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Things to do in Orlando: 3 local trip ideas

3 ready-made day trips in Orlando, Florida: cultural, entertainment and family. Each one strings together a handful of stops in order.

CulturalEntertainmentFamily
Cultural trip

A Cultural Day in

5 stops · about 7 hr 30 min of stops · ~$108 per person

Immerse yourself in the historic charm and artistic treasures of Winter Park, exploring world-renowned decorative glass, academic art galleries, and acclaimed local gastronomy without the transit hassle.

  1. 1

    Briarpatch Restaurant

    252 N Park Ave #3814, Winter Park, FL 32789, USA
    Briarpatch Restaurant, Orlando

    Start early to beat the crowd and try their famous raspberry lemon cream pancakes or California Benedict.

    ★ 4.5 on Google · about 1 hr 15 min · ~$25 per person · Directions
  2. 2

    The Charles Hosmer Morse Museum of American Art

    445 N Park Ave, Winter Park, FL 32789, USA
    The Charles Hosmer Morse Museum of American Art, Orlando

    A brief walk up Park Avenue brings you to the world's most comprehensive collection of works by Louis Comfort Tiffany.

    ★ 4.8 on Google · about 1 hr 30 min · ~$8 per person · Directions
  3. 3

    Prato

    124 N Park Ave, Winter Park, FL 32789, USA
    Prato, Orlando

    Enjoy a stylish, sit-down Italian lunch featuring wood-fired pizzas and handcrafted seasonal pastas.

    ★ 4.5 on Google · about 1 hr 15 min · ~$30 per person · Directions
  4. 4

    Rollins Museum of Art

    1000 Holt Ave Box 2765, Winter Park, FL 32789, USA
    Rollins Museum of Art, Orlando

    Stroll down to the beautiful Rollins College campus to see Orlando's only European Old Masters collection for free.

    ★ 4.6 on Google · about 1 hr 30 min · Free · Directions
  5. 5

    The Ravenous Pig

    565 W Fairbanks Ave, Winter Park, FL 32789, USA
    The Ravenous Pig, Orlando

    Cap off your cultural tour with award-winning Southern-inspired gastropub fare and house-brewed craft beers.

    ★ 4.5 on Google · about 2 hr · ~$45 per person · Directions
Entertainment trip

Downtown & Milk District Vibes

5 stops · about 7 hr 10 min of stops · ~$118 per person

Immerse yourself in Orlando's vibrant local scene with Southern-style eats, a scenic lakeside stroll, and an evening of indie live music in Downtown and the nearby Milk District.

  1. 1

    Se7enBites

    617 N Primrose Dr, Orlando, FL 32803, USA
    Se7enBites, Orlando

    Try the 'Minnie Pearl' chicken and waffles, and grab a signature bourbon bacon pie slice to go.

    ★ 4.5 on Google · about 1 hr 15 min · ~$20 per person · Directions
  2. 2

    Lake Eola Park

    512 E Washington St, Orlando, FL 32801, USA
    Lake Eola Park, Orlando

    Walk the scenic 0.9-mile loop and rent one of the famous swan-shaped paddle boats.

    ★ 4.7 on Google · about 1 hr 30 min · ~$30 per person · Directions
  3. 3

    The Monroe

    448 N Terry Ave, Orlando, FL 32801, USA
    The Monroe, Orlando

    Order their famous double-patty classic burger or fried chicken in this stylish mid-century venue.

    ★ 4.5 on Google · about 1 hr 15 min · ~$25 per person · Directions
  4. 4

    The Greenery Creamery

    420 E Church St Unit 112, Orlando, FL 32801, USA
    The Greenery Creamery, Orlando

    Cool off with a scoop of their artisanal dairy or creative vegan flavors like Black Ash Coconut.

    ★ 4.8 on Google · about 40 min · ~$8 per person · Directions
  5. 5

    The Social

    54 N Orange Ave, Orlando, FL 32801, USA
    The Social, Orlando

    Catch an intimate, high-energy live show at this iconic downtown indie music club.

    ★ 4.1 on Google · about 2 hr 30 min · ~$35 per person · Directions
Family trip

Science, Sweets, and Smokey

5 stops · about 6 hr 45 min of stops · ~$64 per person

Enjoy a perfect, non-zigzagging family day in Orlando's cultural districts, featuring interactive museums, parks, and kid-approved dining.

  1. 1

    Se7enBites

    617 N Primrose Dr, Orlando, FL 32803, USA
    Se7enBites, Orlando

    Fuel up with sweet and savory Southern breakfast biscuits featured on Diners, Drive-Ins and Dives.

    ★ 4.5 on Google · about 1 hr · ~$15 per person · Directions
  2. 2

    Orlando Science Center

    777 E Princeton St, Orlando, FL 32803, USA
    Orlando Science Center, Orlando

    Head straight to KidsTown for interactive exhibits perfect for little learners and hands-on science fun.

    ★ 4.6 on Google · about 3 hr · ~$24 per person · Directions
  3. 3

    Pig Floyds Urban Barbakoa

    1326 N Mills Ave, Orlando, FL 32803, USA
    Pig Floyds Urban Barbakoa, Orlando

    A quick, casual lunch stop featuring kid-pleasing tacos, bento boxes, and delicious fusion barbecue.

    ★ 4.6 on Google · about 1 hr · ~$18 per person · Directions
  4. 4

    Loch Haven Park

    777 E Princeton St, Orlando, FL 32803, USA
    Loch Haven Park, Orlando

    Let the kids burn off some energy running under the massive live oaks in this scenic cultural park.

    ★ 4.7 on Google · about 1 hr · Free · Directions
  5. 5

    Kelly's Homemade Ice Cream

    3114 Corrine Dr, Orlando, FL 32803, USA
    Kelly's Homemade Ice Cream, Orlando

    Celebrate the end of a great day with handcrafted, local ice cream scoops in the nearby Audubon Park Garden District.

    ★ 4.8 on Google · about 45 min · ~$7 per person · Directions

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