North Beach, Haight-Ashbury, the Marina, and Hayes Valley, plus see the Palace of Fine Arts, Golden Gate Bridge, Golden Gate Park, Civic Center, and more.

Explore Philadelphia in a unique way as you drive through the City of Brotherly Love in a vintage car. Your local guide takes care of all the logistics and navigation as you relax and enjoy the sights. See many highlights in a few hours, including the Liberty Bell, Independence Hall, Philadelphia Museum of Art, and the Betsy Ross House, while you hear fascinating stories from your professional guide.

With us, you're not just a passenger — you're part of the experience. We take you deep into the heart of Cozumel’s jungle, far from the crowded routes, where the island’s true magic lives. Ride through ancient trails to the historic village of El Cedral, explore the mystical Jade Cavern, and swim in a sacred cenote once used by the Maya for rituals. Along the way, you’ll spot native wildlife like bats, coatis, and raccoons, and enjoy a local tequila tasting that adds flavor to the journey. We keep our groups small, our vibe authentic, and our focus personalized — because your adventure should feel like your own. This is more than just a ride. It’s a connection to nature, culture, and the stories that make Cozumel unforgettable.

Hit the Los Angeles roads feeling like you’re in a Hollywood movie on this private tour of West Hollywood and Beverly Hills. Drive around Tinseltown in a 1970s classic convertible, the wind in your hair as you explore these glossy neighborhoods and see the Hollywood Sign and the Walk of Fame. Hear stories about the famous people that made this city, and the celebrities that live here now, from your dedicated guide.

Visit some of the top wineries in Napa and Sonoma counties on this private wine tour from San Francisco. Traveling by private vehicle with your own chauffeur, you'll discover the best of California wine country as you enjoy wine tastings at select wineries. When booking, select the option that suits your group size. Because this is a private tour, your itinerary can be customized.

Explore the highlights of Philadelphia in a unique way as you drive through the City of Brotherly Love in a vintage car. Your knowledgeable guide takes care of all the logistics and navigation while ensuring you maximize your brief time. See several landmarks in a few hours, including the Liberty Bell, Independence Hall, and Philadelphia Museum of Art, while listening to fascinating insights from your local guide.

Hop on a '70s-era VW bus and get to know the hippie past and hipster vibe that make up San Francisco today. Starting and ending at Fisherman's Wharf, this sightseeing tour takes you around the city, including Chinatown, North Beach, the Castro, the Mission, downtown and more. See the homes of The Grateful Dead, Janis Joplin and Jimi Hendrix, while listening to '60s classics. So settle into a neon-blue seat and dig your shoes into groovy shag carpet. Each bus accommodates up to just six people.

Travel in a replica of a 1908 FORD T, tour the Historic Center of Santiago de Queretaro in the company of a Tourist Host. You will hear in a talk the history, legends and traditions of Queretanas. ** The vehicles are replicas of a 1908 Ford t *** Itinerary sites are different according to the option selected.

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.

See many of Washington, DC's most popular sites on this guided sightseeing cart shuttle tour. Discover the major points of interest and attractions in DC during the bustling daytime hours. Visit the Potomac River waterfront, the National Mall, and the magnificent monuments and memorials throughout the city. See the Lincoln Memorial, the Vietnam Veterans Memorial, the Martin Luther King, Jr. Memorial, and many more. DC hotel pickup and drop-off included from the Hamilton Hotel. Drop-off at the White House or the Hamilton Hotel.

Hop aboard a vintage Volkswagen bus for a San Francisco city tour to remember. Travel down streets a typical tour bus can't access while your guide fills you in on the history of the City by the Bay, from the Gold Rush to Silicon Valley. Get views of landmarks such as Twin Peaks, the Golden Gate Bridge, and the Painted Ladies as you travel through distinct city districts, and see more of the city than you could if exploring independently.

Swap time-consuming public transit for a glamorous replica 1903 Ford Model T during this private sightseeing excursion in Ensenada, ideal for first-time visitors. Travel in style to Ensenada wineries, bars, restaurants, and more alongside your personal driver-guide while gaining a more in-depth insight into the city and covering more ground than you could if exploring independently.

The Sonoma Valley is one of California’s oldest and most renowned wine regions. On this full-day tour, travel around the Sonoma Valley in a Vintage VW bus and visit award-winning wineries. Learn all about the winemaking process as you tour a wine cave, sample a variety of Californian wines during guided wine tastings (own expense), and tuck into a gourmet Italian-style lunch at a winery restaurant (own expense).

Swap crowded bus tours for the ultimate stylish and retro way of exploring Los Angeles—a ‘64 Impala Lowrider car tour. Cruise past luxurious mansions, take a photo break at Hollywood’s Walk of Fame, and enjoy the full LA cityscape from Mulholland Drive—the perfect blend of iconic LA landmarks with nostalgic travel.

Head off the usual tourist trail to learn how movies, architecture, migration, and cultural ambition shaped the identity of Downtown Los Angeles. As you explore on foot, gain an understand the city beyond surface-level sightseeing, with your guide providing an insider perspective. Along the way, discover how design and media changed both the physical environment and the way the city is experienced.

Cruise the rolling hills of Temecula in iconic style aboard our vintage VW Buses. At Van’N Boozy, we believe the journey should be just as fun as the destination. We hand-select the region’s most stunning, award-winning wineries where you’ll enjoy included tastings & exclusive bottle discounts. Forget ordinary transportation- Ride in style w/great music, local guides, & memories that will last a lifetime! Between stops, stay refreshed w/complimentary snacks & chilled water. Our expert guides are the ultimate wingmen—ready to dish out local facts along the way, or take a “backseat” while you turn up the volume! Whether you're a wine connoisseur or here for the vintage Cali vibes, this is the most unique way to experience Temecula. Included: Tastings at 2 premier wineries (4-6 samples each) The Ride: Authentic VW Bus experience w/a social, fun atmosphere. Perks: Chilled water, snacks, and local expert guides. Book now & let’s get Boozy! *Private tours are available—contact us for details

Explore the streets of Miami in a classic convertible car during a half-day tour with a private chauffeur. Ride between Art Deco highlights of South Beach and see landmarks such as the Versace Mansion and Millionaire's Row. Cruise across the bay to explore the Design District, Wynwood, Downtown Miami, Bayside, Coconut Grove, and Coral Gables.

See the best of San Francisco on this private tuk-tuk tour with up to six of your guests, and a guide to lead the way. Meet your guide at Umbrella Alley in Fisherman’s Wharf and be whisked across town as your guide regales you with about San Francisco. Highlights include cruising through Chinatown and North Beach, admiring the Golden Gate Bridge and the city skyline, and stopping for photo ops to remember your adventure. Note: The price for this tour is per vehicle/group, not per person. Each tuk-tuk can accommodate up to 6 passengers.

Avoid the challenge of planning a full San Francisco itinerary and coordinating transport across the city and beyond. This private Jeep tour combines top landmarks with nearby escapes like Muir Woods into one seamless experience. Travel efficiently between sights with a flexible route and expert guidance, so you can see more in a day without the stress of logistics.

Get a taste of life as it was on the chilly tundra of the Northwest Territories. Cozy up in a rustic cabin on this private experience for a midnight lunch of hot bannock and fish chowder, and listen to stories shared by your local hosts. Guests are invited to dress up in provided costumes for fun photoshoots and the aurora borealis may make an appearance. You’re welcome to bring a drink of your choice (teas and coffee are provided) to celebrate under the stars.