Fun and Romantic Events Valentine’s Day Weekend in Orlando 2026

Welcome to our official guide to the best Valentine's Day events in Orlando!  Want some fun activities you can do as a couple that'll get your pulse pounding or ideas for new things to try? We've got it! There are Valentine's Day events for everyone in Orlando and beyond.

Valentine's Day is a Saturday for 2026! We're updating our curated guide to Valentine's Day events regularly every week leading up to Valentine's Day and the weekend!

Even more ideas for Valentine's Day in Orlando:

Single? Here are five singles events in Orlando this weekend!

Fun Events Valentine's Day Weekend Orlando 2026

Want to save some money? Jump over to our list of FREE Things to Do This Valentine's Day

Horse-Drawn Carriage Tours in Downtown Winter Garden

SOUL Haven Ranch is offering private horse-drawn carriage rides on Saturday, February 14, 2026. Cuddle up as you take in Winter Garden’s charming twinkling lights and sights all along Plant Street on the 20-minute tour.

Tours depart from the Downtown Pavilion at 104 S. Lakeview Ave. The cost is $125 per tour, with the carriage accommodating up to 4 adults. Tours are available between 5:30-9:30pm. Call 407-509-1981 to book.

Explore more horse-drawn carriage rides for Valentine's Day


Events on Saturday, Valentine's Day 2026

Enzian's Valentine's Day Dinner

  • Date: 2026 TBA
    • 7:00 PM Doors Open; Live Music & Buffet
    • 8:00 PM Buffet Closes, Movie Begins
  • Location: Enzian Theater, 1300 S Orlando Ave, Maitland, FL 32751
  • Cost: Tickets are $135/couple or $185/couple for VIP.

Catch a classic romance flick at our favorite independent theater plus enjoy a romantic meal! Enzian's annual Valentine's dining experience is back for dinner this year with live music, a special screening of Sleepless in Seatle, a complimentary glass of champagne and a dinner buffet spread with carving station. Dinner and music begins at 7pm, followed by the movie at 8pm.

Valentine's Day Dinner at Enzian
Image credit: Enzian Theater

Cheese Board 101: Valentine's Themed-Heart Boards

  • Date: 2026 TBA
  • Location: Simply Cheese
  • Cost: $125+tax/couple

Cheese, wine, and a good time! Enjoy a guided tutorial on how to creatively assemble a cheese and charcuterie board. They provide the food, wine, and instruction, you provide enthusiasm, and together we’ll have a fabulous time!

Valentine's Day Pre Fix Dinner

  • Date: 2026 TBA
  • Location: The Drake, 361 N. Rosalind Ave. Suite 1, Orlando, FL
  • Cost: $150 per person

Celebrate love with an unforgettable culinary experience at The Drake Kitchen + Bar. Their exclusive Valentine's Day Pre Fix Dinner promises to enchant your senses with a decadent 5-course menu, complemented by a welcome glass of champagne and a tantalizing amuse-bouche to awaken your palate.

Cupid Cocktail Crawl

  • Date: 2026 TBA
  • Location: Palm Tree Club Orlando, 9101 International Drive #Suite 1008, Orlando, FL 32819

Kick off your Cupid Cocktail Crawl experience at the Palm Tree Club, where the excitement begins! Arrive between 5 PM and 7 PM to check in and receive your exclusive traffic light wristband, which will signify your relationship status for the evening—Red for Taken, Yellow for It’s Complicated, and Green for Single and Ready to Mingle. During check-in, you'll also receive an event map and a list of specialty cocktails available at each participating venue.

Valentine's Day Paint and Sip

  • Date: 2026 TBA
  • Location: Autumn & Ro, 807 Virginia Drive, Orlando, FL 32803
  • Cost: $65

Paint & Sip with your sweetie! You won't regret signing up for this easy and truly beginner-friendly workshop with Valentine extras. They make it as easy as a paint-by-number but you get to choose your subject and leave class with a frame-worthy original piece of art. This was a big hit last year with wonderful reviews and sold out quickly. Enjoy extra Valentine's treats with your painting project including a glass of wine (ID required) or non-alcoholic refreshments and chocolates for each guest.

Very Vegan Valentine's Dinner

  • Date: 2026 TBA
  • Location: Infusion Tea, 1600 Edgewater Dr, Orlando, FL
  • Cost: $59

4-course vegan dinner complete with wine or tea pairings. To make reservations visit website www.infusiontea.us or call 407 999 5255.

Dinner & a Movie

  • Date: 2026 TBA
  • Location: The Ravenous Pig
  • Cost: $100 per person

They've got your Valentine’s night covered with their Dinner & a Movie, featuring “10 Things I Hate About You” paired with a 3-course dinner prepared by their Chefs in their beer garden.

