Frequently Asked Questions

We offer small-group Adventure Days, personalized 30-, 60-, and 90-minute dog walks, overnight house sitting, home-style boarding, and 30-minute drop-in visits. Drop-ins can include meals, potty breaks, puppy care, medication, companionship, and enrichment. Visit Services & Pricing for current details.

Use the contact form to tell us about your dog, their routine, temperament, energy level, and the support you need. Jared will follow up to confirm your service area, discuss fit, and plan the right first walk, visit, or Adventure Day.

Adventure Days happen outdoors rather than in a crowded indoor facility. Dogs travel in a small, carefully matched pack for fresh air, movement, social time, sniffing, hiking, swimming, and exploration. Destinations and activities are selected around the weather and the dogs in attendance.

Pickup takes place between 8:30 and 10:30 a.m., and the pack usually arrives at the day’s destination by 11:00 a.m. Dogs enjoy approximately four to five hours of outdoor activity—including hiking, swimming, sniffing, exploring, play, and appropriate rest breaks—before departing around 3:00 or 4:00 p.m., depending on the location, weather, and the pack’s needs. Most dogs are home by 6:00 p.m., although traffic and other conditions may occasionally affect timing.

We select dog-friendly destinations based on the weather, pack size, energy levels, and individual dogs attending. Popular destinations include Prairie Wolf Off-Leash Dog Area (44 acres), Montrose Dog Beach, Lakewood Off-Leash Dog Area (66 acres), Horner Park, and Waterfall Glen Forest Preserve. We may also explore other nature preserves, parks, and trails throughout Chicagoland when they are the best fit for that day’s pack.

Jared and a qualified assistant care for a maximum of 10 dogs. Groups may be smaller depending on staffing, weather, destination, and the dogs’ individual needs.

Adventure Days currently run Monday through Thursday. Availability varies by day.

Home pickup and drop-off are available in Lincoln Park and immediately surrounding areas, depending on the day’s route. Families outside the pickup area may meet us at a designated Lincoln Park location around 9:30 a.m. and again when the pack returns.

Every Adventure Day follows a written roster and headcount process during pickup, arrival, loading, departure, and drop-off. Pack size, destination, and activity level are adjusted around staffing, weather, and the dogs attending. Current vaccinations—including leptospirosis—and flea and tick prevention are required.

Yes. Clients receive regular photo and video updates, along with clear communication about how their dog is doing. Families can follow the fun and feel confident that their dog is safe, engaged, and enjoying the day.

Adventure Days are $80 for a single day or $750 for a ten-day package. Personalized walks are $30 for 30 minutes, $40 for 60 minutes, and $55 for 90 minutes. Overnight house sitting and home-style boarding are $80 per night for the first dog, plus $40 per night for a second dog from the same household. Drop-in visits start at $30. Visit Services & Pricing for complete details.

Yes. We offer discounts for dogs adopted from registered rescue organizations or shelters, as well as for clients who work in animal welfare or veterinary care. Please inquire about available discounts.