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Enjoy a memorable evening on the water with City Experiences Chicago Cruises, Boat Rides & Tours. With a perfect setting to enjoy dinner, drinks, and dancing, they provide stunning views of Chicago from the water. City Experiences offers exciting options for groups of 20 or more, such as historic sightseeing cruises in Boston, thrilling speed boat rides on Seadog in Chicago or Codzilla in Boston, and awe-inspiring whale watches in San Diego or Boston. With unique tours and experiences, City Experiences ensures an unforgettable day on the water.

The Wells Street Art Festival is an annual event on the second weekend of June. It is located in Old Town's popular Wells Street corridor and attracts around 50,000 visitors yearly. The festival showcases talented artists from across the continent specializing in traditional painting, sculpture, artisan woodworking, metalsmithing, jewel crafts, digital arts, and more. Additionally, there is a dedicated performance stage where local musicians, performance artists, and cover/tribute bands entertain the crowd throughout the weekend. Moreover, at the corner of Wells Street and Evergreen Street is a children's play area where kids can participate in arts and crafts, watch a performance, or have fun. The festival also has over 20 food and drink vendors who sell a variety of tasty treats. Visitors can try something from all the excellent Old Town restaurants participating.