Ultimate 10-Day Adventure in Sanford, Florida Itinerary

Energize yourself with breakfast at Celery City Craft Beer Garden, where you can enjoy a unique morning brew. Then, embark on a Longwood Guided Wekiva River Paddleboarding Tour to experience the tranquility of the Wekiva River.

For lunch, visit The Old Jailhouse Kitchen & Spirits, housed in a historic building, and taste their innovative dishes. Afterward, take a break and explore the charming boutiques and art galleries in downtown Sanford.

Enjoy a one-of-a-kind experience with the Orlando Date Night Neon Night Glow Tour with Sparkling Wine. Glide through the waters on a clear kayak or paddleboard, illuminated by the neon glow, creating a magical atmosphere. Conclude with a romantic dinner at The Sullivan Public House, known for its intimate setting and delectable cuisine.

Begin your day with a hearty breakfast at Miller's Ale House, a local favorite. Then, set off for a full-day adventure on the Wekiva River Kayak Full-Day Trip. Explore the pristine waters and discover the hidden gems of the Wekiva River.

Take a break from paddling and enjoy a picnic lunch provided on the tour. Afterward, continue your journey, basking in the natural beauty and serenity of the surroundings.

Witness the breathtaking sunset at Orlando Sunset Clear Kayak or Paddleboard in Paradise Tour. Paddle through the golden waters and feel the tranquility of the evening. For dinner, head to The District Eatery Tap & Barrel and unwind with their wide selection of craft beers and delicious pub fare.

Enjoy a breakfast with a view at The Breezeway Restaurant & Bar, overlooking the serene Lake Monroe. Post breakfast, take a self-guided exploration of the lake with a 2-Hour Rental Clear Kayaks & Clear Paddleboards in Orlando.

For lunch, visit The Wildflower Sanford and indulge in their farm-to-table offerings. Afterward, spend a relaxing afternoon at Orlando's Lake Norris 5-Hour Kayak Explorer Tour with Lunch, discovering the hidden coves and natural beauty of Lake Norris.

Dine at Throwbacks Sanford, a restaurant with a nostalgic ambiance and a menu that pays homage to classic dishes. After dinner, take a leisurely stroll around downtown Sanford, exploring its historic buildings and vibrant arts scene.

Start your day with a visit to the Sanford Museum, where you can learn about the city's rich history and cultural heritage. Afterward, enjoy a delightful breakfast at Buster's Sanford, known for its welcoming atmosphere and comfort food.

Take a guided Sanford Food Tour to sample a variety of local flavors and culinary delights. This walking tour will take you to the best eateries and hidden gems in Sanford, allowing you to immerse yourself in the city's gastronomic scene.

For dinner, experience the vibrant atmosphere and live music at West End Trading Company, a local hotspot for food and entertainment. Afterward, if you're up for some gaming and drinks, head to Racks Billiards Sports Bar & Grill for a fun-filled evening.

Enjoy a leisurely breakfast at The Sullivan Public House, known for its elegant setting and European-inspired dishes. After breakfast, explore the Sanford Art Walk, where you can admire works by local and regional artists in the city's galleries and open-air spaces.

Have a relaxed lunch at Camp House Bar and Grill, a laid-back spot with a menu featuring a mix of comfort food and international flavors. Afterward, take a guided Sanford Brewery Tour to discover the city's craft beer scene, visiting some of the best breweries and tasting rooms.

Dress up for a sophisticated dinner at The District Eatery Tap & Barrel, where you can enjoy a fine selection of wines and upscale pub fare. After dinner, catch a live performance at The Alley, a local venue known for its diverse entertainment lineup.

Begin your day with a breakfast at The Wildflower Sanford, surrounded by the beauty of nature. Then, head to the Central Florida Zoo for a morning of animal encounters and conservation education.

For lunch, enjoy the casual atmosphere and delicious dishes at The Breezeway Restaurant & Bar. Afterward, take a leisurely drive to the Black Hammock Airboat Rides for an afternoon adventure through the marshlands and a chance to spot local wildlife.

Dine at The Old Jailhouse Kitchen & Spirits, a unique restaurant with a historic ambiance and a menu that celebrates local flavors. After dinner, enjoy the lively atmosphere and live music at The Alley [123459], a popular spot for drinks and entertainment.

Enjoy a lakeside breakfast at The Breezeway Restaurant & Bar, where you can savor the morning breeze and the view of Lake Monroe. After breakfast, take a Sanford Historic Waterfront Guided Segway Tour to explore the city's waterfront and learn about its history and landmarks.

For lunch, head to The Wildflower Sanford and indulge in their farm-to-table offerings. Afterward, visit the Sanford Museum to delve into the city's rich history and cultural heritage.

Dine at The District Eatery Tap & Barrel, a restaurant known for its vibrant atmosphere and wide selection of craft beers. After dinner, take a leisurely walk along the Sanford RiverWalk, enjoying the city's skyline and the gentle breeze.

Start your day with a lakeside breakfast at The Breezeway Restaurant & Bar, where you can enjoy the serene view of Lake Monroe. After breakfast, rent a clear kayak or paddleboard from 2-Hour Rental Clear Kayaks & Clear Paddleboards in Orlando and explore the crystal-clear waters at your own pace.

For lunch, visit The Wildflower Sanford and indulge in their farm-to-table offerings. Afterward, take a guided Sanford Brewery Tour to discover the city's craft beer scene, visiting some of the best breweries and tasting rooms.

Dine at The District Eatery Tap & Barrel, a restaurant known for its vibrant atmosphere and wide selection of craft beers. After dinner, enjoy a laid-back evening at Camp House Bar and Grill, a local spot with a mix of comfort food and international flavors.

Enjoy a final breakfast at The Wildflower Sanford, reminiscing about the culinary journey you've had in Sanford. After breakfast, take a self-guided stroll through the Sanford Historic Residential District, admiring the charming architecture and the city's historic homes.

For lunch, visit The Breezeway Restaurant & Bar and savor their signature seafood dishes. Afterward, take a leisurely drive to the nearby city of Orlando for some last-minute shopping and exploration.

Conclude your trip with a memorable dinner at Bahama Breeze, where you can enjoy the flavors of the Caribbean in a vibrant and tropical setting. After dinner, head to Disney Springs for an evening of entertainment, shopping, and the magical atmosphere of Disney.