10 Romantic Walks in Orlando for Valentine’s Day: Strolls & Trails for Lovebirds

Estimated read time 6 min read

Valentine’s Day in Orlando offers more than just theme park thrills and gourmet dinners under the stars. For those in the know, it’s the city’s walking paths and trails that hold the key to truly intimate moments. Imagine wandering hand in hand through lush gardens, alongside serene lakes, and down historic avenues, discovering secluded spots perfect for stealing a kiss or sharing a secret. This Valentine’s Day, let’s swap crowded venues for the tranquil beauty of Orlando’s most romantic walks, where love is whispered by the rustling leaves and reflected in the still waters.

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Lakeside Love Trails

romantic walks - Lake Eola golden hour

1. Lake Eola Park

Address: 512 E Washington St, Orlando, FL 32801

Nestled in the heart of downtown Orlando, Lake Eola Park is more than just a city landmark; it’s a love letter written in the language of swan paddle boats and the gentle hum of the city. 

Imagine cruising around the lake on a laid-back bike ride, where every turn brings a new surprise. Just when the breeze feels perfect, you hit the pause button at this killer spot where the city’s skyline kisses the lake. It’s not just any view; it’s THE view that turns your casual selfie into a frame-worthy moment, dripping with romance. You’re not just capturing the skyline; you’re bottling up the essence of a city in love, reflected right there on the water’s surface. It’s the kind of pic that doesn’t just say ‘we were here,’ but screams ‘we lived it and loved every second.

  • Trail Length: Approximately 0.9 miles around the lake.
  • Parking: Metered Street parking available around the park; free after 6 PM on weekdays and all day on Sundays. There are also nearby parking garages.
  • Cheap Eats: Head East down Corrine Dr for everything from the Winter Park Biscuit Company to the Chiffon Couture Bakery Cafe. 

2. Lake Baldwin Park

Address: 2000 S Lakemont Ave, Winter Park, FL 32789

Escape to Lake Baldwin Park for a quiet stroll with your beloved. Its dog-friendly beach and shaded paths offer a serene lakeside setting, where the only interruption to your conversation is the gentle lapping of the waves against the shore.

  • Trail Length: 2.5 miles around Lake Baldwin.
  • Parking: Free parking available at the dog park and along Lakemont Avenue.
  • Cheap Eats: Baldwin Park has several affordable options. Pop by Seito Sushi for some of the best happy hour deals or enjoy a sandwich from the nearby Publix deli. (Baldwin Park, 4898 New Broad St #32814, Orlando, FL 32814)

Try the Flavors of Winter Park Walking tour and sample both food and beverages as you learn about the local food scene.

Romantic Walks = Garden Strolls

Harry P. Leu Gardens lake views

3. Harry P. Leu Gardens

Address: 1920 N Forest Ave, Orlando, FL 32803

Step into the enchanting world of Harry P. Leu Gardens, where every turn reveals a new floral wonder, from exotic orchids to ancient oaks. Find a secluded gazebo, sit hand in hand, and let the beauty of nature envelop you in a peaceful embrace.

  • Trail Length: Various paths total over 3 miles.
  • Admission: $15 for adults; $10 for kids 4 – 17.
  • Parking: Free parking lot on-site.
  • Cheap Eats: Stop by the Salty Donut nearby for a decadent treat and coffee. (3025 Corrine Dr, Orlando, FL 32803)

4. Mead Botanical Garden

Address: 1300 S Denning Dr, Winter Park, FL 32789

In Winter Park lies Mead Botanical Garden, a verdant retreat that invites couples to explore its butterfly garden, wander its boardwalks, and settle down in a picturesque spot for a picnic. It’s a natural sanctuary where love blooms as freely as the flowers.

  • Trail Length: Over 2 miles of trails.
  • Parking: Free parking available within the garden.
  • Cheap Eats: Head over to Winter Park’s Black Bean Deli for an authentic and affordable Cuban sandwich. (1346 N Orange Ave, Winter Park, FL 32789)

5. Kraft Azalea Garden

Address: 1365 Alabama Dr, Winter Park, FL 32789

Also in Winter Park, the Kraft Azalea Garden is a small secret spot that makes perfect captures under the Roman style pillars with Lake Maitland providing a serene backdrop.  Don’t miss the chance to marvel at one of the area’s oldest Banyan trees. 

  • Trail Length: Not applicable; explore at your leisure.
  • Parking: Street parking available around the garden; free.

Romantic Historic Walks

bromeliad bloom at leu gardens

6. Winter Park Scenic Boat Tour & Walk

Address: 312 E Morse Blvd, Winter Park, FL 32789

Combine the charm of a scenic boat tour through Winter Park’s waterways with a leisurely walk through its historic streets. This blend of natural beauty and cultural richness offers an unparalleled experience for those seeking romance.

  • Boat Tour Length: 1-hour boat tour; walking distance varies in the surrounding area.
  • Tickets: $20 for adults; $10 for kids 2 – 11.
  • Parking: Free parking available at the tour starting point; additional street parking in Winter Park.
  • Cheap Eats: The Briarpatch on Park Avenue offers hearty breakfast and lunch options, perfect for fueling up before or after your walk.  (252 N Park Ave #3814, Winter Park, FL 32789)

Romantic Walks as Urban Escapes

Disney Springs at night

7. Orlando Urban Trail

Address: N Magnolia Ave, Orlando, FL 32804

Connect with Orlando’s vibrant heart on the Urban Trail, linking neighborhoods filled with art, culture, and culinary delights. It’s a path where urban excitement meets intimate moments, perfect for the couple that craves a little adventure with their romance.

  • Trail Length: 3 miles.
  • Parking: Free parking at Loch Haven Park or Gaston Edwards Park.
  • Cheap Eats: Ten10 Brewing on Virginia Drive offers a cozy spot for a casual bite and a local brew.

8. Disney Springs Promenade

Address: 1486 Buena Vista Dr, Lake Buena Vista, FL 32830

Stroll through Disney Springs, where the magic of Disney meets the allure of a romantic evening. The promenade is alive with music, lights, and the promise of unforgettable memories, all without the price of admission.

  • Walking Area: Varies; walk as much or as little as you like.
  • Parking: Free in Disney Springs parking garages.
  • Cheap Eats: Blaze Pizza provides a delicious, custom-made pizza at a great price, perfect for a laid-back meal.

Romantic Walks Along Nature’s Pathways

Tibet butler nature trail walk

9. Tibet-Butler Preserve

Address: 8777 Winter Garden Vineland Rd, Orlando, FL 32836

Immerse yourselves in the tranquility of Tibet-Butler Preserve, where nature trails wind through pristine Florida landscapes. It’s a quiet refuge for couples who find romance in the wild whispers of the earth.

  • Trail Length: Over 4 miles across various trails.
  • Parking: Free parking on-site.
  • Cheap Eats: After your nature walk, cool off with a sweet treat from Jeremiah’s Italian Ice.

10. West Orange Trail

Address: 17914 FL-438, Winter Garden, FL 34787

Discover the charm of the West Orange Trail, especially the delightful downtown Winter Garden section. It’s a place where time slows down, inviting couples to explore, unwind, and indulge in the simple pleasures of being together.

  • Trail Length: Over 20 miles; choose any segment for a shorter stroll.
  • Parking: Free at multiple trailheads, including Winter Garden Station.
  • Cheap Eats: Explore the Plant Street Market in Winter Garden for a variety of affordable dining options, from artisan sandwiches to fresh sushi.

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