Park Avenue has long been the place for a relaxing stroll in elegant surroundings. Experience a unique destination for fine dining, fashion, and art in one of Florida’s most unique and flourishing communities. Bordered by a shady park named 'Central Park' hosts concerts and art festivals. Park Avenue is home to one-of-a-kind boutiques and well-known shops, sidewalk cafes and fine dining restaurants, as well as world-renowned art collections in the area’s museums. Downtown Winter Park’s charm is magnified in the truly unique details: hidden gardens and side streets that are home to locally-owned shops, a farmers’ market that attracts both locals and visitors alike each Saturday morning. Often called “Little Europe,” Park Avenue in downtown Winter Park is a year round destination that is sure to charm visitors of all ages.
We love going on this pontoon tour to see the chain of lakes in Winter Park. Tours depart each hour, and the last tour leaves at 4:00pm. It's an open boat ride, so please dress properly for the sun. Parking: there is a small lot that serve condos on either side so parking is limited near the dock. Street parking will result in a short walk. Please call to make a reservation. They are open Monday-Sunday from 10am-4pm. The cost is $16 a person. We went on a private tour and were able to bring wine/beer, so confirm if you are allowed to booze cruise!
The museum offers guided tours of the historic Polasek residence and chapel, an outdoor sculpture garden, a gallery with rotating exhibits and a gift shop. The museum is listed on the National Register of Historic Places and is one of only 34 members of the National Trust’s Historic Artists’ Homes and Studios. Hours of operation are Tuesday - Saturday from 10am - 4pm or Sunday from 1 - 4pm. They are closed on Mondays. Admission for Adults is $12 and for Seniors (60+) $10. Picnics are allowed and encouraged. The sculpture garden at the Albin Polasek Museum is home to many beautiful native Florida and subtropical species.
The Morse Museum houses the world's most comprehensive collection of works by Louis Comfort Tiffany (1848–1933), including the artist and designer’s jewelry, pottery, paintings, art glass, leaded-glass lamps, and windows; his chapel interior from the 1893 World's Colombian Exposition in Chicago; and art and architectural objects from his Long Island country estate, Laurelton Hall. The Museum's holdings also include American art pottery, late 19th- and early 20th-century American paintings, graphics, and decorative art. Admission: $6 Adults or $5 Seniors age 60 and older. Free Fridays from 4 p.m.–8 p.m., November through April. Hours of Operation: Tuesday through Saturday, 9:30 am–4 pm and Sunday, 1 pm–4 pm. To make an appointment, visit admissions.morsemuseum.org/mainstore. Parking is available directly behind the Museum.
SAK Comedy Club is a fun place to go to if you want to laugh, really hard. They are known for improv comedy, and sometimes will have a member from the audience come up to perform! We recommend going to the 7pm show as it is more family friendly. Cost is $20 a person. The nearest parking garage is the Plaza Cinema Garage (15 S. Court Ave., Orlando) and they can validate your parking pass. We recommend parking on floors 3 or above, as the elevators there are quicker and bring you closer to SAK. Make sure to bring your parking stub to the SAK box office as they validate parking down to $4. Wayne Brady and Paula Pell were discovered at this comedy club. Please call or order your tickets online.
If you are looking for the best brunch in all of Florida, look no further than Briarpatch. Be sure to try the French Toast or a Burger! We would recommend visiting in the early morning (7:00am-9:30am) due to demand. Ask to sit outside- you won't regret it!
The best steak in Orlando - truly a hidden gem! Serving steaks since 1947, this old-school eatery sports checked tablecloths & a lounge. Savannah has been going here with her family since she was a kid, and we both have become so obsessed that we go at least once a month. We recommend ordering the Ahi Tuna, Fried Mushrooms, Filet Mignon, Special T-bone or Snapper. You cannot go wrong at this restaurant! Please call to make a reservation, if they don’t answer leave a voicemail and they will call back to confirm.
Stylish Italian eatery offering modern takes on classic dishes in rustic-chic surrounds. We recommend ordering the Mustard Spaghettini, Meatballs or the Diavolo pizza. Our favorite cocktail is the Italian Citrus or Cetriolo. You can't go wrong with a bottle of Peroni either! Please make reservations in advance on Resy. This restaurant is always booked on weekends.
A modern Greek Agora, a multi-sensory transporting venue bringing dining experience and pleasure together in a refined and spirited atmosphere. We recommend ordering the Beef Carpaccio, Athenian-Style Lobster Pasta, or Market fish (Kyle loves this!). Please make reservations in advance on OpenTable. Likely to be fully booked on weekends.
Stylish gastropub serving inventive New American fare, beers brewed on-site & handcrafted cocktails. They also have a beer garden outside - we love their beer, pretzels and mushroom quesadilla. Please make reservations on Resy if you plan on dining inside.
Cool speakeasy with a warm, swanky vibe specializing in imaginative craft cocktails. Very popular place for Happy Hour, we would recommend arriving when they open. Menu changes often but our favorite drink is called the Toronto- it’s similar to an old fashioned. If not on the menu, the bartenders should know. :)
Such a great cocktail bar for happy hour! They have the best meat pies and plantain chips to snack on. The media noche (cuban sandwich) - is the best in town.. better than black bean deli *it's that good*! You can't go wrong with anything ordered here. Our favorite drinks are the: Froquito, Cuba Libre and Guava Pastelito.