Puccini for Lovers! A Night With the Queen of Opera

  • Date: 2026 TBA
  • Location: Mills Gallery, 1650 North Mills Ave, Orlando, FL 32803
  • Cost: $59

This intimate celebration of love will feature the unmatched voice and charisma of D’Andrea Pelletier, classical vocalist and recording artist known as the Queen of Opera, with special guest performances by classical violinist Sasha Korczynski of Orlando Philharmonic, and pianist John Korczynski of Opera Orlando. Includes complimentary charcuterie offering wine tickets (2 per person).

Howl at the Moon Orlando Valentine's Day Party: Ex's & Oh's

  • Date: 2026 TBA
  • Location: 8815 International Drive, Orlando, FL 32819

Live music starts at 7 PM and goes nonstop until close. Featured Drinks: $3 Miller Lite, $4 White Claw, $8 Rizz Fizz Cocktails and $15 32oz. Sex on the Moon Mini-buckets.

The Wurst Way to Find Love – Singles Mixer

  • Date: 2026 TBA
  • Location: Hollerbach's German Restaurant

Celebrate Valentine’s Day the Hollerbach way! Whether you're looking for love, new friendships, or just a unique way to spend Valentine’s Day, this is the wurst way to find love—in the best way possible! Ticket includes refreshing welcome cocktail, chocolates, and a delightful small buffet to keep you fueled.

Vampire Ball in VAULT 5421

  • Date: 2026 TBA
  • Location: 5421 International Dr, Orlando, FL
  • Cost: FREE

Vampire movies & shows such as Only Lovers Left Alive, Bram Stoker's Dracula, Interview with a Vampire, Lost Boys, What We Do In The Shadows, etc playing on the big screens… Try the SPECIAL, limited, Fangbanger cocktail, sold in a reusable blood bag! Come in fancy vampire attire to receive 1 FREE SHOT or soda, with your first bar purchase!

Gravity Taproom Valentine's Dinner

  • Date: 2026 TBA
  • Location: 777 North Orange Avenue #Suite D, Orlando, FL 32801
  • Cost: $90

More than just a meal, this Valentine's Day four course prix fixe menu is a curated journey for the senses. From the moment you arrive with a complimentary glass of sparkling wine, you'll be transported to a world of romance and culinary delight.

Teatro Martini Dinner Show

  • Date: 2026 TBA
  • Location: 6400 Carrier Dr, Orlando, FL 32819
  • Cost: $120 per couple

For the ultimate, romantic Valentine’s Day date night experience, Teatro Martini which features world-class performers in a variety of arts including aerial, comedy, magic and more, will offer the “Love is Chaos” couples’ package for $120. Teatro Martini’s Valentine’s Day show will start at 8:30 p.m. and the “Love is Chaos” couples’ package includes: Two tickets for the dinner show with priority seating, A bottle of champagne, and a specialty dessert for each person. To reserve your experience, call 407-206-5100 or click here to book.

Titanic Dinner Gala

  • Date: 2026 TBA
  • Location: TITANIC: The Artifact Exhibition, 7324 International Dr, Orlando, FL 32819
  • Cost: $79

Beginning with the Captain's cocktail party at 5 p.m. and followed by a lavish, multi-course dinner, the evening is brought to life by actors portraying unforgettable historical figures on board such as Captain Smith, Margaret “Molly” Brown, and Dorothy Gibson. Along with other notable figures, Titanic’s final night is brought to life in a truly memorable evening. As a special Valentine’s Day promotion, romance-themed gift baskets will be raffled off to lucky winners each night. Admission to the Exhibition is not included with the Dinner Gala and may be purchased separately.

Bites & Bubbles

  • Date: 2026 TBA
  • Location: Bites & Bubbles, 1618 N. Mills Avenue, Orlando, FL 32803
  • Cost:
    • $99 per person for First Floor Patio, or Lanai Dining
    • $125 per person for First Floor Indoor, or Indoor Bar Seating
    • $1125 per person for Second Floor Rooftop, or Rooftop Bar Seating. Rooftop includes glass of Nicolas Feuillatte Brut Champagne with Strawberry Course

Experience the magic of love at Bites & Bubbles with an exclusive, enchanting 4 course dinner crafted for romance. Dining Options – First Floor Indoor Table Dining, First Floor Indoor Bar Dining, First Floor Outdoor Patio Dining, First Floor Lanai Dining, or Rooftop Dining.

Valentine's Day Weekend Aboard The Barbara Lee

  • Date: 2026 TBA
  • Location: St. Johns Rivership Co., 433 N Palmetto Ave, Sanford, FL

Celebrate love with a romantic river cruise on the scenic St. Johns River in Sanford, Florida. Glide across the serene waters of Lake Monroe aboard the elegant Barbara-Lee, where live entertainment sets the perfect mood. Enjoy a full-course meal served at your reserved table, complete with impeccable table service. Let our dedicated staff pamper you as you savor an unforgettable evening designed to make your Valentine’s Day truly special.

