Winter Springs

Day Trips

Make the most of your day with our curated plans, packed with Winter Springs's hidden gems and unique experiences!

day 1
Exploring Historic Center
morning
:

Start your day with a leisurely breakfast at a local café, where you can enjoy a warm cup of coffee and freshly baked pastries. After breakfast, take a stroll through the charming streets of Winter Springs, admiring the quaint architecture and vibrant murals. Don't forget to visit the local shops and galleries for unique finds and souvenirs.

afternoon
:

In the afternoon, head over to the Winter Springs Town Center, where you can explore the various boutiques and enjoy a delicious lunch at one of the outdoor dining spots. Afterward, take a walk along the scenic paths of the nearby Central Winds Park, where you can enjoy the beautiful landscapes and perhaps spot some local wildlife. Consider renting a bicycle to cover more ground and take in the fresh air.

evening
:

As the sun begins to set, enjoy dinner at a cozy restaurant offering local cuisine, where you can savor the flavors of Florida. After your meal, take a leisurely walk around the park or enjoy an outdoor concert if the season permits. Conclude your evening with a dessert at a nearby ice cream shop, indulging in some sweet treats.

day 2
Nature Trail Adventure
morning
:

Start your morning with a hearty breakfast at home or a local diner before heading to the Black Bear Wilderness Area. This morning is perfect for hiking, as you'll explore the trails that wind through lush landscapes and along the banks of the St. Johns River. Keep an eye out for the diverse wildlife that inhabits this area, including alligators, birds, and other native species.

afternoon
:

After your morning hike, enjoy a packed lunch surrounded by nature, taking in the serene sounds of the wilderness. Spend your afternoon exploring more of the trails or even try your hand at birdwatching with a guidebook in hand. If you're feeling adventurous, consider renting a kayak to paddle along the river for a different perspective of the natural beauty.

evening
:

As evening approaches, head back to Winter Springs and treat yourself to a refreshing shower. Enjoy a relaxed dinner at a nearby restaurant that offers outdoor seating, allowing you to bask in the cool evening breeze. After dinner, unwind by visiting a local brewery for a tasting of craft beers or enjoy an evening stroll around the town center.

day 3
Art and Culture Exploration
morning
:

Begin your day with breakfast at a cozy café known for its artistic vibe and delicious brunch options. Afterward, visit the Winter Springs Arts Festival, where local artists display their work, and you can participate in interactive art activities. Spend time appreciating the creativity around you and perhaps pick up a piece of art to take home.

afternoon
:

In the afternoon, head to the nearby Casselberry Art House, where you can view exhibitions and participate in workshops. Enjoy lunch at a nearby eatery, featuring local ingredients, before diving back into the world of art. Consider visiting local galleries or studios to see artists at work and learn about their creative processes.

evening
:

Wrap up your day with a dinner at a restaurant that showcases local art on its walls, providing a perfect ambiance for your meal. After dinner, consider attending a live show or performance at a local theater, experiencing the cultural scene of Winter Springs. End the day with a nightcap at a stylish bar, reflecting on the artistic experiences of the day.

day 4
Waterfront Relaxation
morning
:

Start your day with breakfast at a waterfront café, where you can enjoy stunning views of the lake while savoring your meal. After breakfast, spend some time at Lake Jesup, taking in the serene atmosphere and perhaps renting a paddleboard or canoe. The calm waters are perfect for a morning of relaxation and gentle exploration.

afternoon
:

In the afternoon, find a scenic spot for a picnic lunch by the water or visit a local restaurant that specializes in seafood. Afterward, enjoy a leisurely swim or sunbathe on the shore, soaking up the Florida sun. You might also want to try your hand at fishing if you have the equipment handy.

evening
:

As the sun sets, enjoy a beautiful view of the lake while dining at a popular lakeside restaurant, known for its fresh catch and vibrant atmosphere. After dinner, take a sunset walk along the shore, capturing the picturesque views and tranquility of the evening. Conclude your day with a cozy bonfire at a nearby beach area, sharing stories and laughter under the stars.

day 5
Family Fun Day at the Park
morning
:

Kick off your family fun day with a hearty breakfast at home or at a local diner, fueling everyone for an exciting day ahead. Head to Central Winds Park, where kids can enjoy the playground while adults can take a leisurely walk around the scenic trails. Bring along some sports equipment for a friendly game of soccer or frisbee.

