Top Cleveland Private and Luxury

This isn’t a passive bus ride — it’s Cleveland brought to life. Ride in a charming trolley, hear authentic local stories, hop off for quick guided visits inside historic landmarks, and capture skyline photo ops along the way. We combine Cleveland’s rich history, iconic neighborhoods, and waterfront views into one seamless, engaging experience — perfect for first-time visitors and locals alike.

Check off one of Cleveland's top attraction when you visit the Rock & Roll Hall of Fame, and prebook your admission tickets for hassle-free visiting logistics. Arrive whenever suits you best, and explore the exhibits at your own pace during your self-guided tour. Look forward to discovering a wealth of musical stories and memorabilia, including everything from handwritten lyrics by The Beatles to Taylor Swift's piano and more.

If a standard history tour does not appeal, combine history with delicious food on this guided tour. Explore Cleveland's Little Italy neighborhood and learn about the Italian culture that has held firm here for generations. Visit some of the area's best restaurants, some long-standing, some newer, and sample such typical dishes as pasta, pizza, and meatballs.

See a spookier side of Cleveland—and discover sights and stories you would never encounter on your own—on this evening walking tour. Explore the city's dark corners in the company of a guide, and learn all about its (allegedly) haunted history, from historic battles to the casualties of organized crime. Visit landmarks like the Arcade, Soldiers and Sailors Monument, Connor Palace, and more, all in one night out.

Download GuideAlong's self-guided audio tour of Cuyahoga Valley National Park to explore a world of rich forests, rolling hills, and tranquil waterways. Marvel at the 60-foot cascading waters of Brandywine Falls, stroll across the Station Road Bridge for scenic views of the Cuyahoga River, ride aboard the historic Cuyahoga Valley Scenic Railroad, and experience 19th-century life at Hale Farm. Along the way, hear stories on the park’s rail history, wildlife, and settlers play automatically, enriching your drive through this haven of natural beauty. Enjoy the freedom to explore offline at your own pace. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use No time limits or expiry, and free updates Like having a tour guide along for the drive Purchase one tour per vehicle.

Cleveland’s strategic location on the nation’s waterways helped it grow from a frontier outpost into an industrial powerhouse. On this self-guided audio tour, you’ll discover how the city is transforming its historic buildings and neighbourhoods while honouring its rich past. This tour starts at Public Square, Cleveland’s town centre, where you’ll see the Soldiers and Sailors Monument honouring Civil War veterans. You’ll stroll down Euclid Avenue, once known as “Millionaires’ Row” for its 240 magnificent mansions, some housing industrial titans like John D. Rockefeller. Along the way, you’ll see stunning architecture like the Hyatt Arcade, built in 1890 as one of America’s first indoor shopping centres, and now beautifully preserved as a hotel. By the end of this tour, you’ll understand how Cleveland showcases the creative ways a post-industrial city can reinvent itself, creating a walkable mid-sized city that continues to surprise visitors.

The tour will begin at the Abraham Lincoln Monument, stroll through downtown, discovering tales of triumph, rivalry, and rebirth, before ending at the dazzling Playhouse Square. You'll discover the story of Cleveland, and see historic sites. Go at your own pace, stop and go at you please. the tour is location aware and plays as you walk, it's hands free, allowing you to keep you head up and experience the city. It never expires, go anytime.

Discover the vibrant essence of Downtown Cleveland on this guided walking tour, where rich history meets delightful flavors. Stroll through the bustling East 4th Street and visit historic spots as you stroll. Explore iconic landmarks such as Public Square and Playhouse Square, while your expert guide shares fascinating stories about the city's architecture and its inhabitants. Along the way, savor a diverse array of local culinary delights that reflect Cleveland's cultural tapestry, making this tour a perfect blend of history and gastronomy. - Guided walking tour through Downtown Cleveland's historic sites - Visit popular locations including Public Square and Playhouse Square - Taste a variety of local foods on the journey - a substantial midday meal - Learn about the city's rich history and vibrant neighborhoods from an expert guide

