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Romantic Guide to Kissimmee

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Kissimmee is located in sunny Florida, and it is just minutes away from Walt Disney World, Universal Studios, and Sea World. However, Kissimmee offers plenty of activities for the romantic in all of us, just within its own city limits. So get ready, get set, and explore!

Good for
  • Couples
  • History Buff
  • Thrill Seeker
  • Shopping Fanatic
  • Art and Architecture Lover
  • Nightlife Seeker
  • Nature Lover
  • Foodie
  • Peace and Quiet Seeker
  • LGBT
  • Luxury Traveller
  • Thrifty Traveller
  • Trendsetter
  • Like a Local

10 Places

3 City Tips

Print
Map

10 Places

Thompson Aire

Balloon Rides

Medieval Times Dinner & Tournament

Performances, Dinner Theatres

Old Town

Neighbourhoods

Old Town Sling Shot & Vomatron

Other Fun & Games

The Disney Wilderness Preserve

Nature & Wildlife Areas

Capone's Dinner and Show

Dinner Theatres

Disney's Fantasia Gardens Miniature Golf Course

Game & Entertainment Centres

Vintage Vino

Bars & Clubs

Wizardz Magic Theater

Theatres

Magic Kingdom Park

Theme Parks, Disney Parks & Activities

Angela A's City Tips

  • The closest beaches — such as Daytona, Cocoa, and Clearwater — are located 60 to 90 minutes away. For the clearest water, definitely go with Clearwater Beach!
  • Kissimmee is very easily navigated, and having a car allows visitors to get around quickly. However, LYNX offers a great local bus service.
  • Thinking about getting married while in Kissimmee? You must first acquire a license by visiting the Marriage & Passport Office, which is located at 2 Courthouse Square.
  • Thompson Aire
    Balloon Rides
    See more photos
    Angela A Says:

    Thompson Aire offers hot air balloon rides that provide unparalleled views of Kissimmee and surrounding areas. If you are looking for the epitome of romantic experiences, this has got to be at the top of your list!

    Good for
    • Peace and Quiet Seeker
    • Must See
    • Luxury Traveller
    • Trendsetter
    • Hidden Gems
    • Like a Local
    • Couples
    • Thrill Seeker
    • Nature Lover
    Tips
    • All flights include a complimentary breakfast buffet.
    • Balloons may accommodate four to six passengers, with seats.
    • Be sure to make advance reservations.
    Plan to stay:
    2-3 hours
    From the community
    Ranked #7 of 44 Outdoor Activities in Kissimmee
    • Extraordinary experience 31/08/2018
    • Ballooning is so underrated 03/06/2018
    • Thompson Aire
    Address:
    7769 W Irlo Bronson Memorial Hwy
    Kissimmee, FL 34747-1727
    Phone:
    +1 407-421-9322
    Price range:
    US$185 - US$185
    Other:
  • Medieval Times Dinner & Tournament
    Performances, Dinner Theatres
    See more photos
    Angela A Says:

    Medieval Times Dinner & Tournament offers a delicious meal and a fantasy-inspired show. Guests will rally behind their assigned countries as they joust through a night of supreme entertainment.

    Good for
    • Must See
    • Like a Local
    • History Buff
    • Thrill Seeker
    • Art and Architecture Lover
    • Foodie
    • Luxury Traveller
    • Trendsetter
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • The meal is served without utensils, in the spirit of historical significance.
    • Be sure to make advance reservations to avoid disappointment.
    • Check out the gift shop for fun souvenirs.
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #3 of 12 Concerts & Shows in Kissimmee
    Certificate of Excellence 2014
    • Expensive dinner show with many possible upgrades 21/10/2018
    • Great show for all ages 19/10/2018
    • Medieval Times Dinner & Tournament
    Address:
    4510 W Vine St
    Kissimmee, FL 34746-5317
    Phone:
    +1 888-935-6878
    Other:
  • Old Town
    Neighbourhoods
    See more photos
    Angela A Says:

    Old Town is an exciting entertainment destination that offers thrill rides, dining, and even shopping. This is an excellent choice for an evening visit, when the attractions are lit up, and merely walking through offers a fun experience.

