Whether you’re traveling for work, visiting friends or family in college, or scoping out Tallahassee as your future Home Sweet Home, this two-day guide will help you experience the charm, character, and community the capital city has to offer. From vibrant neighborhoods and scenic parks to local coffee shops and delicious dining, we’ve crafted the perfect itinerary to help you get a better sense of the city.
Day 1: Coffee & Neighborhood Scouting
Start your morning at one of Tallahassee’s beloved coffee shops: Lucky Goat Coffee on North Monroe or RedEye Coffee off Thomasville Road in Midtown. Both are locally owned and full of charm. You’ll notice the relaxed pace of life here with smiling faces, friendly chats while waiting in line, and even a few individuals working remotely on their laptops, lattes in hand. Local coffee shops like these are a great way to settle into the rhythm of the city.
Once you’re fully caffeinated, take a drive through some of Tallahassee’s popular neighborhoods. Midtown offers a vibrant, walkable scene blended with rich heritage and modern energy. Betton Hills features upscale, peaceful streets lined with lush greenery. Downtown is nearby as well, featuring beautiful parks, museums, exceptional dining, and more. If you’d like to see more of Tallahassee’s neighborhoods, check out our list of great neighborhoods to explore, based on resident feedback.
A Scenic Lunch Downtown
After a morning of scouting the Midtown/Downtown corridor, head to nearby Cascades Park, a favorite for walkers, joggers, and dog parents. Many concerts and city events take place here, so it’s a great area to get a lay of the land. Grab lunch at The Edison, where you can enjoy an amazing dining experience on their shaded outdoor porch. While you’re there, pop into Visit Tallahassee’s office located in the park to check out upcoming events and seasonal activities.
An Evening In The City
As the evening kicks in, wind down with some local spots tailored to your vibe. For an elevated experience, enjoy cocktails at The Monroe or Charlie Park (both within walking distance of Cascades Park). The Monroe offers a vibrant atmosphere with craft cocktails and a Great Gatsby-style interior. At Charlie Park, you’ll enjoy a beautiful panoramic view of the city and a chic setting perfect for unwinding.
If you’re craving an upscale dinner in the heart of downtown, grab happy hour drinks at The Liberty Bar and dinner at either Il Lusso, known for its elevated Italian cuisine, or Savour, a premium dining spot with an elegant ambiance.
Looking to tap into the FSU experience? College Town is full of great places to grab drinks and casual bites, including the beloved Madison Social, where FSU spirit meets lively nightlife. It’s the perfect way to experience the student scene and see another side of Tallahassee.
Day 2: Good Eats & Real Estate Insights
Start your morning with a satisfying breakfast at Canopy Road Café off Apalachee Parkway, a cherished local spot known for its hearty Southern classics. After breakfast, take a scenic drive through SouthWood, one of Tallahassee’s master-planned neighborhoods. With its community pool, golf course, and tennis courts, it offers a welcoming atmosphere and a pleasant blend of amenities.
To get a deeper sense of the city, take some time to connect with a Tallahassee Realtor to discuss what it’s like to live here. Whether you’re curious about renting, buying, or just exploring different neighborhoods, this is a great opportunity to get with an expert who can show you around well-known northeast subdivisions like Killearn Estates, Golden Eagle, and Buckhead, and beyond! Many of these communities are known for their established homes, family-friendly atmosphere, tree-lined streets, and spacious layouts. Chatting with a local Realtor can offer valuable insight into home prices, popular areas, school zones, and hidden gems you might otherwise miss. Even a short conversation can give you a clearer picture of what life in Tallahassee could look like day-to-day.
Shopping, Strolling, and Sweet Treats
Spend your afternoon exploring the Market District, one of Tallahassee’s most vibrant shopping areas, and within easy driving distance of many northeast neighborhoods. It’s full of charm, with locally owned shops like Hearth & Soul, Pink Narcissus, and more. This area gives you a true feel for the community and what it’s like to live, work, play, and stay in Tallahassee.
When lunchtime rolls around, the Market District has you covered with favorites like Chicken Salad Chick and Hopkins Eatery. Both lunch locales are adored for their signature salads, sandwiches, and friendly environment.
Craving something sweet? Stop by Lofty Pursuits, an old-fashioned soda fountain and ice cream shop that’s fun for all ages. You can watch them make hand-pulled candy right on-site, dive into one of their playful ice cream flavors, or look through some of their cool nostalgic games.
Ending The Weekend Right
To end your weekend on a high note, make your way to Bannerman Crossings, a lively spot in Northeast Tallahassee that brings dining and entertainment in a relaxed atmosphere. With a variety of local restaurants, it’s the perfect place to reflect on your time in the city and maybe even picture yourself calling this place home.
***
Whether you’re just visiting Tallahassee for the weekend or considering a permanent move, this 48-hour guide gives you a true feel of the city, its scenic neighborhoods, local favorites, and Southern charm. It’s the perfect weekend designed to help you picture life in the capital city. If you’d like to see what’s happening while you’re in town, check out the Tallahassee Event Calendar to explore live music, festivals, community events, and more!