Brooksville

Day Trips

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

day 1
Exploring the Historic Downtown
morning
:

Start your day with a hearty breakfast at a local café in Downtown Brooksville. Afterward, take a leisurely stroll along the historic streets, admiring the beautiful architecture of the Victorian-era buildings. Make sure to stop by the Hernando Historical Museum to learn about the region's rich history.

afternoon
:

Head to Tom Varn Park for a relaxing afternoon surrounded by nature. Enjoy a picnic lunch amidst the lush greenery, followed by some outdoor activities like hiking or birdwatching. The park's peaceful atmosphere is perfect for unwinding and soaking in the local scenery.

evening
:

As the sun sets, enjoy dinner at one of the charming restaurants downtown, where you can savor delicious Southern cuisine. After your meal, explore the local shops and boutiques that line the streets, perhaps picking up a unique souvenir. Wrap up the evening by catching a live music performance at a nearby venue.

day 2
Adventuring at Withlacoochee State Forest
morning
:

Begin your adventure early in the Withlacoochee State Forest, where the fresh air will invigorate your spirit. Rent a bike or put on your hiking boots to explore the extensive trails that wind through this beautiful nature reserve. Keep your eyes peeled for local wildlife, including birds and deer as you trek.

afternoon
:

Pack a lunch to enjoy at one of the forest's picnic areas, offering a great opportunity to relax amidst the natural beauty. Afterward, consider taking a guided canoe tour along the river to discover the area from a different perspective. This combination of land and water exploration is sure to leave you feeling refreshed.

evening
:

Return to Brooksville in the evening and indulge in a meal featuring fresh, local ingredients. Consider dining al fresco to enjoy the pleasant Florida weather. Afterwards, unwind with a nightcap at a cozy local bar, soaking up the laid-back atmosphere.

day 3
Visiting the Florida Classic Car Museum
morning
:

Start your day with breakfast at a diner known for its classic American fare, fueling you for an exciting museum visit. Head over to the Florida Classic Car Museum, where you can marvel at vintage automobiles and learn about their historical significance. Engage with knowledgeable staff and fellow enthusiasts who share your love for classic cars.

afternoon
:

After the museum experience, grab lunch at a nearby eatery featuring local specialties for a taste of Brooksville. Spend the afternoon exploring the surrounding area, perhaps visiting local antique shops or art galleries that highlight regional talent. This leisurely exploration gives you a taste of the local culture and community spirit.

evening
:

For dinner, choose a steakhouse where you can savor expertly prepared cuts of meat in a rustic setting. Enjoy the warm hospitality as you sit down to enjoy your meal with a local wine selection. Top off the evening with dessert at a dessert shop known for its homemade sweets.

day 4
Nature Day at Weeki Wachee Springs State Park
morning
:

Drive to Weeki Wachee Springs State Park, known for its stunning natural springs and mermaid shows. Start with breakfast at a cafe nearby, then proceed to the park to catch a mermaid show, a unique experience that delights visitors young and old. After the show, take in the beauty of the springs, where you can swim or kayak.

afternoon
:

Enjoy lunch at the park's snack bar, then explore more of the facilities, including the nature trails and animal exhibits. Spend the afternoon floating down the crystal-clear springs in a rented kayak or paddleboard, appreciating the serene surroundings. The gentle currents offer a refreshing experience in the warm Florida sun.

evening
:

Head back to Brooksville as the day winds down and enjoy dinner at a popular pizzeria known for its wood-fired dishes. Share stories of your adventure over a delicious meal with family or friends. Conclude the evening with ice cream at a local favorite parlor, enjoying a sweet treat and reflecting on the day's experiences.

day 5
Cultural Immersion at the Brooksville Opera House
morning
:

Enjoy breakfast at a café that offers a variety of hearty options to fuel your day ahead. Afterward, take a guided tour of the historic Brooksville Opera House, learning about its architectural details and how it has served the community over the years. The morning visit sets the stage for an immersive cultural experience.

afternoon
:

