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By Huuk Team

Road trip from Leesburg to Tallahassee

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Show more (5+)

ITINERARY

4h 8m219 miles34 stops
1
MetroWest Golf Club
2100 S Hiawassee Rd, Orlando, FL 32835-6307
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
2
Marion Theatre
50 S Magnolia Ave, Ocala, FL 34471-1153
3
Island H2O Water Park
3230 Inspiration Dr, Kissimmee, FL 34747
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
4
The Woodhouse Day Spa
7513 West Sandlake Road, Orlando, FL 32819
The Woodhouse Day Spa offers treatments for men and women including facials, massages, body treatments in a Vichy shower, microdermabrasion, hand and foot treatments, and exquisite baths. 6,000 square feet of Victorian decor featuring 16 private guest treatment rooms, men’s & women’s quiet rooms, duet massage room, bath & massage room, private pedicure rooms, and more! The Woodhouse is the perfect place for spa parties & corporate events.
5
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
6
Teatro Martini
6400 Carrier Dr, Orlando, FL 32819-8260
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
7
Cinemark Artegon Marketplace and XD
5150 International Dr, Orlando, FL 32819-9423
8
1001 Transportation
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
9
Orange County Convention Center
9800 International Dr, Orlando, FL 32819-8111
10
Ocala Palms Golf & Country Club
5174 NW 26th St, Ocala, FL 34482-3250
11
Mind Games Interactive Magic
7900 Mystic Dunes Ln Kenzie's Steakhouse, Celebration, Orlando, FL 34747-2501
Mind Games: Interactive Magic runs every Wednesday night. Dinner is served from 6:00pm-7:30pm the show starts at 7:45pm.
12
Gaylord Palms Resort & Convention Center
6000 W Osceola Pkwy, Kissimmee, FL 34746-4414
13
New Balance Factory Store
5881 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746-4717
14
Lake Rianhard
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
15
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
16
Old Town Portrait Gallery
5770 W Irlo Bronson Memorial Hwy Suite 229, Kissimmee, FL 34746-4732
17
Young's Paso Fino Ranch
7950 NW 80th Ave, Ocala, FL 34482-1112
18
Depot Park
200 SE Depot Ave, Gainesville, FL 32601-7004
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
19
Jungle Friends Primate Sanctuary
13915 North State Road 121, Gainesville, FL 32653-7509
Jungle Friends offers a Magical Monkey Experience through Airbnb Experiences to meet our monkey friends up-close and personal! We have amazing volunteer opportunities -- come for a few hours, a few days or a few months! We have on-site accommodations for our guests in our guest house! Jungle Friends Primate Sanctuary provides permanent high-quality sanctuary care for over 200 New World monkeys being released from laboratory research, former "pets" needing homes, or monkeys who have been confiscated by the authorities due to abuse/neglect charges, as well as those found running loose. Jungle Friends is also committed to advocacy and education on behalf of all captive non-human primates, and to provide assistance to improve the circumstances of captive primates wherever possible.
20
Underbelly
113 E Bay St, Jacksonville, FL 32202-3414
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
21
Downtown Cigar Lounge
11 N Ocean St, Jacksonville, FL 32202-3311
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
22
Regal River City Marketplace Stadium 14
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
23
Chens Massage Clinic
3111 Mahan Dr, Tallahassee, FL 32308-5548
24
Urban Air Trampoline and Adventure Park
1644 Governors Square Boulevard, Tallahassee, FL 32301
Urban Air Adventure Park is much more than a trampoline park. If you're looking for the best year-round indoor attractions in the Tallahassee area, Urban Air is the perfect place. With new adventures behind every corner, we are the ultimate indoor playg
25
Regal Cinemas Governor's Square 12
1501 Governors Square Blvd, Tallahassee, FL 32301-3020
26
Proof Brewing Company
1320 S Monroe St, Tallahassee, FL 32301
Founded by Byron & Angela Burroughs in 2012, Proof Brewing Company prides itself on being an industry leader of innovative beers. Proof Brewing Co. produces big, bold, flavorful beers and remains committed to true artisanal brewing methods in an evolving industry. The brewery has received numerous awards and recognition from the world renowned Hunaphu’s Day, World Beer Cup, Best Florida Beer, and Paste Magazine. Proof Brewing Company is a proud member of the Florida Brewers Guild.
