There are 22 dog-friendly tours within 20 miles of Gary. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Gary.
Mercury's Canine Cruise
Mercury's Canine Cruise is a dog-friendly boat tour in Chicago IL. Bring your pooch on a leash and enjoy quality time with your dog while cruising on Chicago's waterways. Sit back, relax and soak in the city as you enjoy a lively narration of Chicago’s rich history and architectural marvels with dog-friendly highlights. Keep your dog on your lap, in a seat or on the deck. The dog cruise boat offers plenty of safe outdoor seating, water bowls and a special newspaper-lined restroom for your pet. Enjoy a great day out of doors with your favorite companion. Reserve your tickets online or at the ticket office. Tickets available online or dockside day-of. Tours run seasonally so be sure to check their website for current schedule.
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Seadog Cruises Chicago by Hornblower
You and your pooch can see the Windy City from the water aboard a Seadog Cruises Chicago by Hornblower speedboat. Departing from Navy Pier, Seadog Cruises offers a variety of dog-friendly event tours throughout the year. Check their website for a current schedule of SeaDog cruises.
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Shoreline Sightseeing
Bring Fido aboard one of the dog-friendly Shoreline Cruises boats in Chicago, IL, for a trip on Lake Michigan or the Chicago River. Well-behaved, leashed pets are welcome on classic lake cruises and architecture cruises. The classic lake cruise will highlight historic lakefront sights and attractions along Lake Michigan. The architecture cruise will take you down the Chicago River to see buildings such as Tribune Tower, Wrigley Building, Trump Tower, Marina City and more. Dogs are not permitted on special event cruises or on fireworks cruises. Cruises depart from multiple locations depending on cruise and time. Call or visit website for exact departure location.
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Urban Kayaks
Urban Kayaks offers pet-friendly kayak rentals and guided tours in Chicago, IL. Your pup is welcome to join you as you explore the Chicago River and paddle through the center of downtown. Pup life jackets are supplied!
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Gangsters and Ghosts Tours
'Gangsters and Ghosts Tours' is a pet-friendly Airbnb Experience hosted by Stevie. You and Fido will venture out on a historically-based walking tour of Chicago's Loop Vice District, highlighting the gangsters, their crimes and deals, and ghost stories of the area's past. The experience lasts 2 hours and can accommodate up to 20 guests of all ages. Rates start at $35 per person.
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The Chi-Town Showdown Scavenger Hunt
'The Chi-Town Showdown Scavenger Hunt' is a pet-friendly Airbnb Experience hosted by Kat & Alan. Discover Chicago on a scavenger hunt with your pooch. First, receive instructions and warm up for the event. Then, depart with your dog on a tour of the sights and sounds of Chi-town. Take part in fun activities and complete clues along the way. The experience lasts 2 hours and can accommodate up to 30 guests of all ages. Rates start at $25 per person.
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Must Have Chicago Photos
'Must Have Chicago Photos' is a pet-friendly Airbnb Experience hosted by Carla. Create some lasting memories while with your pooch in Chicago. Explore downtown on foot while your host captures moments of you together in locations such as Millennium Park, Chicago Theater, River Walk and more. Private shoots are also available. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 2 and up. Rates start at $79 per person.
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Sketching Chicago with Ink & Watercolors
'Sketching Chicago with Ink & Watercolors' is a pet-friendly Airbnb Experience hosted by Monika. Contact host before booking so that a more dog friendly location can be planned. Your pup will sit beside you at this workshop while you create an urban sketch of Chicago using pencil, ink, and watercolors. Your host will provide a sketch kit, examples for inspiration, plus tips and techniques along the way. While you sketch, your host will also discuss the history of Urban Sketching. The experience lasts 2 hours and can accommodate up to 3 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $49 per person.
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Sailing Chicago's Gorgeous Lakefront
'Sailing Chicago's Gorgeous Lakefront' is a pet-friendly Airbnb Experience hosted by Dan and Jen. Sail from DuSable Harbor to favorable winds led by Captain Dan. Your host will take care of the sailing, but is happy to guide you if you want to join in. Dogs are welcome and your host has some sizes of dog life jackets. Let them know first to see if they have the right size for your pooch. The experience lasts 3 hours and can accommodate up to 10 guests ages 5 and up. Life jackets are required for non-swimmers. Rates start at $160 per person.
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Chicago Historic Financial District Tour
'Chicago Historic Financial District Tour' is a pet-friendly Airbnb Experience hosted by Rachel. You and your pooch will take a guided walking tour of the district and discover the historic buildings and architecture. See the Old Chinatown, the elegant Rookery, and the Chicago Board of Trade and the last remaining Chicago Cow Path. Please note that Fido won't be allowed inside any buildings, but if the tour stops at one, someone from your group can wait outside with the pup. The experience lasts 2 hours and can accommodate up to 8 guests ages 13 and up. Rates start at $18 per person.
