Let’s face it, trying to take time for a date is not always easy with kids. When you do manage to get a free evening you probably find yourselves doing the same old dinner and a movie, but why not stray outside your comfort zone and do something unique, memorable, and maybe a little crazy! Grab yourself a babysitter and try some of these off the wall Valentine’s Day date night ideas!

Valentine's Day Date

Take to the High Seas

Take advantage of our beautiful coastal town by taking to the water on a romantic evening cruise. There is a multitude of options and departure locations. One, in particular, is Schooner Freedom Charters, St. Augustine’s premier tall ship, which offers sunset sails, a two-hour sail on the Matanzas River with music and beverages available. They have a special Valentine’s weekend package this year which includes complimentary wine, beer and soda and the opportunity to bring your own picnic on board. The prices range from $45 to $65 per person depending on the time of day and whether live music is provided onboard. See full details and purchase tickets through their website. The tour departs from the St. Augustine Municipal Marina at 111 Avenida Menendez.

Other local nautical options are the Black Raven Pirate Ship, an exhilarating and unique pirate adventure. With everything from family-themed cruises to a 21+ evening, “club” themed cruise. Or for dolphin enthusiasts, Dolphin Tours St. Augustine, which offers private charters for 2 to 6 people, with the sole purpose of seeing as many dolphins as possible in their natural environment.

spooky date night

Get Spooked With a Private Hearse Tour

If you and your date are fans of the paranormal, or if you just want to try something off the wall, check out the Everdark Express Hearse Ride, a 75-minute private tour of St. Augustine’s most haunted hot spots. The tour is priced at $30.00 per person and stops at the Fort, St. Francis Inn, the cemetery, and “the murder house.” Check the website for availability and booking.

Valentine's Day Date

Escape From Reality in an Escape Room

For those who love a challenge, did you know that St. Augustine has it’s very own escape room? Escape U, located at 525 State Road 16, Unit 104, St. Augustine, has all the excitement and mystery you’ve been seeking! You’ll be locked in one of several themed rooms, given a mission, and must explore to find the hidden hints and clues to ultimately free yourselves from the room. The themed rooms include an asylum, a 1700’s style fort, and a ship battling its way through a hurricane. The escape room is priced at $32 per person. See full information on Escape U’s website.

Valentine's Day Date

Go Golfing

If you’re looking for some friendly competition this Valentine’s Day, check out Top Golf Jacksonville, located at 10531 Brightman Blvd, Jacksonville. Topgolf is a sports entertainment complex, featuring an inclusive high-tech golf game that everyone can enjoy. They have games for every skill level, from beginner to advanced and you can play solo, as a couple or in a group of up to 6 people. They also offer a full food and beverage menu, climate-controlled hitting bays and music. It’s sure to be a fun and energetic date night. Go to their website for more information and pricing.

Valentine's Day Date

Put on Your Aprons

Years ago I spent an evening with friends at the Publix Aprons Cooking School. We had an absolute blast learning how to cook various dishes from master chefs, sampling each course and enjoying the many wine pairings.  The Publix Aprons Cooking School in Jacksonville, located at the Mandarin Oaks Shopping Center, 10500 San Jose Blvd., Jacksonville, Florida would make a perfect date night. A full calendar of classes is available on their website. They have a special “Wine and Dine Your Valentine” Valentine’s Day class featuring Smoked Salmon Potato Cakes, Filet Mignon, and a dark chocolate almond tart. The price is $100.00 per couple, which works out cheaper than going out for a regular Valentine’s Day date and is sure to be far more entertaining and memorable.

I hope these ideas inspire you to try something unique this valentines day. For more outside-the-box ideas see last year’s blog post, Putting a Twist on Traditional Valentine’s Day Dates. Have a fun, adventurous and well-deserved night out.

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Eve was born and raised in Lancashire, England. She fell in love with Florida during her first Disney vacation at 8 years old and finally made the move across the pond to beautiful St. Augustine at age 16. She attended Lynchburg College in Virginia and graduated with a degree in psychology, before moving back to Florida for law school. She and her husband were married in a fairytale castle in Las Vegas and now have a sweet and sassy 4-year-old girl, Eden, a baby boy, Holden, born in June 2020, and a fluffy little pup named Angie. Eve is a full-time attorney practicing in estate planning, probate administration, trust administration, and probate and trust litigation. She also has a serious Pinterest addiction and loves a good DIY or home décor project. Eve is a self-proclaimed mer-mom and can usually be found spending time with her family at the beach, pool, splash pad, and on many playdates.