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Top picks in Winter Park

Outdoor spaces

You want to spend your time outside, but only if the setting offers something more than just a standard patio.

Based on 555 Opinions
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Updated May 2026
01
Otter Paddle Orlando image 1
Otter Paddle Orlando image 2
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Tourist attraction

Paddleboarding through peaceful turquoise canals offers a serene and scenic outdoor experience surrounded by abundant wildlife like manatees and monkeys. The atmosphere stays relaxed and quiet, with calm waters and stunning natural views creating a sense of escape from urban life.

Paddle board tours offer a fun and unique outdoor adventure along scenic routes with a knowledgeable tour guide. Each location provides its own distinct experience, showcasing hidden gems.

Paddle board tours offer a peaceful, quiet, and beautiful outdoor experience. The setting satisfies a craving to be in nature and provides a fun and unique adventure.

People are saying

"The guides make these fun activities so personal and enjoyable."

"Our guide was so knowledgeable and friendly during this outdoor adventure."

"Craig's kindness and willingness to accommodate made our adventure truly unique."

Good to know

1

The tour guides emphasize safety during the trip.

2

They provide high-quality equipment for paddleboarding.

3

Otter Paddle Orlando limits the number of visitors on the water at once.

02
Forward Slash Distillery & Blending House image 1

Warehouse-style distillery and blending house offers a quiet, small batch vibe with unique whiskey flights and a wall of experiments. Indoor and outdoor seating includes a large smoking area with a great cigar selection. The atmosphere feels like relaxing with old friends, enhanced by R&B and Hip Hop music.

A private lab tasting offers a deep dive into the science and history of whiskey. The place features a unique concept and an incredible atmosphere that stands out.

A large outside smoking area offers plenty of space to enjoy cigars and drinks. The outdoor patio adds a chill ambiance with both outdoor and indoor seating available.

People are saying

"The whiskey tasting experience with Tim was unforgettable."

"I loved the amazing craft cocktails here."

"I'll be back for another old fashioned; it's the best I've had."

Good to know

1

The distillery offers tours until 9 pm on weekdays.

2

Parking is easy at the location.

3

The whiskey tasting experience is highly recommended.

03
Morse Code Lounge image 1

Wine bar offers an elegant interior with stylish decor and an upscale atmosphere. Live jazz and DJs provide a dynamic music scene that encourages dancing and relaxation. The space includes an inviting outdoor area, making it suitable for both quiet evenings and lively nights.

A stylish atmosphere sets this spot apart with a unique eclectic menu designed to pair with select wines. The space feels classy and beautiful, making it a standout for gatherings.

A cozy outdoor patio offers a homey vibe where people chat and mingle. A nice outdoor area for cigars adds to the relaxed, social atmosphere.

People are saying

"This bar has a super chill, cozy, and stylish vibe."

"The atmosphere here is unique, with a cozy and energetic vibe."

"The outdoor space is social and relaxed, perfect for mingling."

Good to know

1

The lounge hosts 'SUNDAY FUNDAY JAM SESSIONS' every 3rd Sunday.

2

Check their website or Facebook for live music and upcoming events.

3

Happy hour is a great time to visit for drinks and bites.

04
The Glass Knife image 1
Restaurant

Bright, chic interior with plush velvet booths and a beautiful pastry display creates an elegant yet welcoming setting. Atmosphere stays pleasant and quiet even when busy, supporting a relaxed dining pace. Guests enjoy indoor and outdoor seating options with tasteful decor matching an upscale vibe.

Tea service offers a fun and unique experience. The interior design is distinct and classy, making the place stand out.

Outdoor seating includes a dog friendly patio with a beautiful design. Both indoor and outdoor options exist for sitting.

People are saying

"I found the brunch here to be fresh, flavorful, and beautifully presented."

"The food here is delicious, especially the biscuits and gravy."

"You can sit outside with your dog in the beautiful outdoor space."

