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By Huuk Team

Road trip from Jacksonville to Leesburg

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ITINERARY

3h 3m146 miles19 stops
1
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.
2
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.
3
Regal River City Marketplace Stadium 14
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
4
The Brumos Collection
5159 San Pablo Rd S, Jacksonville, FL 32224-1823
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
5
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.
6
Young's Paso Fino Ranch
7950 NW 80th Ave, Ocala, FL 34482-1112
7
Ocala Civic Theatre
4337 E Silver Springs Blvd, Ocala, FL 34470-5001
Ocala Civic Theatre has been uplifting, inspiring, and entertaining our community for more than 70 years. Founded in 1950, OCT is one of the largest community theatres in the state and serves 65,000 local residents each season. We are able to present professional-quality live performances thanks to the talents and dedication of our volunteers, staff, and guest designers. In addition, OCT’s Education & Enrichment programs reach more than 1,000 learners of all ages year-round through skill-building and performance classes. Celebrating 70 Years of OCT History! Our story began on March 3, 1950 at the first organizational meeting of The Marion Players, a group of young people who decided Ocala needed a “little theatre.” They had a wide variety of theatrical talents and experience, and they all shared a deep desire to provide the highest quality entertainment for local audiences.
8
Ocala Palms Golf & Country Club
5174 NW 26th St, Ocala, FL 34482-3250
9
Marion Theatre
50 S Magnolia Ave, Ocala, FL 34471-1153
10
Baseline Road Trailhead
4255 SE 58th Ave, Ocala, FL 34480
11
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.
12
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!
13
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.
14
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.
15
Orange County Convention Center
9800 International Dr, Orlando, FL 32819-8111
16
The Legends Walk Course
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
17
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.
18
Lake Rianhard
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
19
Corpus Christi Catholic Church
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
Customize this Trip

OVERVIEW

1
Start: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
2
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
3
Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
4
The Brumos Collection
Jacksonville, Florida·
5.0
(9) review
The Brumos Collection imparts a sweeping story of automotive development through racing. More than a technical tale, the exhibition reveals the very soul in these machines-cars inspired by their predecessors, developed by masters, tested in competition and celebrated in history. Remarkable vehicles spanning three centuries show the collaborations and rivalries that changed the automotive world.
5159 San Pablo Rd S, Jacksonville, FL 32224-1823
5
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
6
Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
7
Ocala Civic Theatre
Ocala, Florida·
4.5
(81) review
Ocala Civic Theatre has been uplifting, inspiring, and entertaining our community for more than 70 years. Founded in 1950, OCT is one of the largest community theatres in the state and serves 65,000 local residents each season. We are able to present professional-quality live performances thanks to the talents and dedication of our volunteers, staff, and guest designers. In addition, OCT’s Education & Enrichment programs reach more than 1,000 learners of all ages year-round through skill-building and performance classes. Celebrating 70 Years of OCT History! Our story began on March 3, 1950 at the first organizational meeting of The Marion Players, a group of young people who decided Ocala needed a “little theatre.” They had a wide variety of theatrical talents and experience, and they all shared a deep desire to provide the highest quality entertainment for local audiences.
4337 E Silver Springs Blvd, Ocala, FL 34470-5001
8
Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
9
Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
10
Baseline Road Trailhead
Ocala, Florida·
5.0
(8) review
4255 SE 58th Ave, Ocala, FL 34480
11
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
12
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
13
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
14
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
15
Orange County Convention Center
Orlando, Florida·
4.5
(957) review
9800 International Dr, Orlando, FL 32819-8111
16
The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
17
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
18
Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
19
Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Jacksonville and Leesburg?
The distance is 146 miles
What's the travel time between Jacksonville and Leesburg?
The driving time can vary depending on traffic conditions, but it is typically 3h 3m mins in normal traffic
What are some of the best cities to visit between Jacksonville and Leesburg?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Leesburg?
There are plenty! Here are some stops you shouldn’t miss on your way to Leesburg
What’s the weather like in Leesburg?
The weather in Leesburg is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Leesburg in January
Weather in Leesburg in February
Weather in Leesburg in March
Weather in Leesburg in April
Weather in Leesburg in May
Weather in Leesburg in June
Weather in Leesburg in July
Weather in Leesburg in August
Weather in Leesburg in September
Weather in Leesburg in October
Weather in Leesburg in November
Weather in Leesburg in December
Interested in a detailed plan for your time in Leesburg?
Plan your dream Leesburg trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Leesburg
A 2-day itinerary in Leesburg
A 3-day itinerary in Leesburg
A 4-day itinerary in Leesburg
A 5-day itinerary in Leesburg
A 6-day itinerary in Leesburg
Where else can I travel to if I'm starting my trip in Jacksonville?
We have a lot of great trip options for Jacksonville! See the links below for all the itineraries we created for you