    Good for
    • Must See
    • Hidden Gems
    • Like a Local
    • Thrill Seeker
    • Nightlife Seeker
    • Foodie
    • Luxury Traveller
    • Thrifty Traveller
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Be sure to check out themed nights, including the car shows.
    • Ride the ferris wheel for a touch of romance.
    • Flippers Pizza is delicious!
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #6 of 47 things to do in Kissimmee
    Certificate of Excellence 2014
    • #bestdayever at Fun Spot America 20/10/2018
    • Great atmosphere 19/10/2018
    • Old Town
    Address:
    5770 W Irlo Bronson Memorial Hwy
    Kissimmee, FL 34746-4732
    Phone:
    +1 407-396-4888
    Hours:
    Sun - Sat
    10:00 - 23:00
    Other:
  • Old Town Sling Shot & Vomatron
    Other Fun & Games
    See more photos
    Angela A Says:

    For a thrilling experience just for two, be sure to ride the Sling Shot at Old Town! Riders are strapped in and hurled upwards to the sky, only to return to earth and bounce right back up again! Also check out the Vomatron, a giant propeller with seats at each end.

    Good for
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Like a Local
    • Friends
    • Couples
    • Thrill Seeker
    • Nightlife Seeker
    Tips
    • Be sure to check the rider restrictions.
    • Be prepared to reach speeds of up to 100 miles per hour.
    • Check the website for special discounts.
    Plan to stay:
    Less than 1 hour
    From the community
    Ranked #7 of 29 Fun & Games in Kissimmee
    • WOW! 16/10/2018
    • Fun time 07/10/2018
    • Old Town Sling Shot & Vomatron
    Address:
    5770 W Irlo Bronson Memorial Hwy
    Kissimmee, FL 34746-4732
    Phone:
    +1 407-396-7166
    Other:
  • The Disney Wilderness Preserve
    Nature & Wildlife Areas
    See more photos
    Angela A Says:

    The Disney Wilderness Preserve offers nearly 12,000 acres of unique ecosystems. Visitors may expect to see over 1,000 different species of plants and animals as they hike peaceful trails, bird watch, or simply take in this one-of-a-kind natural experience.

    Good for
    • Peace and Quiet Seeker
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • The hiking trail will be blocked off about 30 minutes prior to closing.
    • Be sure to wear insect repellent and sunscreen!
    • Be sure to stop in at the Information Center for trail and activity information when visiting.
    Plan to stay:
    1-2 hours
    From the community
    Ranked #8 of 47 things to do in Kissimmee
    Certificate of Excellence 2014
    • love nature 18/10/2018
    • Be prepared for hikes in Florida 02/10/2018
    • The Disney Wilderness Preserve
    Address:
    2700 Scrub Jay Trl
    The Nature Conservancy
    Kissimmee, FL 34759-3501
    Phone:
    +1 407-935-0002
    Other:
  • Capone's Dinner and Show
    Dinner Theatres
    See more photos
    Angela A Says:

    Capone's Dinner and Show offers an exciting throwback experience to the age of Al Capone's organized crime schemes. Guests will receive a roaring show, as well as a full dinner buffet, including a carving station.

    Good for
    • Foodie
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Like a Local
    • Friends
    • History Buff
    • Couples
    • Thrill Seeker
    • Senior
    • Nightlife Seeker
    Tips
    • The ticket price also includes unlimited beverages, including alcoholic drinks.
    • Check the website for valuable coupons!
    • Guests are encouraged to dress with the theme.
    • Take advantage of the fun opportunity for specialty photos.
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #4 of 12 Concerts & Shows in Kissimmee
    Certificate of Excellence 2014
    • Evening at capones 21/10/2018
    • Evening out 18/10/2018
    • Capone's Dinner and Show
    Address:
    4740 West US Highway 192
    (W. Irlo Bronson Hwy)
    Kissimmee, FL 34746
    Phone:
    +1 800-220-8428
    Price range:
    US$66 - US$66
    Hours:
    Sun - Sat
    09:00 - 22:00
    Other:
  • Disney's Fantasia Gardens Miniature Golf Course
    Game & Entertainment Centres
    See more photos
    Angela A Says:

    Fantasia Gardens Miniature Golf Course boasts exactly what one might expect from Disney! Characters abound in this beautifully manicured setting, which offers two distinctly different 18-hole courses.