Discover Cleveland from an exhilarating vantage point with a helicopter tour that showcases the city’s most iconic landmarks. Take in stunning aerial views of renowned sites such as Rocket Mortgage FieldHouse, the Rock and Roll Hall of Fame, and the historic Tower City. This 10-mile flight offers a unique perspective of the vibrant downtown skyline and beautiful Lake Erie, making it a must-do for locals and visitors alike. Perfect for small groups, this tour provides an intimate experience with a maximum of three passengers per flight. - 10-mile scenic helicopter flight over downtown Cleveland - Fly past landmarks like the Rock and Roll Hall of Fame and Progressive Field - Maximum of 3 passengers for a personalized experience - Departures from Burke Lakefront Airport with free parking available

Explore the magic of Cuyahoga Valley National Park! Begin with a scenic train ride, witnessing nature's beauty unfold. Discover Brandywine Falls, feel the mist and capture family photos at this enchanting waterfall. Bike through winding trails, enjoying the park's scenic wonders. Immerse yourself in the vibrant Stan Hywet Hall and Gardens, exploring intricate landscapes and learning about the estate's rich history. Tune into nature's symphony – the rustle of leaves, babbling brooks, and birdsong. Engage in interactive games, bringing the park's wildlife to life for a fun experience. End your day with a breathtaking sunset, casting warm colors over the park. Whether by train, bike, or on foot, our tour lets you explore Cuyahoga Valley National Park at your own pace. *Download the Shaka Guide app to access your purchased tours.*

See Cleveland like a local with a guide to drive you around and help you soak up essential sights. Learn about Cleveland’s history and cover plenty of ground from a comfortable van. This private tour is perfect for anyone new to the city who wants to get their bearings and see as much as possible without exhausting themselves.

Experience Cleveland at its most magical aboard a festive trolley! This 90-minute holiday adventure combines dazzling Christmas lights, iconic Cleveland landmarks, local stories, and plenty of holiday cheer. Ride through beautifully decorated downtown neighborhoods, step inside the historic Arcade, and hop off for memorable photos at the Cleveland Script Sign and the iconic A Christmas Story House. With festive music, twinkling city lights, and the charm of traveling by trolley, it’s a fun and memorable way for families, couples, and friends to celebrate the holiday season in CLE.

Explore Cleveland's most exciting neighborhoods on this 90-minute bus tour with a comedic spin. As we explore Cleveland, your tour guide (a local comedian) will put a comedic spin on the city's sights, sounds, and history. The jokes you hear on the comedy bus are like those in a comedy club. Guests can bring their own beer or wine. Sit back and enjoy this hilarious, adult-oriented tour and experience all the excitement. Halfway through the tour, there's a 15-minute beverage and bathroom break.

If you don't have much time, but want to get a feel for Cleveland, this is the tour for you! A professional guide will show you the must-see sights. Whatever your interests - history, culture, sports - you'll see it all! We will tour Downtown: its lakefront, 3 profesional sports venues, the Warehouse District with its myriad restaurants, and Playouse Square, the 2nd largest performing arts district in the country. We'll drive into The Flats, the vibrant residential and entertainment area along the Cuyahoga River. You will get a thorough overview of Cleveland's cultural hub, University Circle, with its museums, universities, parks and hospitals. We will also see the unique Cultural Gardens in Rockefeller Park, dedicated to the various ethnic groups that settled in the city. You'll have a chance to sample some ethnic goodies at West Side Market! (Closed Tuesday & Thursday)

A shadowy figure has struck in Cleveland's University Circle, and the police are out of leads. Can you uncover the truth before the trail goes cold? You'll gather clues and interrogate suspects across one of America's most stunning cultural districts. Follow cryptic evidence from Wade Oval through the grand institutions lining East Boulevard, piecing together alibis and motives as the mystery deepens. Your investigation takes you past the Cleveland Museum of Art, through the grounds near Severance Hall, and along the tree-lined paths of University Circle. You'll discover hidden corners, striking architecture, and stories woven into this remarkable neighborhood. The adventure is entirely self-guided. Start anytime, pause whenever you like, and play at your own pace. Clues and a map in the app guide you between 12 locations across 2.7 km, taking around 1.5 hours. Perfect for curious explorers, date nights, or anyone who loves a good whodunit. The case is yours to crack.

