Dog Friendly Tours in Chicago, IL

There are 33 dog-friendly tours in Chicago. 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 Chicago.

Pet Friendly Mercury's Canine Cruise
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. See Details
Pet Friendly Seadog Cruises Chicago by Hornblower
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. See Details
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. See Details
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! See Details
Windy City Ghosts Windy City Ghosts is a pet-friendly tour of Lake Michigan’s famed metropolis in Chicago, IL. The standard tour route is one mile. Eight different locations are included in the standard tour, including Lincoln Park and Lion House. Tours are held every night. Dogs are welcome on tours, as long as they are on a leash and well-behaved. This tour is offered by Colonial Ghosts, LLC. See Details
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. See Details
Kayak Chicago Come paddle with your best friend on a kayak at Kayak Chicago in Chicago, IL. We will start you out with an orientation, teaching paddle strokes, safety and rules of the water. Bring a doggie life jacket and you can enjoy the water together. The kayaks are very stable sit-on-tops, so your dog can sit or stand on the boat. See Details
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. See Details
Podcast Producing with a Pioneer 'Podcast Producing with a Pioneer' is a pet-friendly Airbnb Experience hosted by Jaime. Fido is welcome to join you as you learn the basics of starting your own podcast from preparation to publishing. Your host will also explain a variety of hard/software and applications, and give you hands-on experience at producing a podcast during this session. The experience lasts 3 hours and can accommodate up to 4 guests ages 18 and up. Recommended for college students and older, interested in podcasting. No prior podcasting experience is necessary. Beginners welcome! Rates start at $800 per person. See Details
Star in Your Own Photo Shoot Outdoors 'Star in Your Own Photo Shoot Outdoors' is a pet-friendly Airbnb Experience hosted by Carla. Create some unique memories with your pooch at this photoshoot in Chicago. You will walk along with your host in the Lake Street and train tracks area discovering graffiti and street art for unique photo backgrounds. Your host will capture photos of you along the way. The experience lasts 1.5 hours and can accommodate up to 10 guests of all ages. Please be prepared to walk 4 blocks. Rates start at $79 per person. See Details
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. See Details
Private Soapmaking Class 'Private Soapmaking Class' is a pet-friendly Airbnb Experience hosted by Sarah. With prior approval, your well-behaved pooch is welcome to join you at this workshop where you will learn the history of soap making and get to create your own loaf using olive, coconut, and palm oils. You will get to personalize your soap by choosing a fragrance from a variety of scents and herbs. Your host will guide you throughout the process and you will end up with a 1.5 pound loaf of soap that will be ready for pick up and cut into bars the next day. The loaf can also be shipped to you for an additional charge. The experience lasts 2 hours and can accommodate up to 4 guests ages 10 and up. Rates start at $65 per person. See Details
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. See Details
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. See Details
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. See Details
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. See Details
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. See Details
Lincoln Park/Lakeview Photoshoot 'Lincoln Park/Lakeview Photoshoot' is a pet-friendly Airbnb Experience hosted by Katherine. Create some lasting memories with your pooch. Your host will help you pose and capture beautiful photos at the Lincoln Park Conservatory and the Lakefront of Chicago - in an area only locals know about. The experience lasts 1 hour and can accommodate up to 10 guests of all ages. Rates start at $75 per person. See Details
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. See Details
Chicago Cake Decorating 'Chicago Cake Decorating' is a pet-friendly Airbnb Experience hosted by Karen. Learn how to decorate a cake from an expert with a variety of different icing supplies. Dogs are welcome to join the fun of this yummy experience that lasts 2 hours and can accommodate up to 8 guests ages 18 and up. Rates start at $75 per person. See Details
Chicago, IL, US