27
Bradley's Country Store
10655 Centerville Rd, Tallahassee, FL 32309-7438
Since 1927, Bradley's has made the best, old fashioned, country smoked and fresh sausage that money can buy. Using a secret family recipe, our sausage is made weekly and does not contain gluten, sugar, artificial ingredients or preservatives. It is also compliant with a variety of diet programs, such as Whole 30, Keto and Paleo! Sausage isn't all we have to offer! Take a drive out into the country on the beautiful canopy roads where you'll feel as if time has slowed down. Spend hours out on the picnic tables listening to birds sing and the wind blow through the canopy of Oak Trees and Spanish moss. Some may even get the chance to witness how we make our grits the old fashioned way, using an old Ford tractor and a Grist Mill dating back to the early 1930's. Join us for lunch where you can sit in a rocking chair on the front porch and savor a Bradley's sausage dog, RC Cola and a Moon Pie!
28
Black Archives Research Center and Museum
219 Apalachee Pkwy Union Bank, Tallahassee, FL 32307-0001
29
Capital City Pedicabs
113 S Monroe St, Tallahassee, FL 32301-1529
Founded in early 2013, we are the first pedicab company in the Tallahassee metropolitan area. We strive to reduce our carbon footprint one pedicab at a time. Our service area includes Downtown,Gaines Street,All Saints, Railroad Square, College Town, and FSU. Each one of our pedicabs is powered by a well trained, certified and licensed driver. They serve as "Ambassadors" for the City of Tallahassee and Leon County and are more than happy to provide information about the city's restaurants, nightlife and family friendly venues. The Capital City Pedicab fleet is brought to you by Main Street Pedicabs, one of the largest and most distinguished pedicab manufacturers in North America. Every one of our pedicabs has 21 speeds, utilizes hydraulic brakes for safe stopping, electric running lights and rear axle differentials for tight turning. Our pedicabs strive to provide that "central park" carriage ride nostalgic feeling.
30
Rabbit Creek Market
2811 Capital Cir NE Ste 2, Tallahassee, FL 32308-3878
31
Florida State University
600 W College Ave, Tallahassee, FL 32306
32
Tally Cat Cafe
2218 N Monroe St, Tallahassee, FL 32303-4732
33
Tallahassee Museum
3945 Museum Dr, Tallahassee, FL 32310-6325
Nestled within 52 acres of flora and fauna, the Tallahassee Museum is an oasis close to the heart of downtown. The Tallahassee Museum features a working 1880s pioneer farmstead, native Florida wildlife habitat (including panthers and red wolves), cypress swamp, Jim Gary's 20th Century Dinosaurs, and the all new Tallahassee Tree to Tree Adventures (an outdoor zip line and adventure course for kids and adults). Come enjoy the great outdoors with us at the Tallahassee Museum- where nature, history, science, and fun come together!
34
Lake Tribe Brewing Company
3357 Garber Dr Unit 4, Tallahassee, FL 32303-1123
Tallahassee based craft brewery, brewing beers that celebrate the great outdoors through their tastes, aromas, and pairings. Offering weekly brewery tours and tastings of their ruggedly robust locally crafted ales.
Customize this Trip

OVERVIEW

Leesburg to Tallahassee
1
Start:MetroWest Golf Club
Orlando, Florida·
3.0
(96) review
MetroWest Golf Club, voted the best golf course in Orlando, is located just minutes away from Universal Orlando Resort. The club provides a fair, yet demanding challenge to make a pleasurable golf experience for players of all skill levels.
