5 Fun ways to spend Valentine’s Day in Orlando

By Jim Carchidi

January 26, 2026

Love is in the air and on the local event schedule. Valentine’s Day 2026 will be filled with experiences to share with that special someone and The Orlando Real is offering a few of our own unique choices. Wine connoisseurs, music lovers, even Harry Potter fans can enjoy a romantic evening in their own style.

Valentine's Day Concert

A photo of a rose with a fountain in the background.

Harry P. Leu Gardens, 920 N. Forest Ave.

The 50-acre botanical attraction will host an evening of live music under the stars at three of its garden locations on Valentine’s Day from 7-10 p.m. Stroll the grounds to soulful melodies, upbeat rhythms, and romantic classics. Tickets are available on the Leu Gardens event page.

Flights & Bites Pairing

A photo of an elegant room with black furnishings and and white decor.

Bosendorfer Lounge at Grand Bohemian Orlando, 325 S. Orange Ave.

Downtown Orlando’s upscale boutique hotel presents an evening of curated wine selections paired with crafted bite-sized plates. The event will be held in the Bosendorfer Lounge, where the unique flavors will be complemented by the sounds of pianist, Sam Keys. Tickets are available here.

Harry Potter and the Cursed Child

A Harry Potter poster with images of characters and a glowing background.

Dr. Phillips Center for the Performing Arts, 445 S. Magnolia Ave.

The story of The Boy Who Lived continues onstage in the acclaimed Broadway play, presented in the Walt Disney Theater at Dr. Phillips Center for the Performing Arts. Couples, friends, and fan groups can enjoy performances during Valentine’s weekend. The Orlando production is currently running and ends on February 15. Tickets are available at DrPhillipsCenter.org.

A Bridgerton-Inspired Love & Lace Valentine’s Weekend Affair

A photograph of a room made of ice with tables, chairs and a bar made of ice.

ICEBAR Orlando, 8967 International Dr.

Orlando’s coolest bar is offering Bridgerton fans a special experience with three all-inclusive packages, available during Valentine’s weekend, February 12-15. Guests will enjoy a romantic experience with a specialty cocktail menu, champagne toasts, sweet treats and more, starting at $50. Tickets are available on the ICEBAR website.

Sips in the Sky

A drone photo taken at the top of a ferris wheel at sunset with purple light.

Orlando Eye at ICON Park, 8375 International Dr.

Celebrate Valentine’s Day at 400 feet with The Orlando Eye, Sips In The Sky package. The experience includes a glass of champagne, wine, beer, specialty mocktail or non-alcoholic beverage from The Sky Bar and an additional rotation on The Orlando Eye (2 full rotations) in a private capsule. A digital photo pass is provided as a keepsake of the evening. Tickets are available on the ICON Park website.

Sponsor: The Orlando Real is sponsored by the Pozek Group — the #1 real estate team in Orlando and the Official Real Estate Team of the Orlando Magic.

About the Author
Jim Carchidi is an Orlando journalist and photographer with previous work at the Orlando Sentinel and Orlando Business Journal. He covers development, arts, culture, and local stories for The Orlando Real.

Posted by The Orlando Real on

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