Winter Park, Florida

Located on North Park Avenue, the Charles Hosmer Morse Museum of American Art is a world-renowned museum with an unrivaled collection of art nouveau, including the world’s greatest collection of the works by American artist and designer Louis Comfort Tiffany (1848–1933). The museum exhibits collections of Tiffany’s famed leaded-glass lamps and windows, as well as pottery, paintings, jewelry, and art glass, and a magnificently restored Byzantine-Romanesque chapel interior. The museum also features exhibits of American paintings from the late 19th- and early 20th-century, the Arts and Crafts movement, and American art pottery.

445 N Park Ave, Winter Park, FL 32789, Phone: 407-645-5311

Located on three acres on Osceola Avenue with lovely views over Lake Osceola, the Albin Polasek Museum & Sculpture Gardens is dedicated to showcasing the works of the famous Czech sculptor, Albin Polasek who spent many years of his life in Florida. Founded in 1961, the museum is based in the building that was once his home and studio for more than 50 years and features a fine art collection of American representational sculpture with over 200 works on display. Visitors can enjoy guided tours of the historic residence and adjacent chapel to get an insight into the sculptor’s life, as well as the beautiful outdoor sculpture garden. The Albin Polasek Museum and Sculpture Gardens host several cultural events throughout the year, including a Chamber Concert Series and the Winter Park Paint Out.

633 Osceola Ave, Winter Park, FL 32789, Phone: 407-647-6294

What to do if you are traveling with kids:

Located on the shore of Lake Maitland, the Kraft Azalea Gardens is a scenic public park shaded by enormous cypress trees with peaceful grassy picnic spots, cobblestone paths, walking paths, and benches for reading and relaxing. Established by George and Maud Kraft in 1938, the Kraft Azalea Garden has a tranquil and romantic atmosphere with cypress canopies, a picturesque Greek exedra monument with a semicircle of white colonnades, and a small dock for fishing on the lake. The park is said to be the home of the northern-most banyan tree in the state and boasts a bright and colorful display of blooming flowers from January through March.

1365 Alabama Dr, Winter Park, FL 32789, Phone: 407-599-3334

Bulla Gastrobar is a casual, contemporary bar that serves authentic Spanish and Catalan tapas and small sharing plates, and made-to-order sangria in a laid-back setting with a convivial Mediterranean vibe. The menu features a mouth-watering array of traditional tapas like patatas bravas, grilled polpi (octopus), fried calamari, and tuna tartar, as well as entrées like fresh seafood, prime steaks, steaming paellas, and Spanish-influenced pub burgers. An open-air patio is ideal for sipping homemade sangria or a gentle Rioja and watching the world go by.

110 S Orlando Ave #7, Winter Park, FL 32789, Phone: 321-214-6120

Located on South Deming Drive, Mead Botanical Garden is an immense, tranquil green space and urban oasis that is home to a plethora of fauna and flora from all over the globe. Just a few miles from the downtown business district, the garden offers a peaceful escape from the hustle and bustle of the city, where visitors can enjoy the wide variety of trees, flowering gardens, freshwater ponds, and wildlife habitats. The gardens are crisscrossed with walking paths and secluded picnic spots and have several pavilions that can be used for private functions and events.

1300 S Denning Dr, Winter Park, FL 32789, Phone: 407-622-6323

Activities and Attractions for Couples and Singles:

The Casa Feliz Historic Home Museum, also known as the Robert Bruce Barbour House, is a beautifully restored Spanish farmhouse overlooking the golf course in the heart of Winter Park. Designed by renowned architect James Gamble Rogers II, the house is one of his best-known residences and features beautiful architectural elements such as whitewashed century-old bricks, Spanish roof tiles, a turret, and bell tower, and a wide timber balcony in warm, Mediterranean hues. Interiors have vaulted ceilings, arched doorways, a spiral staircase, and a Majolica-tiled interior courtyard and fountain and hand-carved European antiques in every room. The house is surrounded by lush gardens and landscapes, creating a beautiful backdrop for special occasions like weddings.

656 N Park Ave, Winter Park, FL 32789, Phone: 407-628-8200

Based on the campus of the Rollins College overlooking the tranquil waters of Lake Virginia, the Rollins Museum of Art is home to a diverse collection of more than 5,000 works of art and is considered one of the nation’s most innovative college art museums. The museum’s comprehensive collection features objects that span centuries from ancient art and artifacts and hosts an array of rotating exhibitions, ongoing programs, and other art-related events. The museum has an education gallery for younger visitors that features hands-on activities to encourage creativity and cognitive skills and a museum shop that sells art books and museum-published titles.

1000 Holt Ave, Winter Park, FL 32789, Phone: 407-646-2526

The Cady Way Trail is a 6.5-mile multiuse rail trail that is popular for hiking, jogging, mountain biking, and other recreational activities. The trail was created along the abandoned roadbed of the East Florida & Atlantic Railroad and traverses Baldwin Park that extends from the Fashion Square Mall in Orlando to Cady Way Park. The trail passes a pastoral golf course and the spectacular homes of Winter Park and joins a network of existing walking, hiking, and biking trails in the area. Parts of the trail feature architectural elements reminiscent of pre-1940s Central Florida, as well as an oak-tree canopy that provides welcome shade on certain portions of the trail.

Cady Way Trail, Winter Park, FL 32792

The Hannibal Square Heritage Center is a community center run by the Crealdé School of Art that focuses on arts, crafts, and culture produced by Winter Park's African-American community. Located on New England Avenue in the historic neighborhood of Hannibal Square, the center hosts permanent and traveling exhibits of artworks, and a variety of educational programs, workshops, and symposiums that highlight the past, present, and future contributions of local African-American artists. The 3,000square-foot Heritage Center can be rented for private and special events.

642 W New England Ave, Winter Park, FL 32789, Phone: 407-539-2680