2026 Valentine's Guide

Sponsored by:

WISH 99.7 is Pittsburgh’s Cupid Station! Our Valentine’s Day Guide is all about LOVE! We have access to the best flowers, best party ideas, best recipes, best restaurants, things to do for Valentine’s Day in Pittsburgh, and much more! Check it out HERE!

WHAT IS THE MEANING OF VALENTINE’S DAY?

Valentine’s Day is a celebration of love, affection, and connection. It’s most commonly associated with romantic love, but it’s also become a day to recognize friendship, appreciation, and care for the important people in our lives.

Where it comes from

Valentine’s Day traces back to Saint Valentine, a figure (or possibly several figures) from ancient Rome who became associated with love and devotion. Over time, the day evolved from a religious observance into a cultural celebration of romance.

Today, Valentine’s Day symbolizes:

Romantic love between partners
Affection and appreciation through gestures like cards, flowers, and gifts
Emotional connection, not just grand romance—small acts of kindness count too

People celebrate in many ways, including:

Exchanging cards (“valentines”) and chocolates
Going on dates or sharing special meals
Treating friends, family, or even themselves
Simply saying “I love you” or “I appreciate you”

At its core, Valentine’s Day is about expressing love—however you choose to define it.

VALENTINE’S DAY FLOWER DELIVERY SERVICES

Fresh flowers remain one of the most meaningful gifts you can give, whether you’re celebrating a special occasion or expressing sympathy. They offer a simple, elegant way to connect with loved ones near and far.

Whenever possible, we suggest ordering from a local florist. Local options are often more cost-effective and sustainable, with shorter delivery routes that help preserve freshness. However, when sending flowers long distance, online delivery services can be a practical solution.

To get you started, here’s a short list of trusted online flower delivery service sites that we pulled from ChatGPT:

BloomsyBox – Valentine’s Day bouquets & fresh flowers https://www.bloomsybox.com/valentines-day BloomsyBox
1-800-Flowers – Valentine’s Day flower delivery & gifts
https://www.1800flowers.com/valentinesday 1-800-Flowers
1st in Flowers – Same-day & Valentine’s bouquets
https://www.1stinflowers.com/valentines.html 1st in Flowers
Roses Only – Premium roses & Valentine’s arrangements
https://rosesonly.com/collections/valentines-day-flowers-and-roses Roses Only
FromYouFlowers – Valentine’s Day flowers & gifts
https://www.fromyouflowers.com/occasion/valentines-day-flowers-gifts FromYouFlowers
SendFlowers.com – Romantic Valentine’s bouquets
https://www.sendflowers.com/holiday/valentine-flowers-gifts sendflowers.com

THINGS TO DO IN PITTSBURGH FOR VALENTINE’S DAY

Pittsburgh has many things to do on Valentine’s Day.Below are just a few ideas whether you’re having a date night with your significant other, spending time with family, going to a restaurant for some delicious food, or getting together with your gal-entine for a night out in the town.

The Gateway Clipper - https://www.gatewayclipper.com

Valentine’s Day Dinner Cruises - Celebrate love on the water with our Valentine’s Day Dinner Cruise, featuring a delicious dinner, DJ entertainment, and breathtaking views of Pittsburgh’s skyline. Sip, savor, and dance the night away as you create unforgettable memories with your special someone. Must be 21 years of age or older, valid photo ID.

Friday, February 13 at 6:30 pm

Saturday, February 14th at 6:30 pm

Time: Boards: 5:45 p.m.; Sails: 6:30 - 9:00 p.m.

The 20 Best Restaurants for Valentine’s Day in Pittsburgh (from OpenTable) - https://bit.ly/4qjLaEA

Whether you’re planning a cozy date night or going all-out for love, these top Pittsburgh restaurants set the perfect mood for Valentine’s Day. Love is definitely on the menu.

Valentines Day Dessert and Jazz Experience - Allegheny HYP Club - https://www.eventbrite.com/e/valentines-day-dessert-and-jazz-experience-tickets-1967752236911?aff=oddtdtcreator

Looking for something unique and fun this Valentine's Day? Want to have access to one of Pittsburgh's best-kept secrets? Come on over to the historic AHYP Club for post-dinner desserts, drinks and music! Each couple will receive a personal dessert platter and two drink tickets for your choice of wine, beer or champagne.

Valentine’s Day Partner Yoga - Total Balance Yoga and Fitness Studio https://www.eventbrite.com/e/valentines-day-partner-yoga-tickets-1977400309556?aff=ebdssbdestsearch

Celebrate love and connection with a relaxing Partner Sip & Stretch designed for couples - no yoga experience required. Partner Yoga is a practice that expands the traditional practices of Yoga into the realm of relationships. It is a practice in which two people support each other in poses in a way that enhances posture, builds trust and communication and cultivates balance and creativity within the relationship. Working with a partner encourages playfulness and fun, creating room for letting go and not taking things too seriously.

Phipps Conservatory - https://www.phipps.conservatory.org/exhibits-and-events/calendar/2025/02

Phipps is a great place to spend Valentine’s Day!They’ve got great events planned for the month of February, including Orchid and Tropical Bonsai Show: A Moment of Beauty and Garden Railroad: The Age of Dinosaurs!