Road trip from Leesburg to Jacksonville
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Sights & Landmarks
Concerts & Shows
Nature & Parks
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Water & Amusement Parks
Outdoor Activities
Fun & Games
Show more (5+)
All Category
Sights & Landmarks
Concerts & Shows
Nature & Parks
Shopping
Water & Amusement Parks
Outdoor Activities
Fun & Games
Spas & Wellness
Food & Drink
Museums
Nightlife
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ITINERARY
3h 0m145 miles25 stops
1
Baseline Road Trailhead
2
MetroWest Golf Club
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.
3
Ocala Civic Theatre
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.
4
Marion Theatre
5
Island H2O Water Park
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.
6
The Woodhouse Day Spa
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.
7
The Legends Walk Course
8
Teatro Martini
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!
9
Cinemark Artegon Marketplace and XD
10
1001 Transportation
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.
11
Orange County Convention Center
12
Ocala Palms Golf & Country Club
13
Mind Games Interactive Magic
Mind Games: Interactive Magic runs every Wednesday night. Dinner is served from 6:00pm-7:30pm the show starts at 7:45pm.
14
New Balance Factory Store
15
Lake Rianhard
16
Corpus Christi Catholic Church
17
Young's Paso Fino Ranch
18
Depot Park
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
Havana's Wine & Cigar Lounge
Havana's Wine & Cigar Lounge aims to provide a relaxed atmosphere, where you can kick back on the couches and enjoy life.
20
Total Wine & More
21
Cimarrone Golf Club
Established in 1988, Cimarrone is a semi private club whose mission is to provide a private club experience for its members and guests. The golf course is a David Poselthwait championship design that meanders through the pine forests and thick marshlands of North Florida. The 6,900 yard layout plays along a mildly rolling terrain with significant fairway and green side mounds and plentiful water hazards. Rated 4 stars out of five by Golf Digest Places to Play, the course was chosen as one of the Top 100 Golf Courses in Florida. Golf amenities include practice facilities that feature a targets natural grass range, short game areas with sand bunker and putting green. In addition, Cimarrone Golf and Country Club has a 10,000 square foot clubhouse that features a beautiful restaurant and lounge, plus banquet and golf outing facilities that can accommodate over 140 people. The clubhouse can be made available for use by our members at a discounted rate. Cimarrone Golf and Country Club membership opportunities are being offered for a limited time. There are a number of options….something for everyone. We would like to invite you to explore all that Cimarrone has to offer. Hit some range balls, play a round of golf, grab a hand crafted deli sandwich and a cold drink. We think you will agree Cimarrone Golf and Country Club is one of the best kept secrets in Northeast Florida.
22
The Brumos Collection
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.
23
Underbelly
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.
24
Downtown Cigar Lounge
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.
25
Regal River City Marketplace Stadium 14
Customize this Trip
OVERVIEW
Leesburg to Jacksonville
1
Start:Baseline Road Trailhead
Ocala, Florida·
5.0
(8) review
4255 SE 58th Ave, Ocala, FL 34480
2
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.
3
Start: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.
4
Start:Marion Theatre
Ocala, Florida·
4.5
(90) review
50 S Magnolia Ave, Ocala, FL 34471-1153
5
Start: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.
6
Start: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.
7
Start:The Legends Walk Course
Kissimmee, Florida·
4.0
(96) review
8505 W Irlo Bronson Memorial Hwy Orange Lake Resort, Kissimmee, FL 34747-8217
8
Start: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!
9
Start:Cinemark Artegon Marketplace and XD
Orlando, Florida·
4.5
(95) review
5150 International Dr, Orlando, FL 32819-9423
10
Start: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.
11
Start:Orange County Convention Center
Orlando, Florida·
4.5
(957) review
9800 International Dr, Orlando, FL 32819-8111
12
Start:Ocala Palms Golf & Country Club
Ocala, Florida·
4.5
(9) review
5174 NW 26th St, Ocala, FL 34482-3250
13
Start: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.