Watercolor for Beginners: Valentine Hearts

  • Date: 2026 TBA
  • Location: Leu Gardens, 1920 North Forest Avenue, Orlando, FL 32803
  • Cost: $35-50

Celebrate Valentine’s Day and learn the fundamentals of watercolors, including how to mix colors and build layers of festive hearts using a negative painting technique. Ann Marie will walk you through step-by-step instructions for painting your own watercolor creation. No previous watercolor painting experience required. All supplies are included in your session fee. Registration includes admission to the beautiful gardens before or after class.

Cinema Under the Stars: Valentine's Edition

  • Date: 2026 TBA
  • Location: Omni Orlando Resort at ChampionsGate, 1500 Masters Boulevard, Four Corners, FL 33896
  • Cost: FREE

Celebrate Valentine's Day with your loved one at Omni Orlando Resort at ChampionsGate! Enjoy a special screening of 50 First Dates at 7:00pm under the twinkling stars. Snuggle up with blankets and popcorn as you enjoy a night of love and laughter. Music and lawn games beginning at 6:00pm. Movie to begin at 7:00pm.

Valentine's Movie Night

  • Date: 2026 TBA
  • Location: Leu Gardens
  • Cost: $8.00 adult, $6.00 child (4-17 years of age)

Treat your sweet to a special Movie Night in the Gardens. Pack a dinner picnic, seating and enjoy Sleepless in Seattle. The Gardens open at 6:00 p.m. Tickets on sale online only and will sold out.

Events on Valentine's Day Week (February 8 – 15, 2026)

Polasek Nights: Art & Gardens After Hours

  • Date: 2026 TBA
  • Location: Albin Polasek Museum, 633 Osceola Ave, Winter Park, FL 32789
  • Cost: Pair (two people): $15, Individual: $10

Celebrate love, friendship, and creativity at this special Polasek Nights event! Whether you’re bringing a Valentine, a friend, or coming solo, enjoy an enchanting evening in the museum’s beautiful gardens and historic setting.

Dip Your Heart Out

  • Date: 2026 TBA
  • Location: Charlie's Bakery & Creamery, 3213 Curry Ford Rd, Orlando, FL 32806
  • Cost: $40 per person

Love is in the air… and so is the smell of chocolate! Head to Charlie's Bakery for Dip Your Heart Out, a hands-on Valentine's event where you'll create your very own 6 decadent long-stemmed chocolate-covered strawberries and a personalized heart-shaped sugar cookie!

2026 Love Your Shorts Film Festival

  • Date: 2026 TBA
  • Location: Wayne Densch Performing Arts Center, Sanford, FL
  • Cost: $12/ film block or $85/weekend pass

Annual showcase of short films from Florida and around the world.

Cocktails & Kisses

  • Date: 2026 TBA
  • Location: ICEBAR Orlando, 8967 International Drive, Orlando, FL 32819
  • Cost: $50 – $400

ICEBAR Orlando invites you to celebrate Valentine’s Weekend with them. Their Cocktails & Kisses packages give you plenty to choose from to make your celebration special!

Valentine's Weekend Events

Daylite Love Fest

  • Date: Saturday, February 14, 2026, 10am-5pm
  • Location: City Food Hall – Orlando, 1412 Alden Road, Orlando, FL 32803
  • Cost: Starting at $17.87

Celebrate Valentine's Day with Orlando's House Music Community! Featuring 14+ DJs, 2 floors, 9 chef-inspired international restaurants, a full bar with specialty cocktails, beer, wine, and more, a local artists and designers marketplace, curated art and clothing vendors, and an indoor/outdoor daytime vibe. All ages in the Food Hall, 21+ in the Main Room.

Kiss-Im-Mee 5K

  • Date: 2026 TBA
  • Location: Kissimmee Lakeshore Park, 201 Lakeview Drive, Kissimmee, FL 34741
  • Cost: $25-30

Kissimmee Main Street is proud to celebrate Valentine's Day with their 17th Annual Kissimmee 5K. This event aims to promote heart health, with a portion of the proceeds benefiting the American Heart Association. Participants will enjoy a serene lakeshore run as the early morning fog rolls over Lake Tohopekaliga.

Milk Mart Lazy Lover's Market

  • Date: 2026 TBA
  • Location: The Nook on Robinson
  • Cost: FREE

Annual market celebrating inclusivity and diversity in love. Featuring over 200 local artists, makers, vendors, and businesses to visit, there's something for everyone to love!

Monster Mart

  • Date: 2026 TBA
  • Location: Atomic Horror, 4805 E Colonial Dr, Orlando, Florida 32803

It was love at first fright! This market is a reoccurring event that will feature a rotating lineup of vendors specializing in alternative, horror, and generally spooky wares.


Looking for more inspiration?

Check out Orlando’s Most Romantic Experiences