5-Day Outdoor Adventure and Culinary Delights in Sanford, Florida Itinerary

Fuel up with a hearty breakfast at Sanford Avenue Tavern before embarking on the Longwood Wekiva River Freshwater Springs Paddleboard Tour. Explore the crystal-clear waters and vibrant ecosystem of the Wekiva River.

Enjoy a laid-back lunch at Throwbacks Sanford, a local favorite for its comfort food and nostalgic ambiance. Afterward, take a break from the water activities and stroll through the charming boutiques and art galleries of Downtown Sanford.

Experience the unique Orlando Date Night Neon Night Glow Tour with Sparkling Wine as you paddle under the neon lights. Conclude the evening with a dinner at Celery City Craft Beer Garden, offering a wide selection of craft brews and pub fare.

Start with a breakfast at The Sullivan Public House, known for its traditional Irish dishes. Then, set sail on a Orlando Private Sunset Sailing Trip on Lake Fairview, enjoying the serene waters and the company of a certified sailing instructor.

After the sailing trip, head to Bahama Breeze for a taste of the islands with their Caribbean-inspired cuisine. Spend the rest of the afternoon at Lake Monroe Park, where you can relax, fish, or take a nature walk.

Dine at MÉXICO 1800 Traditional Kitchen & Tequila Bar (Formerly Alebrije) for an authentic Mexican meal. Then, enjoy the live music and vibrant atmosphere at The Alley, a popular entertainment spot in Sanford.

Enjoy a breakfast at The District Eatery Tap & Barrel, offering a variety of morning favorites. Then, head out for a Sanford Guided SUP or Kayak Manatee-Watching Tour to kick off your day with a serene paddle on the waterways.

For lunch, visit Miller's Ale House for a casual dining experience with a wide menu. Post lunch, explore the historic Downtown Sanford area, known for its unique shops and galleries.

Dine at WingHouse Bar & Grill for a fun and lively atmosphere, and then catch a performance at the Wayne Densch Performing Arts Center, a historic theater that hosts a variety of shows and events.

Begin with breakfast at Racks Billiards Sports Bar & Grill, a local spot with a diverse menu. Then, head out for a Longwood Guided Wekiva River Paddleboarding Tour to explore the beautiful Wekiva River and its surrounding nature.

Have lunch at Cheddar's Scratch Kitchen, known for its made-from-scratch dishes. Afterward, visit the Sanford Museum to learn about the history and culture of the area, followed by a relaxing walk in the Central Florida Nature Trail.

Conclude your trip with a memorable dinner at The District Eatery Tap & Barrel, offering a selection of craft beers and a diverse menu. Reflect on your journey as you enjoy the evening in Sanford.