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Dog Friendly Activities in Maitland, FL

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There are 2 dog friendly activities in Maitland, and 96 more nearby. 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 Maitland.

Pet Friendly Photographer Downtown Orlando for Couple

Photographer Downtown Orlando for Couple

Photographer Downtown Orlando for Couple

'Photographer Downtown Orlando For Couple' is a pet-friendly Airbnb Experience hosted by Amy. Create some lasting memories with your pooch as you take a fun, 1-mile photo walk around Lake Eola with your personal photographer. You will receive a minimum of 30 edited photos within 2 weeks after your experience by email. The experience lasts 2 hours and can accommodate up to 2 guests ages 18 and up. Guest should be comfortable walking 1-3 miles. Rates start at $150 per person.

Pet Friendly Main Gate Flea Market

Main Gate Flea Market

Main Gate Flea Market

Leashed dogs are welcome at Main Gate Flea Market, a pet-friendly air-conditioned market in Kissimmee, FL. Find hundreds of vendors selling unique items at this popular spot.

Cady Way Trail

The Cady Way Trail, Phase I is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Orlando! The map below shows a parking area with convenient access to the Cady Way Trail, Phase I. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

West Orange Trail

West Orange Trail

The West Orange Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Orlando! The map below shows a parking area with convenient access to the West Orange Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

The Florida Mall

The Florida Mall

The Florida Mall is pet-friendly. Leashed and well-behaved dogs are allowed in the common areas of this outdoor shopping center. While you're wandering in the outdoor area between 200+ shops, don't forget to pop inside those that allow dogs. The Florida Mall is open Monday through Thursday from 11am to 8pm, Friday to Saturday from 10am to 8pm, and Sunday from 11am to 7pm.

Little Econ Greenway

Little Econ Greenway

The Little Econ Greenway is a multi-use trail that's a great place to walk Fido in Orlando! The map below shows a parking area with convenient access to the Little Econ Greenway. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Photographer in Winter Park for Couples

Winter Park, FL

Photographer in Winter Park for Couples

'Photographer in Winter Park For Couples' is a pet-friendly Airbnb Experience hosted by Amy. You and your pooch will take a 2-3 mile walk through the famous farmer's market, museum area, sun rail station, rose garden, Park Ave, Alfond Inn, and Rollins campus by the lake, as these areas provide great backdrops for your photo session. You will receive a minimum of 30 edited photos within two weeks after your experience. The experience lasts 2 hours and can accommodate up to 2 guests ages 18 and up. Rates start at $150 per person.

Blue Jacket Park

Blue Jacket Park

This public park is a popular spot with Winter Park runners, who are welcome to bring their on-leash pet along for the jog.

Cady Way Trail

Winter Park, FL

The Cady Way Trail, Phase I is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Winter Park! The map below shows a parking area with convenient access to the Cady Way Trail, Phase I. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Learn How to Fly Drones Like a Pro

Winter Springs, FL

Learn How to Fly Drones Like a Pro

'Learn How to Fly Drones Like a Pro' is a pet-friendly Airbnb Experience hosted by Jason. A well behaved pup is welcome to come along with you as you learn to to fly a drone in a controlled environment. Your host will also teach you the anatomy of a drone and laws you need to know to fly in public airspace. The experience lasts 1.5 hours and can accommodate up to 8 guests ages 16 and up. Rates start at $75 per person.

Sanford Marketplace at Magnolia

Sanford Marketplace at Magnolia

Leashed dogs are welcome to join their owners at this pet-friendly farmers market in Sanford, FL, while they shop for produce, crafts, baked goods and more. Sanford Marketplace at Magnolia is held in Magnolia Square every Saturday from 9:00AM to 2:00PM.

Inappropriate Cross-stich at Tattoo Shop

Winter Park, FL

Inappropriate Cross-stich at Tattoo Shop

'Inappropriate Cross-stich at Tattoo Shop' is a pet-friendly Airbnb Experience hosted by Amy. Start your day at the host's tattoo shop or at a Winter Park brewery. They offer more than ten designs for you to choose from and start your own cross-stitch. The brewery venue is pet-friendly, but the tattoo shop is not. Make sure you specify that you will be bringing a dog before booking. The experience lasts 3 hours and can accommodate up to 6 guests ages 21 and up. No Experience required. Rates start at $80 per person.

West Orange Trail

West Orange Trail

The West Orange Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Apopka! The map below shows a trailhead where you can pick up the West Orange Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com.

Big Tree Park

Big Tree Park in Orlando, FL, is home to a pet-friendly boardwalk where you can become immersed in ancient cypress and ancient tree ruins. Leashed dogs are welcome, as long as they are well-behaved and cleaned up after.

Windermere Farmers Market

Windermere Farmers Market

Leashed dogs are welcome to join their owners at the pet-friendly Windermere Farmers Market in Windermere, FL. Shop for produce, crafts, baked goods and more from the numerous vendors available. The market is available year-round and takes place in Town Square on Fridays (weather permitting). Check their website for updated times.

Santa’s Farm & Christmas Tree Forest

Santa’s Farm & Christmas Tree Forest

Santa’s Farm & Christmas Tree Forest in Eustis, FL, is pet friendly. Dogs are welcome to join their owners for a day of fun at this awesome farm. Pick a pumpkin together, find a Christmas tree, sniff your way out of the maze and join in the fun and games at Santa's Farm. If you plan on bringing Fido, make sure he's leashed and well-behaved, and keep him out of the way of the farm animals. Be sure to check their website, as their schedule changes every year.

Lake Druid Park Dog Run

Lake Druid Park Dog Run

Lake Druid Park Dog Run is a dog-friendly park in Orlando, FL. Fido will love romping around off-leash and socializing with other pooches at this fenced park with separate sections for small and large dogs. There are benches for resting, an on-site portable toilet, and water fountains for both humans and canines.

Quantum Leap Winery

Quantum Leap Winery

Quantum Leap Winery is a dog friendly, negotiant style winery in the heart of Orlando. Come in and enjoy wines made from the world's premier growing regions, shop for art and merchandise, enjoy select cheese and charcuterie while you soak in the ambiance. The covered patio and tasting room are the perfect place to relax with Fido and a glass of wine.

Hourglass Brewing

Hourglass Brewing

Hourglass Brewing is pet-friendly. This family-owned, award-winning craft brewery in Central Florida offers beer made with natural ingredients. From sourcing hops and barley, to filtering the water through our in-house reverse osmosis system, they control every element of their beers, laying the foundation for the cleanest, most refreshing taste possible. Hourglass Brewing is open Monday through Thursday from 11am to 11pm, Friday to Saturday from 11am to 1pm, and Sunday from 12pm to 10pm.

Neon Night Glow Paddle Board or ClearKayak in Urban Paradise

Neon Night Glow Paddle Board or ClearKayak in Urban Paradise

'Neon Night Glow Paddle Board or ClearKayak in Urban Paradise' is a pet-friendly Airbnb Experience hosted by Jennifer. Enjoy a truly unique night paddle session with your hosts. First, learn how to paddle before venturing out into the water. Each board is illuminated with LED lights, so you can see the spring fed waters below. Your experienced guide will take you around the lake and inlets. The experience lasts 1.5 hours and can accommodate up to 5 guests ages 10 and up. It is best if guests know how to swim. However we can accommodate non-swimming guests in kayaks if they wear their life vests. Rates start at $75 per person.

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Maitland, FL, US