Discover Akron like never before with an interactive walking adventure through its historic heart. Once the tire capital of the world, downtown Akron is filled with industrial legacies, hidden gems, and iconic landmarks waiting to be uncovered—if you can solve the clues. Through the Questo app, you'll explore on foot while unraveling 10–15 puzzle-based challenges that guide you from one stop to the next. Walk past Lock 3, the Civic Theatre, the Ohio & Erie Canal, and the old rubber factories that shaped the city's story. Along the way, each riddle you crack reveals fascinating facts and untold stories about Akron’s vibrant past. What makes this tour unique? It’s a self-paced, real-world adventure that transforms city exploration into an exciting puzzle game—perfect for curious minds and creative explorers. Ideal for couples, families, locals, and visitors who want to see Akron through a fun, interactive lens. All you need is your phone, your team, and your sense of discovery.

Pints on the Patio is Cleveland’s sunny-season brewery experience, built for birthdays, friend groups, bachelor and bachelorette weekends, visitors, locals, and anyone who believes beer tastes better outside. The experience begins and ends at BrewDog Cleveland Outpost, where free parking makes it easy to leave the car behind and let us handle the rest. Over 3.5 hours, ride between 3 of the best patios in premium golf carts with comfortable seating, Bluetooth soundbars, LED lighting, and music between stops. No parking shuffle. No long walks. No rideshare roulette. You’ll visit BrewDog for riverfront views, $5 beers, and 50% off appetizers; Saucy Brew Works for $4 beers and 50% off select appetizers and pizzas; and Collision Bend for waterfront patio views, discounted beers, and select offers. Food and drinks are purchased directly from each brewery. We provide the ride and discounts It’s patios, pints, music, and premium golf cart rides wrapped into one very Cleveland summer day.

Cleveland has wine bars. What it needed was a better way to connect them. Uncorked in The Land is a 3.5-hour night out connecting 3 amazing wine bars with premium open-air golf cart rides between every stop. You’ll spend 45 to 55 minutes at each stop, giving you enough time to sip, snack, and enjoy each place. Between stops, the music stays on while the cart cruises your group through Gordon Square, Ohio City, and Tremont. The experience includes a complimentary snack at Wyne Tasting & Cocktail Bar, one complimentary wine tasting at both Market Avenue & La Cave Du Vin. Additional wine, cocktails, food, and beverages are available for purchase directly from each venue. This is built for girls nights, birthdays, friends nights out, double dates, visitors, and groups who want something more memorable than dinner followed by a group-chat debate about where to go next. No Napa needed. This is Cleveland wine done right.

Cleveland's historic West Side Market is so chock-full of colorful vendors that it can feel overwhelming to a first time visitor. This guided tour takes you into the market to visit 15 specially selected vendors to sample their products, from beef jerky, to falafel and apple turnovers, while offering insight into the market's notable history and architecture.

This downtown Cleveland walking tour is a wonderful way to add some informative steps (and 2 optional staircases) to your day. Throughout the walk you will see highlights of Cleveland along Euclid Ave and the adjoining areas. The tour will have some history and fun facts about people, places, and things that make Cleveland a unique and special place. This walking tour is approximately 2 hours at a relaxed and comfortable pace with stops for discussion and questions. This tour is a year-round offering because half of the tour is walking through buildings. Your tour guide is a lifelong Clevelander. We need a minumum of 4 visitors to host this tour.

Explore the flavors and stories of Cleveland’s Little Italy on this guided walking tour. Visit beloved eateries while indulging in authentic Italian cuisine, from freshly baked goods to classic dishes and delightful frozen desserts. Your knowledgeable guide shares captivating tales of the neighborhood's immigrant heritage and local legends, making this a cultural journey as well as a culinary one. Perfect for both locals and first-time visitors, this tour is a delicious way to experience the charm of Little Italy. - Guided tour through Cleveland’s historic Little Italy - Sample authentic Italian flavors from local chefs - Learn about the neighborhood’s immigrant heritage and landmarks - Ideal for food lovers and culture enthusiasts alike

Explore Cleveland on this private combination driving and walking tour. Head off the beaten path and visit some of the city’s hidden gems as well as popular sights. Highlights include the house turned museum from “A Christmas Story,” Bridges of the Cleveland Flats, the Cleveland script sign in Edgewater Park, West Side Market, and more.

Tremont is a neighborhood of rich history, architecture, and cuisine. But, as a visitor, it can be tricky to choose which of its many great eateries to dine at. This walking tour explores Tremont's cuisine in depth — from its ethnic working class roots to the high-end gastronomic experiences now on offer — as you visit local restaurants to sample their dishes.