2100 S Hiawassee Rd, Orlando, FL 32835-6307
2
Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
3
Island H2O Water Park
Kissimmee, Florida·
3.5
(96) review
Island H2O Water Park is your place for family fun! Tube slides, raft riding & splash zones, plus luxury cabana rentals at a sprawling water park.
3230 Inspiration Dr, Kissimmee, FL 34747
4
The Woodhouse Day Spa
Orlando, Florida·
4.5
(93) review
The Woodhouse Day Spa offers treatments for men and women including facials, massages, body treatments in a Vichy shower, microdermabrasion, hand and foot treatments, and exquisite baths. 6,000 square feet of Victorian decor featuring 16 private guest treatment rooms, men’s & women’s quiet rooms, duet massage room, bath & massage room, private pedicure rooms, and more! The Woodhouse is the perfect place for spa parties & corporate events.
7513 West Sandlake Road, Orlando, FL 32819
5
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
6
Teatro Martini
Orlando, Florida·
4.5
(960) review
When the sun goes down at the circus, the acts get hotter, the laughs get bigger, and everything gets a whole lot crazier. Award winning acts from around the world will amaze and astound while the best of the best perform on the stage and all around you. Laugh till you can’t breath, watch till you can’t believe, and celebrate what happens when you finally get to see Teatro Martini. Located in Orlando, Florida, in the heart of I-Drive, this highly interactive show features circus performers from around the world including comedy magician, clowns, acrobats and performing puppies!
6400 Carrier Dr, Orlando, FL 32819-8260
7
Cinemark Artegon Marketplace and XD
Orlando, Florida·
4.5
(95) review
5150 International Dr, Orlando, FL 32819-9423
8
1001 Transportation
Orlando, Florida·
5.0
(98) review
Airport Transportation Affordable flat rate Orlando & Miami ground transportation with over 20 years of combined experience. Our chauffeurs have earned an excellent reputation for exceptional standard of safety, reliability and professionalism Transportation in Orlando & Miami Florida.
6401 Time Square Ave Cu-20 #1022, Orlando, FL 32819-9118
9
Orange County Convention Center
Orlando, Florida·
4.5
(957) review
9800 International Dr, Orlando, FL 32819-8111
10
Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
11
Mind Games Interactive Magic
Celebration, Orlando, Florida·
5.0
(9) review
Mind Games: Interactive Magic runs every Wednesday night. Dinner is served from 6:00pm-7:30pm the show starts at 7:45pm.
7900 Mystic Dunes Ln Kenzie's Steakhouse, Celebration, Orlando, FL 34747-2501
12
Gaylord Palms Resort & Convention Center
Kissimmee, Florida·
4.0
(833) review
6000 W Osceola Pkwy, Kissimmee, FL 34746-4414
13
New Balance Factory Store
Kissimmee, Florida·
4.0
(9) review
5881 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746-4717
14
Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
15
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
16
Old Town Portrait Gallery
Kissimmee, Florida·
4.5
(87) review
5770 W Irlo Bronson Memorial Hwy Suite 229, Kissimmee, FL 34746-4732
17
Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
18
Depot Park
Gainesville, Florida·
5.0
(94) review
Depot Park is a signature city park in downtown Gainesville providing a space for unique public outdoor enjoyment. Depot features a children's adventure play area with a custom splash pad of waterfalls, water soakers, and ground jets. A water's edge promenade hosts special events like food truck rallies, art festivals, and musical performances. The park is fully staffed and free of charge.
200 SE Depot Ave, Gainesville, FL 32601-7004
19
Jungle Friends Primate Sanctuary
Gainesville, Florida·
5.0
(7) review
Jungle Friends offers a Magical Monkey Experience through Airbnb Experiences to meet our monkey friends up-close and personal! We have amazing volunteer opportunities -- come for a few hours, a few days or a few months! We have on-site accommodations for our guests in our guest house! Jungle Friends Primate Sanctuary provides permanent high-quality sanctuary care for over 200 New World monkeys being released from laboratory research, former "pets" needing homes, or monkeys who have been confiscated by the authorities due to abuse/neglect charges, as well as those found running loose. Jungle Friends is also committed to advocacy and education on behalf of all captive non-human primates, and to provide assistance to improve the circumstances of captive primates wherever possible.