14
Start:New Balance Factory Store
Kissimmee, Florida·
4.0
(9) review
5881 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746-4717
15
Start:Lake Rianhard
Celebration, Orlando, Florida·
4.5
(95) review
701 Front St Em frente a Market Street, Celebration, Orlando, FL 34747-4915
16
Start:Corpus Christi Catholic Church
Celebration, Orlando, Florida·
5.0
(99) review
1050 Celebration Ave, Celebration, Orlando, FL 34747-4867
17
Start:Young's Paso Fino Ranch
Ocala, Florida·
4.0
(9) review
7950 NW 80th Ave, Ocala, FL 34482-1112
18
Start: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.
19
Start:Havana's Wine & Cigar Lounge
Gainesville, Florida·
4.5
(8) review
Havana's Wine & Cigar Lounge aims to provide a relaxed atmosphere, where you can kick back on the couches and enjoy life.
20
Start:Total Wine & More
Gainesville, Florida·
4.0
(8) review
3965 Plaza Blvd Suite 10, Gainesville, FL 32608-2443
21
Start:Cimarrone Golf Club
Jacksonville, Florida·
4.0
(88) review
Established in 1988, Cimarrone is a semi private club whose mission is to provide a private club experience for its members and guests. The golf course is a David Poselthwait championship design that meanders through the pine forests and thick marshlands of North Florida. The 6,900 yard layout plays along a mildly rolling terrain with significant fairway and green side mounds and plentiful water hazards. Rated 4 stars out of five by Golf Digest Places to Play, the course was chosen as one of the Top 100 Golf Courses in Florida. Golf amenities include practice facilities that feature a targets natural grass range, short game areas with sand bunker and putting green. In addition, Cimarrone Golf and Country Club has a 10,000 square foot clubhouse that features a beautiful restaurant and lounge, plus banquet and golf outing facilities that can accommodate over 140 people. The clubhouse can be made available for use by our members at a discounted rate. Cimarrone Golf and Country Club membership opportunities are being offered for a limited time. There are a number of options….something for everyone. We would like to invite you to explore all that Cimarrone has to offer. Hit some range balls, play a round of golf, grab a hand crafted deli sandwich and a cold drink. We think you will agree Cimarrone Golf and Country Club is one of the best kept secrets in Northeast Florida.
22
Start: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.
23
Start: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.
24
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.
25
Start:Regal River City Marketplace Stadium 14
Jacksonville, Florida·
4.5
(9) review
12884 City Center Blvd River City Marketplace, Jacksonville, FL 32218-7216
CHECKLIST
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Car charger and portable battery
Water bottles and snacks
Travel pillow and blanket
Sunglasses and sunscreen
First-aid kit
Trash bags
Hand sanitizer and wet wipes
Driver’s license and vehicle registration
Cash and cards
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FAQ
Frequently Asked Questions
What's the driving distance between Leesburg and Jacksonville?
The distance is 145 miles
What's the travel time between Leesburg and Jacksonville?
The driving time can vary depending on traffic conditions, but it is typically 3h 0m mins in normal traffic
What are some of the best cities to visit between Leesburg and Jacksonville?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Jacksonville?
There are plenty! Here are some stops you shouldn’t miss on your way to Jacksonville
What’s the weather like in Jacksonville?
The weather in Jacksonville is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Jacksonville in January
Weather in Jacksonville in February
Weather in Jacksonville in March
Weather in Jacksonville in April
Weather in Jacksonville in May
Weather in Jacksonville in June
Weather in Jacksonville in July
Weather in Jacksonville in August
Weather in Jacksonville in September
Weather in Jacksonville in October
Weather in Jacksonville in November
Weather in Jacksonville in December
Interested in a detailed plan for your time in Jacksonville?
Plan your dream Jacksonville trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Jacksonville
A 2-day itinerary in Jacksonville
A 3-day itinerary in Jacksonville
A 4-day itinerary in Jacksonville
A 5-day itinerary in Jacksonville
A 6-day itinerary in Jacksonville
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