Savor lunch at a farm-to-table restaurant, where the dishes reflect the flavors of the region. Spend your afternoon perusing local art galleries and shops to appreciate the creative community in Brooksville. Be sure to interact with local artists, who are often eager to discuss their passion and inspiration.

evening
:

Return to the Brooksville Opera House for a live performance, whether it's a musical, play, or a dance show. Enjoy the captivating atmosphere as you engage in the performing arts that the town showcases. After the performance, consider joining the cast for a meet-and-greet to discuss the production and share your thoughts.

day 6
Horseback Riding and Wine Tasting
morning
:

Kick off the day with a hearty southern breakfast at a local favorite eatery, then prepare for a day of adventure. Sign up for a guided horseback riding tour through the scenic trails surrounding Brooksville. This ride provides the perfect combination of outdoor exploration and horse-loving excitement.

afternoon
:

Enjoy a picnic lunch amidst nature after your ride, perhaps packed with delicious treats from a nearby deli. Later, head to one of the local wineries for a tour, learning how the wines are crafted, followed by tasting sessions of their finest selections. The combination of equestrian and viticulture will surely make for a memorable afternoon.

evening
:

Cap off your day with a late dinner at a restaurant that offers both land and sea specialties. Enjoy the evening ambiance with friends or loved ones, reflecting on the day’s experiences. If time allows, stop by a local lounge for a drink, closing your day with great company.

day 7
Exploring Local Markets and Festivals
morning
:

Begin your day by heading to the Brooksville Farmers Market, where local vendors showcase fresh produce and handmade goods. After exploring the market and perhaps picking up some treats for later, enjoy a hearty breakfast at a nearby café. The vibrant atmosphere is an ideal way to kickstart your day.

afternoon
:

Spend your afternoon at a local festival, which may include live music, artists, and food trucks, depending on the season. Engage with the community and soak in the festive vibes as you sample delicious food and browse stalls. This immersive experience highlights the close-knit spirit of Brooksville's residents.

evening
:

For dinner, visit a popular local grill that features live music, allowing you to enjoy great food coupled with thrilling entertainment. Stay for dessert and unwind as you mingle with locals and fellow visitors. End the evening by taking a sunset stroll through the park, reflecting on the day's vibrant activities.

day 8
A Day at the Gulf Coast
morning
:

Rise early and have breakfast at a local café, before setting off for a day at the beautiful Gulf Coast beaches. Prepare for a refreshing change of scenery and pack a beach bag with essentials like towels and sunscreen. Once you arrive, the soft sands and clear waters await your exploration.

afternoon
:

Spend your afternoon sunbathing, swimming, or trying out water sports like paddleboarding or jet skiing. Grab a delicious seafood lunch at a beachside restaurant, where the ocean views complement the fresh catches of the day. Take in the ocean atmosphere, making it a truly relaxing getaway.

evening
:

As the sun sets, enjoy a seafood feast at a restaurant with views of the coastline, perfect for ending the day on a high note. After your meal, stroll along the beach to watch the sunset, with the sky painted in hues of orange and pink. End your day capturing the beach magic and maybe stopping for ice cream on the way back to Brooksville.

day 9
Adventure in Croom Wildlife Management Area
morning
:

Start the day with breakfast in Brooksville before heading out to the Croom Wildlife Management Area for outdoor adventures. This area is perfect for hiking, biking, or observing wildlife in their natural habitats. The early morning breeze and expansive views offer a refreshing start to your day.

afternoon
:

Take a break in the afternoon for a picnic lunch at one of the designated areas in the management area. Afterward, continue exploring the numerous trails, potentially encountering deer, wild turkeys, and various bird species. The abundance of nature will captivate every outdoor enthusiast and create lasting memories.

evening
:

After a day well spent, return to Brooksville for dinner at a cozy restaurant, reflecting on your outdoor experiences. Share a hearty meal with friends or family, choosing from local favorites that capture the essence of the region’s flavors. Conclude your last evening with a night walk under the stars, appreciating the serene environment of Brooksville.

Discover Brooksville

Read more in our Brooksville 2025 Travel Guide.

Brooksville Travel Guide