13915 North State Road 121, Gainesville, FL 32653-7509
20
Underbelly
Jacksonville, Florida·
3.5
(9) review
Located in the heart of Downtown, in Jacksonville's "Elbow District", Underbelly isn't just a building and a stage where people come to enjoy music. It's much bigger than that. It's not the paint on the walls. It's not the brick, wood, and nails that hold it all together. It's not the lights or the electricity that define it. Underbelly is a garden. A place for people, regardless of who you are or what you do, to just leave it all at the door for a small while. It's a place for humans. People wanting to be just that. Surrounded by others that feel the same to come together for however long it may be, to be here and now - no more, no less. It's a place where the best musicians unite to create moments that exist nowhere else. Isn't that what it is all about? Finding those moments of magic that will stay with you forever? Well, that's what we sell. We sell magic in all sizes. So come with many, come with none, it doesn't matter. Because when you're here, you're home.
113 E Bay St, Jacksonville, FL 32202-3414
21
Downtown Cigar Lounge
Jacksonville, Florida·
4.5
(9) review
Location in the heart of downtown Jacksonville in a 101 year-old historic building. We are home to a diverse selection of premium hand-rolled cigars from various regions and a variety of wines, beers and specialty drinks . DCL is not only about cigars we are also a gallery displaying the artwork of local artists.
11 N Ocean St, Jacksonville, FL 32202-3311
22
Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
23
Chens Massage Clinic
Tallahassee, Florida·
4.0
(8) review
3111 Mahan Dr, Tallahassee, FL 32308-5548
24
Urban Air Trampoline and Adventure Park
Tallahassee, Florida·
3.5
(7) review
Urban Air Adventure Park is much more than a trampoline park. If you're looking for the best year-round indoor attractions in the Tallahassee area, Urban Air is the perfect place. With new adventures behind every corner, we are the ultimate indoor playg
1644 Governors Square Boulevard, Tallahassee, FL 32301
25
Regal Cinemas Governor's Square 12
Tallahassee, Florida·
3.5
(8) review
1501 Governors Square Blvd, Tallahassee, FL 32301-3020
26
Proof Brewing Company
Tallahassee, Florida·
4.5
(72) review
Founded by Byron & Angela Burroughs in 2012, Proof Brewing Company prides itself on being an industry leader of innovative beers. Proof Brewing Co. produces big, bold, flavorful beers and remains committed to true artisanal brewing methods in an evolving industry. The brewery has received numerous awards and recognition from the world renowned Hunaphu’s Day, World Beer Cup, Best Florida Beer, and Paste Magazine. Proof Brewing Company is a proud member of the Florida Brewers Guild.
1320 S Monroe St, Tallahassee, FL 32301
27
Bradley's Country Store
Tallahassee, Florida·
4.5
(75) review
Since 1927, Bradley's has made the best, old fashioned, country smoked and fresh sausage that money can buy. Using a secret family recipe, our sausage is made weekly and does not contain gluten, sugar, artificial ingredients or preservatives. It is also compliant with a variety of diet programs, such as Whole 30, Keto and Paleo! Sausage isn't all we have to offer! Take a drive out into the country on the beautiful canopy roads where you'll feel as if time has slowed down. Spend hours out on the picnic tables listening to birds sing and the wind blow through the canopy of Oak Trees and Spanish moss. Some may even get the chance to witness how we make our grits the old fashioned way, using an old Ford tractor and a Grist Mill dating back to the early 1930's. Join us for lunch where you can sit in a rocking chair on the front porch and savor a Bradley's sausage dog, RC Cola and a Moon Pie!
