Top 7 luxury & private things to do in Cleveland

1. Private vacation photoshoot with a local photographer in Cleveland

One hour session in popular locations — professional photos that capture your Cleveland adventure along with local tips.

2. Wine tour in Cleveland’s Gordon Square

Three-and-a-half hours by golf cart — visit two wine bars and a cocktail lounge with ample time to relax and enjoy each venue.

3. Cleveland golf cart city tour

A 65-75 minute private golf cart ride through Cleveland's highlights, stopping for photo ops at iconic landmarks with a fun soundtrack along the way.

4. Private Cleveland highlights tour by SUV

Two hours in a private SUV — visit significant sights and views of Cleveland beyond main street, with historical context provided throughout.

“Steve, our tour guide, customized the experience to match our interests. He was incredibly insightful, sharing extensive knowledge about Cleveland's culture and history.”— Mercie_B

5. Private airport transfer from Cleveland Airport to downtown hotels

Twenty-four-hour service — private transfer to hotels in Downtown Cleveland, choosing between a luxury sedan for three or a van for seven passengers.

“Tommy gave us an unexpected brief tour of the historical sections of downtown Cleveland during our transfer. He shared his knowledge of significant events related to the city while driving us through these notable areas.”— Tom_H

6. Cleveland ghost tour: haunted history walking tour

Two-hour walking tour through Cleveland's historic district, with tales from the Battle of Lake Erie to local crime, exploring haunted sites like the Hanna Theatre and Cleveland Grays Armory Museum.

“This was a wonderful tour. Michelle was kind and shared fascinating stories. We really enjoyed discovering the ghostly tales of Cleveland and had an excellent time.”— Sreal2

7. Private airport transfer to Cleveland Airport (CLE)

Twenty-four-hour service — choose between a luxury sedan for three, a minivan for five, or a van for seven passengers.

“We had a great experience with this driver for the fourth time. As a native of Cleveland, he genuinely loves sharing the highlights of his city with us.”— Albert_B