    Good for
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Trendsetter
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    • Nature Lover
    Tips
    • Yes, you can catch views of Walt Disney World as you putt away!
    • Try the "Thrilling Challenge" option for what can best be described as a real course, only on a smaller scale.
    • Take your time and snap up the photo opportunities!
    Plan to stay:
    1-2 hours
    From the community
    Ranked #8 of 29 Fun & Games in Kissimmee
    Certificate of Excellence 2014
    • Good Times For All Ages 18/10/2018
    • So Much Fun!!! 15/10/2018
    • Disney's Fantasia Gardens Miniature Golf Course
    Address:
    Walt Disney World Resort
    Kissimmee, FL
    Phone:
    +1 407-560-4870
    Hours:
    Sun - Sat
    10:00 - 23:00
    Other:
  • Vintage Vino
    Bars & Clubs
    See more photos
    Angela A Says:

    Vintage Vino is a tranquil, ever so romantic spot to experience over 50 different wines, at least 35 craft beers, and an assortment of cheeses and meats.

    Good for
    • Foodie
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Trendsetter
    • Hidden Gems
    • Like a Local
    • Couples
    • Nightlife Seeker
    Tips
    • Vintage Vino is also a market where you can purchase your favorite wines, beers, and cheeses.
    • Check out the interactive wine classes.
    • Be sure to check out the website for monthly wine and cheese events.
    Plan to stay:
    1-2 hours
    From the community
    Ranked #2 of 18 Nightlife in Kissimmee
    • An evening delight 07/09/2017
    • Wine With Friends 22/08/2017
    • Vintage Vino
    Address:
    14 E Dakin Ave
    Kissimmee, FL 34741-5765
    Phone:
    +1 917-627-8432
    Hours:
    Wed - Thu
    17:00 - 22:00
    Fri - Sat
    17:00 - 00:00
    Other:
  • Wizardz Magic Theater
    Theatres
    See more photos
    Angela A Says:

    Wizardz Magic Theater is the place to be to experience shows by magicians from across the globe! In an intimate theater setting, visitors will see up-close magic, often with an invitation to be a part of the process.

    Good for
    • Must See
    • Luxury Traveller
    • Thrifty Traveller
    • Trendsetter
    • Hidden Gems
    • Like a Local
    • Solo
    • Friends
    • Couples
    • Senior
    • Family
    Tips
    • Stop in the gift shop for magic supplies and souvenirs.
    • You may conveniently purchase tickets online.
    • Splurge on special, front row seating!
    Plan to stay:
    1-2 hours
    From the community
    Ranked #14 of 47 things to do in Kissimmee
    • Exciting Magic Every Monday! A MustSee while in Orlando 25/09/2018
    • Great Magic show 02/07/2018
    • Wizardz Magic Theater
    Address:
    5678 W Irlo Bronson Memorial Hwy
    Kissimmee, FL 34746-4709
    Phone:
    +1 863-307-9400
    Price range:
    US$15 - US$15
    Hours:
    Mon
    19:00 - 20:00
    Other:
  • Magic Kingdom Park
    Theme Parks, Disney Parks & Activities
    See more photos
    Angela A Says:

    Can there be any more romantic place in all of Florida than the Magic Kingdom? Anyone would be remiss not to include this phenomenal spectacular on any list involving matters of the heart! Guests may expect world-class attractions, thrill rides, performances, delectable dining, and Mickey Mouse himself!

    Good for
    • Foodie
    • Must See
    • Luxury Traveller
    • Trendsetter
    • Like a Local
    • Couples
    • Thrill Seeker
    • Shopping Fanatic
    • Art and Architecture Lover
    • Nightlife Seeker
    • Nature Lover
    Tips
    • For the most romantic moment of the night, be sure to watch the evening fireworks going off above Cinderella's Castle.
    • For a dining experience like no other, make reservations for Be Our Guest at the Beast's Castle in Fantasyland.
    • Cuddling inside a boat as you float through 'It's A Small World' should still make any heart skip a beat!
    • Located within the Walt Disney World complex, and a mere few minutes outside Kissimmee.
    Plan to stay:
    More than 3 hours
    From the community
    Ranked #5 of 388 things to do in Orlando
    Certificate of Excellence 2014
    • Best park ever 21/10/2018
    • Mickey’s Not So Scary Halloween Party 21/10/2018
    • Magic Kingdom Park
    Address:
    3111 World Drive
    Walt Disney World
    Orlando, FL 32830
    Phone:
    +1 407-939-5277
    Other:
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