10655 Centerville Rd, Tallahassee, FL 32309-7438
28
Black Archives Research Center and Museum
Tallahassee, Florida·
4.5
(7) review
219 Apalachee Pkwy Union Bank, Tallahassee, FL 32307-0001
29
Capital City Pedicabs
Tallahassee, Florida·
5.0
(7) review
Founded in early 2013, we are the first pedicab company in the Tallahassee metropolitan area. We strive to reduce our carbon footprint one pedicab at a time. Our service area includes Downtown,Gaines Street,All Saints, Railroad Square, College Town, and FSU. Each one of our pedicabs is powered by a well trained, certified and licensed driver. They serve as "Ambassadors" for the City of Tallahassee and Leon County and are more than happy to provide information about the city's restaurants, nightlife and family friendly venues. The Capital City Pedicab fleet is brought to you by Main Street Pedicabs, one of the largest and most distinguished pedicab manufacturers in North America. Every one of our pedicabs has 21 speeds, utilizes hydraulic brakes for safe stopping, electric running lights and rear axle differentials for tight turning. Our pedicabs strive to provide that "central park" carriage ride nostalgic feeling.
113 S Monroe St, Tallahassee, FL 32301-1529
30
Rabbit Creek Market
Tallahassee, Florida·
5.0
(8) review
2811 Capital Cir NE Ste 2, Tallahassee, FL 32308-3878
31
Florida State University
Tallahassee, Florida·
4.5
(814) review
600 W College Ave, Tallahassee, FL 32306
32
Tally Cat Cafe
Tallahassee, Florida·
5.0
(7) review
2218 N Monroe St, Tallahassee, FL 32303-4732
33
Tallahassee Museum
Tallahassee, Florida·
4.5
(717) review
Nestled within 52 acres of flora and fauna, the Tallahassee Museum is an oasis close to the heart of downtown. The Tallahassee Museum features a working 1880s pioneer farmstead, native Florida wildlife habitat (including panthers and red wolves), cypress swamp, Jim Gary's 20th Century Dinosaurs, and the all new Tallahassee Tree to Tree Adventures (an outdoor zip line and adventure course for kids and adults). Come enjoy the great outdoors with us at the Tallahassee Museum- where nature, history, science, and fun come together!
3945 Museum Dr, Tallahassee, FL 32310-6325
34
Lake Tribe Brewing Company
Tallahassee, Florida·
4.5
(7) review
Tallahassee based craft brewery, brewing beers that celebrate the great outdoors through their tastes, aromas, and pairings. Offering weekly brewery tours and tastings of their ruggedly robust locally crafted ales.
3357 Garber Dr Unit 4, Tallahassee, FL 32303-1123

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Tallahassee?
The distance is 219 miles
What's the travel time between Leesburg and Tallahassee?
The driving time can vary depending on traffic conditions, but it is typically 4h 8m mins in normal traffic
What are some of the best cities to visit between Leesburg and Tallahassee?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Tallahassee?
There are plenty! Here are some stops you shouldn’t miss on your way to Tallahassee
What’s the weather like in Tallahassee?
The weather in Tallahassee is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Tallahassee in January
Weather in Tallahassee in February
Weather in Tallahassee in March
Weather in Tallahassee in April
Weather in Tallahassee in May
Weather in Tallahassee in June
Weather in Tallahassee in July
Weather in Tallahassee in August
Weather in Tallahassee in September
Weather in Tallahassee in October
Weather in Tallahassee in November
Weather in Tallahassee in December
Interested in a detailed plan for your time in Tallahassee?
Plan your dream Tallahassee trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Tallahassee
A 2-day itinerary in Tallahassee
A 3-day itinerary in Tallahassee
A 4-day itinerary in Tallahassee
A 5-day itinerary in Tallahassee
A 6-day itinerary in Tallahassee
Where else can I travel to if I'm starting my trip in Leesburg?
We have a lot of great trip options for Leesburg! See the links below for all the itineraries we created for you