November 23, 2021

33 classic Orlando restaurants that've been around for longer than 25 years

Don't get us wrong, new restaurants are exciting. But there's something to be said for a resto with longevity, the sort of place that has stuck around for longer than 25 years.

We put together this list of the most resilient and iconic Central Florida restaurants where you can get the same steak, sandwich or other entree as long-ago Orlandoans.

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33 classic Orlando restaurants that've been around for longer than 25 years
Cafe Tu Tu Tango 
8625 International Drive | Orlando, FL 32819, (407) 248-2222
Cafe Tu Tu Tango has been serving the Orlando community for more than 30 years with their tapas-style dishes, crafted cocktails, beer and wine accompanied by local art of the visual and performing varieties.
Photo via Cafe Tu Tango/Facebook

Cafe Tu Tu Tango

8625 International Drive | Orlando, FL 32819, (407) 248-2222
Cafe Tu Tu Tango has been serving the Orlando community for more than 30 years with their tapas-style dishes, crafted cocktails, beer and wine accompanied by local art of the visual and performing varieties.

Photo via Cafe Tu Tango/Facebook
Enzo’s on the Lake 
1130 S. U.S. Highway 17-92, Longwood, FL 32750, 407-834-9872
Enzo’s started in a home in 1980 and in the years since has become the area's date restaurant par excellence, serving Italian cuisine with a chic spin.
Photo via Enzo’s on the Lake/Instagram

Enzo’s on the Lake

1130 S. U.S. Highway 17-92, Longwood, FL 32750, 407-834-9872
Enzo’s started in a home in 1980 and in the years since has become the area's date restaurant par excellence, serving Italian cuisine with a chic spin.

Photo via Enzo’s on the Lake/Instagram
Beefy King 
424 N. Bumby Ave., Orlando, FL 32803, 407-894-2241
Beefy King has been filling hungry Orlandoans' tummies with the best roast beef (and turkey, ham, or pastrami) sandwiches since 1968. They also offer great milkshakes and their take on the tot, Beefy Spuds.
Photo via Google Maps

Beefy King

424 N. Bumby Ave., Orlando, FL 32803, 407-894-2241
Beefy King has been filling hungry Orlandoans' tummies with the best roast beef (and turkey, ham, or pastrami) sandwiches since 1968. They also offer great milkshakes and their take on the tot, Beefy Spuds.

Photo via Google Maps
High Tide Harry’s 
4645 S. Semoran Blvd., Orlando, FL 32822, 407-273-4422 
Since 1995, High Tide Harry’s has been giving delicious seafood to the Orlando community. They offer delicious burgers, ribs, shrimp, lobster, fresh fish and more.
Photo via High Tide Harry’s/Facebook

High Tide Harry’s

4645 S. Semoran Blvd., Orlando, FL 32822, 407-273-4422
Since 1995, High Tide Harry’s has been giving delicious seafood to the Orlando community. They offer delicious burgers, ribs, shrimp, lobster, fresh fish and more.

Photo via High Tide Harry’s/Facebook
Lee and Rick’s Oyster Bar 
5621 Old Winter Garden Road, Orlando, Florida 32811, 407-293-3587
Lee and Rick’s is an establishment that started in the 1950s as a 9-stool restaurant that only sold oysters and the owners raised their family in the back of the restaurant. Now they have grown to an oyster bar with a more extensive menu that can accommodate a bigger gathering. 
Photo via Lee and Rick Oyster Bar

Lee and Rick’s Oyster Bar

5621 Old Winter Garden Road, Orlando, Florida 32811, 407-293-3587
Lee and Rick’s is an establishment that started in the 1950s as a 9-stool restaurant that only sold oysters and the owners raised their family in the back of the restaurant. Now they have grown to an oyster bar with a more extensive menu that can accommodate a bigger gathering.

Photo via Lee and Rick Oyster Bar
Linda’s Winter Park Diner 
1700 W. Fairbanks Ave., Winter Park, FL 32789, 407-644-2343
Linda’s Diner has been part of the Winter Park community for 34 years serving their delicious all-day breakfast at an iconic ‘50s diner. 
Photo via Linda’s Winter Park Diner/Facebook

Linda’s Winter Park Diner

1700 W. Fairbanks Ave., Winter Park, FL 32789, 407-644-2343
Linda’s Diner has been part of the Winter Park community for 34 years serving their delicious all-day breakfast at an iconic ‘50s diner.

Photo via Linda’s Winter Park Diner/Facebook
Boston Fish House 
6860 Aloma Ave., Winter Park, FL 32792, 407-678-2107
Boston Fish House opened its doors in February of 1988. They are known for their New England Style seafood.  
Photo via Boston Fish House/Facebook

Boston Fish House

6860 Aloma Ave., Winter Park, FL 32792, 407-678-2107
Boston Fish House opened its doors in February of 1988. They are known for their New England Style seafood.

Photo via Boston Fish House/Facebook
Antonio’s 
611 S. Orlando Ave., Maitland, FL 32751, 407-645-1039
Antonio’s is known for their delicious black Angus beef and  authentic Italian food.  
Photo via Antonio’s Maitland/Facebook

Antonio’s

611 S. Orlando Ave., Maitland, FL 32751, 407-645-1039
Antonio’s is known for their delicious black Angus beef and authentic Italian food.

Photo via Antonio’s Maitland/Facebook
Chatham’s Place 
7575 Dr. Phillips Blvd., Orlando, FL 32819, (407) 345-2992
Chatham’s Place has been part of our community for over 30 years. Chef Tony Lopez is the creator and owner of the restaurant. This restaurant uses local growth products to make their delicious steaks and fancy plates.
Photo via Chatham’s Place/Facebook

Chatham’s Place

7575 Dr. Phillips Blvd., Orlando, FL 32819, (407) 345-2992
Chatham’s Place has been part of our community for over 30 years. Chef Tony Lopez is the creator and owner of the restaurant. This restaurant uses local growth products to make their delicious steaks and fancy plates.

Photo via Chatham’s Place/Facebook