Orlando Date Night Guide
Stuck on ideas? Here are some places I personally would love to visit.
Cocktail Lounges, Speakeasies & Bars
Mathers Social Gathering – Elegant vintage lounge with plush
decor & craft cocktails.
https://www.mathersorlando.com
Monkey Bar – Retro martini lounge, part of Wall Street
Plaza. https://nitelifenav.com/listings/monkey-bar/
The Guesthouse – Trendy cocktail spot in Mills 50. https://www.orlandoweekly.com/location/the-guesthouse-2290188
Permanent Vacation – Tiki-style speakeasy with tropical
drinks & moody lighting.
AC Sky Bar – Rooftop bar with sweeping city views.
Sparrow Wine Bar – Intimate, speakeasy-style wine lounge.
Arts, Live Shows & Performances
Dr. Phillips Center for the Performing Arts – Broadway,
concerts, & dance. https://www.drphillipscenter.org
The Plaza Live – Intimate concert & live event venue. https://www.plazaliveorlando.com
Bob Carr Theater – Historic venue for special performances. https://en.wikipedia.org/wiki/Bob_Carr_Theater
Museums, History & Unique Experiences
Orlando Museum of Art – Contemporary & classic
exhibitions. https://omart.org
Ripley’s Believe It or Not! Orlando – Oddities &
interactive exhibits. https://www.ripleys.com/orlando
Museum of Illusions – Mind-bending optical illusions. https://moiorlando.com
Dessert & Sweet Spots
Better Than Sex – A Dessert Restaurant – Indulgent, cheeky
dessert experience.
https://www.betterthansexdesserts.com/location/better-than-sex-orlando/
The Glass Knife – Elegant cakes & desserts in Art Deco
setting. https://www.theglassknife.com
Sapporo Ramen & Dessert Cafe – Japanese soufflé pancakes
& unique sweets.
Matcha Cafe Mills 50 – Japanese-inspired desserts like mochi
& snow ice.
Next-gen diner/bar – Jumbo shakes, retro desserts.
Outdoor & Scenic Activities
Winter Park Scenic Boat Tour – Historic guided lake cruise.
https://www.tripadvisor.com/Attraction_Review-g34747-d318509-Reviews-Scenic_Boat_Tour-Winter_Park_Florida.html
Park Avenue Winter Park – Boutique shopping & dining
strip. https://directory.parkavenuedistrict.com
Retro Gaming & Entertainment
Player 1 Video Game Bar – Classic & modern consoles with
drinks.
The Pinball Lounge – Dozens of pinball machines & lounge
seating. https://thepinballlounge.com
Spas and Relaxation
Beer Spa Orlando – Playful, unconventional spa where you soak in beer-infused tubs, enjoy an infrared sauna, and relax on a hay bed while sipping craft beer or wine. https://orlandobeerspa.com
Allora Day Spa – Elegant local spa with a dedicated couples’ treatment room, offering massages, facials, and personalized pampering at multiple Central Florida locations. https://alloradayspa.com
Blue Harmony Spa at Wyndham Bonnet Creek – Romantic spa suite for two with dual soaking tubs and massages, plus access to resort amenities like pool and dining. https://www.wyndhamgrandorlando.com/blue-harmony-spa
Conrad Spa at Evermore / Conrad Orlando – Luxurious water garden setting with vitality pool, cold plunge, warm whirlpool, and exclusive high-end skincare treatments. https://www.hilton.com/en/hotels/orlcici-conrad-orlando/things-to-do/spa/
The Spa at Ritz-Carlton Orlando, Grande Lakes – Nature-inspired 40,000 sq ft retreat with private cabanas, outdoor pool, and a wide range of opulent couples’ experiences. https://www.ritzcarlton.com/en/hotels/mcorz-the-ritz-carlton-orlando-grande-lakes/spa/