Good to know

1

The new Park Ave location offers a similar experience to the original.

2

Reservations are recommended for larger parties to avoid long wait times.

3

A virtual waitlist is available to minimize wait times for guests.

05
Ceviche Central image 1
Restaurant

Restaurant offers authentic Peruvian atmosphere with beautiful, modern decor and an open, inviting environment. Live music on Saturdays adds a lively, engaging vibe that complements the setting. The space suits date nights and casual dining with its tasteful details and clean presentation.

Dishes showcase unique flavors and an authentic experience that local ingredients can't replicate. Presentation is visibly beautiful with distinct Peruvian style.

Outdoor seating offers a comfortable and cozy atmosphere with beautiful ambiance. The patio space allows for a pleasant dining experience with attentive service.

People are saying

"The ceviche here is so fresh and perfectly balanced."

"I found the Peruvian food here to be truly unique for the area."

"The seafood rice was flavorful and perfectly prepared."

Good to know

1

Reservations are recommended for dinner service, especially on weekends.

2

Expect to pay around $105 for two appetizers and two drinks.

3

There is a small parking lot available in the back of the restaurant.

06
Luca Turci Italian Restaurant image 1

Outdoor seating under an oak tree and fresh pasta made in the dining room create a beautiful, authentic Italian atmosphere. Soft music and thoughtful touches like real roses at each table add to the romantic, intimate vibe. Guests often enjoy sharing dishes with a lazy Susan centerpiece and pairing meals with well-chosen wines.

Dining offers a unique experience with dishes like affogato paired with vanilla gelato and classic tiramisu. Service adapts to each person's unique needs and wishes.

Outdoor seating offers a lovely patio with a cozy ambiance that works well both inside and out. Fans outside could boost comfort during warmer times.

People are saying

"The food here is delicious and flavorful."

"The outdoor seating area is really lovely and has a great atmosphere."

"The handmade pastas here are uniquely delicious and taste like Italy."

Good to know

1

Reservations are recommended for dinner, especially on weekends.

2

Expect a wait time of 30-60 minutes during peak dinner hours.

3

The average cost per person is around $100, including drinks.

07
AJ Chocolate House image 1
Chocolate cafe

Chocolate cafe combines European-inspired design with live jazz music and a romantic, cozy atmosphere. Guests enjoy gourmet chocolates alongside espresso martinis and wine, creating a setting suited for celebrations or intimate evenings.

Tastings combine French and Italian flavors with an impressive and unique chocolate selection. Cakes offer a distinctive taste that stands out in a luxurious setting.

Outdoor seating includes a few tables outside and many inside. The decor adds a unique touch to the space.

People are saying

"The chocolates here are exceptional, rich, and full of flavor."

"The chocolates here are unique, rich, and beautifully presented."

"I loved the great espresso and excellent chocolate-focused items."

Good to know

1

Bottomless mimosas are available on weekends for $25.

2

Musical entertainment occurs every Friday night.

3

Ladies night with live music happens every Tuesday.

08
Gideon's Bakehouse image 1

Small, dimly lit bakery with gothic, Tim Burtonesque decor and Harry Potter-style theming creates an enchanting, spooky vibe. Space feels cramped and busy, located inside a food hall with plenty of outdoor seating. Known for exceptional cookies that draw long lines and consistent praise.

Cookies feature unique flavor combinations like pistachio that stand out. The shop has a whimsical atmosphere and memorable branding that creates an enchanting vibe.

Staff provide umbrellas while waiting outside. The outdoor dining area offers a spot to enjoy cookies and coffee.

People are saying

"These cookies are shockingly good and worth every penny."

"These cookies are unique, massive, and dense culinary art."

"There's plenty of outdoor seating to enjoy your treats."

Good to know

1

Parking can be difficult in the area because of the high foot traffic.

2

Hot cookie hour offers a unique experience; plan your visit around it.

3

Placing an order ahead is recommended to avoid long wait times.

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Winter Park, Florida

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