Winter Haven

Day Trips

Start your day with a visit to the historic downtown area of Winter Haven, where you can admire beautifully preserved buildings and charming storefronts. Grab a breakfast burrito at a local café while enjoying the warm Florida sun. After breakfast, take a leisurely stroll along the streets, stopping to appreciate local art installations and unique architecture.

In the afternoon, head to the nearby Chain of Lakes, where you can rent a kayak or paddleboard to explore the stunning waterways. Enjoy a picnic lunch by the water, surrounded by serene natural beauty and the sounds of local wildlife. Spend the rest of the afternoon fishing or simply relaxing by the lakeside, soaking in the peaceful atmosphere.

As the sun begins to set, make your way to a local restaurant for dinner, where you can indulge in fresh seafood and Southern cuisine. After your meal, take a leisurely walk along the lakefront to enjoy the beautiful sunset reflections on the water. Finally, wrap up your evening with a movie at the historic Polk Theatre, which often showcases classic films and special events.

Dedicate your morning to an exciting visit to Legoland Florida, where both kids and adults can enjoy a world of creativity and imagination. Arrive early to beat the crowds, and head straight to the thrilling rides and interactive attractions. Don’t forget to snap photos with the impressive Lego sculptures scattered throughout the park.

After enjoying the rides, take a break for lunch at one of the themed eateries inside the park, where you can refuel with kid-friendly meals. Spend the afternoon exploring the various themed areas, including the Lego Kingdoms and the pirate-themed water play area. If time permits, participate in a building workshop where you can unleash your inner architect.

As the day winds down, catch the spectacular evening light show featuring Lego-themed displays and music. Grab a quick snack before heading back to Winter Haven, reminiscing about the fun-filled day. Finish your evening with a relaxing stroll through the local shops to pick up some unique Lego-themed souvenirs.

Start your day with a visit to the breathtaking Bok Tower Gardens, a stunning landscape filled with vibrant flora and serene walking paths. Enjoy a leisurely breakfast at the garden café, where you can savor fresh pastries and coffee while surrounded by beautiful views. After breakfast, embark on a nature walk to explore the lush gardens and the iconic Singing Tower.

In the afternoon, take part in a guided tour to learn about the history of the gardens and the unique plant species that thrive in the area. Spend some time relaxing by the reflecting pool, listening to the carillon bells ringing from the tower, creating a tranquil atmosphere. If you’re lucky, you may catch a special performance featuring live music from the carillon.

As the sun sets, explore the gardens’ illuminated paths, creating a magical atmosphere perfect for evening strolls. Stop by the gift shop for unique local crafts and garden-themed souvenirs. Conclude your visit with a delightful dinner at a nearby restaurant, enjoying fresh farm-to-table cuisine.

Kick off your day at Lake Eloise, where adventure awaits with a variety of water sports available to enjoy. Rent a jet ski or a boat to explore the beautiful lake while feeling the refreshing breeze on your face. For those who prefer a more relaxed pace, consider fishing from the shore or simply lounging by the water.

After a thrilling morning, grab a casual lunch at a lakeside café, where you can enjoy delicious sandwiches and refreshing drinks. Spend your afternoon trying out paddleboarding or taking a swim in the clear waters, soaking in the Florida sunshine. If you're feeling adventurous, join a local guided tour to learn about the area's ecology and wildlife.

As the day comes to a close, enjoy a sunset cruise on the lake, capturing the stunning colors reflecting off the water. After your cruise, head back to shore for a casual dinner at a nearby restaurant, where you can indulge in local specialties. Finish your evening with a bonfire on the beach, sharing stories and enjoying the warmth of the fire.

Begin your day with a visit to the Museum of Winter Haven, where you can dive into the rich history and culture of the area. Explore the fascinating exhibits that showcase local artifacts, stories, and photographs that tell the tale of Winter Haven's development. Grab a light breakfast at a nearby café before immersing yourself in the local culture.

In the afternoon, participate in one of the museum’s interactive workshops or special events, which often feature local artists and historians sharing their knowledge. Afterward, explore the nearby historical district, where you can admire beautiful architecture and learn about the significant buildings in the area. Take a break for lunch at a quaint bistro, enjoying conversations about what you've learned.

As the sun sets, head to the local art gallery for an evening of art appreciation and community engagement. Enjoy light refreshments while mingling with local artists and fellow art enthusiasts. Conclude your day with a cozy dinner at a farm-to-table restaurant, savoring fresh, locally sourced ingredients.

Start your family adventure at the iconic Cypress Gardens, where you can enjoy a mix of thrilling rides and beautiful gardens. Spend the morning exploring the lush landscapes, including the famous botanical gardens and the scenic cypress swamp. Participate in a few fun activities, such as paddle boating or mini-golf, perfect for all ages.

After a morning of exploration, take a break for a family picnic in one of the designated areas surrounded by nature. In the afternoon, catch a live water ski show, where skilled performers demonstrate incredible tricks on the water. After the show, take some time to visit the gift shop for souvenirs to commemorate your day.

As the sun begins to set, enjoy a family dinner at a nearby restaurant that offers a kid-friendly menu as well as local dishes. After dinner, take a leisurely walk around the gardens to experience the beautiful evening ambiance and possibly catch a glimpse of the colorful sunset. Wrap up your day with ice cream from a local parlor, sharing laughs and highlights from your adventure.

Start your day bright and early at the Winter Haven Country Club, where you can enjoy a round of golf on a beautifully maintained course. Take in the scenic views as you play, with the crisp morning air providing the perfect backdrop for a game. If you’re new to golf, consider booking a lesson with a professional to improve your skills.

After your game, relax with a hearty lunch at the club's restaurant, enjoying delicious dishes while recounting your best shots of the day. Spend the afternoon practicing your swing at the driving range or unwinding by the poolside with a good book. If you're feeling adventurous, explore the club's other amenities, such as tennis courts or fitness facilities.

As the sun sets, partake in a golf-themed dinner at the club, where you can enjoy a meal surrounded by other golf enthusiasts. Engage in friendly conversations about the day's play while savoring tasty dishes and refreshing beverages. Conclude your evening with a walk around the beautifully lit grounds, appreciating the peaceful surroundings and the ambiance.

Start your day at the Winter Haven Farmers Market, where you can explore a variety of local produce, artisanal goods, and handmade crafts. Enjoy a light breakfast from one of the vendors, sampling fresh fruits and pastries while mingling with locals. Take your time browsing the stalls, chatting with farmers and artisans about their products.

After shopping at the market, head to the nearby boutique shops in downtown Winter Haven, where you can find unique clothing, gifts, and home decor. Spend your afternoon exploring these charming stores, enjoying the vibrant atmosphere of the historic district. Take a break for lunch at a local café, where you can enjoy delicious dishes made from fresh, local ingredients.

As evening approaches, join a local food tour to experience the culinary delights of Winter Haven, sampling dishes from various restaurants and food trucks. Engage with the chefs and learn about the preparation of local specialties while enjoying the company of fellow food enthusiasts. Finish your day at a local pub, savoring craft beers or cocktails while reflecting on the day’s explorations.