afternoon
:

After a fun-filled morning, enjoy a picnic lunch at the park, complete with sandwiches and snacks that everyone can enjoy together. Spend the afternoon exploring the park's amenities, such as the nature trails, disc golf course, and sports fields. Consider organizing a family scavenger hunt to engage everyone and explore the area more thoroughly.

evening
:

As the day winds down, gather for a family dinner at a kid-friendly restaurant that offers a variety of options for everyone. After dinner, consider visiting a local ice cream parlor to treat everyone to a sweet dessert. End the day with a movie night at home, complete with popcorn and family favorites.

day 6
Culinary Delights and Food Tours
morning
:

Begin your culinary adventure with breakfast at a beloved local café that serves unique dishes with a twist. After breakfast, join a food tour that takes you through Winter Springs, where you can sample various local delicacies and learn about the culinary scene. Engage with local chefs and food artisans, gaining insights into their passion for cooking.

afternoon
:

Continue your food tour in the afternoon, tasting regional specialties and perhaps participating in a cooking demonstration. Enjoy lunch at a recommended spot, where you can savor a dish you learned about during the tour. Spend some time visiting local markets to gather fresh ingredients and specialty items to take home.

evening
:

For dinner, return to one of the favorite spots you discovered during the tour, or try a new restaurant that features a chef's tasting menu. After dinner, consider attending a cooking class where you can apply your newfound culinary skills. End the evening with a relaxed nightcap at a local bar, reflecting on the delicious flavors of the day.

day 7
Exploring Wildlife and Nature
morning
:

Start your morning with breakfast at a local diner before heading to the Central Florida Zoo & Botanical Gardens. Spend your morning exploring the zoo, where you can meet various animals and learn about conservation efforts. The lush botanical gardens are also a perfect spot for a peaceful walk among beautiful flora.

afternoon
:

Enjoy lunch at the zoo's café, featuring fresh options for all ages, before heading out to explore the nearby Lake Monroe. Rent a kayak or take a guided boat tour to see the diverse wildlife in and around the lake. This afternoon is ideal for capturing stunning photographs and enjoying the natural beauty of the area.

evening
:

After a day filled with wildlife adventures, return to Winter Springs for dinner at a family-friendly restaurant. Following dinner, consider attending a local educational event or a wildlife documentary screening to learn more about the region's natural history. Wrap up your evening with a stroll through a nearby park, reflecting on your day's discoveries.

day 8
Shopping and Local Markets
morning
:

Kick off your shopping day with breakfast at a quaint café that offers a variety of delicious options to start your day right. After breakfast, head to the Winter Springs Town Center, where you can explore unique boutiques, artisan shops, and local craft stores. This morning is perfect for finding one-of-a-kind gifts and souvenirs.

afternoon
:

Enjoy lunch at a trendy café in the town center before continuing your shopping adventure at local markets, where fresh produce and handmade goods are plentiful. Spend the afternoon browsing through stalls, chatting with vendors, and sampling local delicacies. Don't forget to pick up some fresh ingredients for dinner!

evening
:

As evening approaches, return home to prepare a delicious meal with the fresh ingredients you've gathered throughout the day. Enjoy a relaxed dinner with family or friends, sharing stories of your shopping finds. After dinner, consider hosting a game night to unwind and celebrate a day of successful shopping.

day 9
Relaxation and Spa Day
morning
:

Start your day with a soothing breakfast at home, perhaps preparing a light smoothie or yogurt parfait to energize you. After breakfast, head to a local spa for a day of pampering, beginning with a rejuvenating massage or facial treatment. Enjoy the tranquility of the spa as you unwind from the hustle and bustle of daily life.

afternoon
:

After your morning treatments, indulge in a healthy lunch at the spa restaurant, focusing on fresh and nutritious options. Spend your afternoon enjoying additional spa services, such as a manicure, pedicure, or body scrub. Take advantage of the relaxation areas, perhaps soaking in a hot tub or lounging by the pool.

evening
:

As the day comes to a close, enjoy a light dinner at a nearby restaurant that prioritizes wellness and healthy options. Spend your evening reflecting on the rejuvenating experiences of the day, perhaps with a calming herbal tea. End your spa day with a quiet night at home, relaxing in your favorite pajamas and indulging in a good book or a movie.

Discover Winter Springs

Read more in our Winter Springs 2025 Travel Guide.

Winter Springs Travel Guide