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Chicago Scavenger Hunt: Chicago's Magnificent Mile
Chicago Scavenger Hunt: Chicago's Magnificent Mile in Chicago, IL, is pet friendly. Walk from landmark to landmark to discover art, culture and history. Search plaques, statues and art to solve riddles that can only be found on location. If you can't find the answer, they'll guide you to the next location. Leashed pups are welcome to take part in this app-led hunt that can be completed at any time.
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Explore Chicago with a Photographer
'Explore Chicago with a Photographer' is a pet-friendly Airbnb Experience hosted by Emile. Create some lasting memories with your pooch at a photoshoot in Chicago. You and Fido will walk around The Bean and Buckingham Fountain while your photographer captures both candid and posed photos of you. Price per person is for a group up to 4 people -only one booking needed. You will receive 20 edited photos per session in 3 business days. The experience lasts 1 hour and can accommodate up to 4 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $129 per person.
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Private Lifestyle City Photo Shoot/Tour
'Private Lifestyle City Photo Shoot/Tour' is a pet-friendly Airbnb Experience hosted by Arthur. Create some lasting memories with your pooch while in Chicago. Your host will give you a tour of the city while capturing beautiful, candid and posed photos of you along the way. Your host can also teach you about modeling and photography, the editing process, rules/guides, etc. if you would like. You will receive 10 edited images and all unedited photos (usually 200+). Be sure to contact the host prior to booking to let them know that Fido will be joining the session. The experience lasts 2 hours and can accommodate up to 2 guests ages 16 and up. Rates start at $74 per person.
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Magnificent Mile Walking Tour
'Magnificent Mile Walking Tour' is a pet-friendly Airbnb Experience hosted by Rachel. You and your pup will be guided down Michigan Avenue where you will get to see all of the popular and historic spots. You will also pass Fort Dearborn, get a hot chocolate at Ghiradelli, and have a chance to to window shop on the Magnificent Mile. If bringing Fido, contact host prior to booking so accommodations can be made. The experience lasts 2.5 hours and can accommodate up to 10 guests ages 14 and up. Rates start at $18 per person.
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Chicago Historical Tour with Photo Shoot
'Chicago Historical Tour with Photo Shoot' is a pet-friendly Airbnb Experience hosted by Anastasiia. You and your pooch will take a guided tour of downtown and have your own personal photoshoot. Learn about Cloud Gate, Millennium Park, Calder’s Flamingo, Palmer House, Chicago architecture, history and more. The experience lasts 1.5 hours and can accommodate up to 4 guests ages 5 and up. Rates start at $119 per person.
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Hyde Park - Antiquity to the Atomic Age
'Hyde Park - Antiquity to the Atomic Age' is a pet-friendly Airbnb Experience hosted by Matt. You and your pooch will take a guided walking tour of Chicago's South Side, Hyde Park area. Please note that the tour spends about 30 minutes in the Oriental Institute in Hyde Park, which would not allow pets. Someone from your group would need to wait outside and you could take turns. Explore the neighborhood, its art, and the birthplace of the atomic bomb. See homes of the bomb’s creators, where their work was done, and visit the site of the first human-made atomic chain reaction as well a disused fallout shelter. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $30 per person.
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Windy City Street Photography Tour
'Windy City Street Photography Tour' is a pet-friendly Airbnb Experience hosted by Dorsey. A well-behaved pooch is welcome to join you at this hands-on workshop as long as you are able to keep an eye on him while learning and using your camera. You will visit various iconic sites and discuss an artistic approach to photographing each site before taking pictures. Your host will provide you with different techniques to getting unique photos and also take a photo of you at each stop that will be later emailed to you. The experience lasts 3 hours and can accommodate up to 5 guests ages 16 and up. Guest should have a general knowledge of camera functionality. Rates start at $250 per person.
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Explore Navy Pier with a Photographer
'Explore Navy Pier with a Photographer' is a pet-friendly Airbnb Experience hosted by Emile. Create some lasting memories with your pooch at a photoshoot in Chicago's Navy Pier. You and Fido will walk around the pier while your photographer captures both candid and posed photos of you. Price per person is for a group up to 5 people -only one booking needed. You will receive 20 edited photos per session in 3 business days. The experience lasts 1 hour and can accommodate up to 5 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $129 per person.
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Chicago Scavenger Hunt: Chicago Loop
Chicago Scavenger Hunt: Chicago Loop in Illinois is pet friendly. Explore Chicago on an app-led tour. Walk from landmark to landmark to discover art, culture and history. Search plaques, statues and art to solve riddles that can only be found on location. If you can not find the answer they'll guide you to the next location. Leashed pups are welcome to take part in this tour that can be completed at any time.
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Painting a Masterpiece Under the Gazebo
'Painting a Masterpiece Under the Gazebo' is a pet-friendly Airbnb Experience hosted by Howard. Prior approval is needed to bring Fido along as there may be other dogs onsite; contact host before booking. Your pooch will get to sit alongside you in your host's flower garden, under a gazebo as you create your own masterpiece. Your host provide materials including an 11x14 canvas and example art for inspiration, as well as instruction and a demonstration. The experience lasts 4 hours and can accommodate up to 8 guests ages 18 and up. Parents may also bring children under 2 years of age. Rates start at $30 per person.
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