Valentine's Day in Fort Myers 2027: events, theater and date ideas

Last checked Oct. 8, 2026. This page is updated each year at the same address. It is early: restaurants and venues have not posted Valentine’s 2027 plans yet, and we add them here only from their own pages. Sources: Florida Repertory Theatre’s Season 29 and the Edison and Ford Winter Estates 2026-27 events calendar (PDF).

Valentine’s Day 2027 falls on Sunday, Feb. 14, so the celebrating spreads across the weekend of Feb. 12-14. What is already on the calendar for that weekend: two Florida Rep productions in the River District and the Spring Garden Festival at the Edison and Ford Winter Estates.

At a glance

• Theater: Florida Rep, 2268 Bay St., box office 239-332-4488
• Garden festival: Edison and Ford Winter Estates, Feb. 13-14, 239-334-7419
• Car show: Antique Ford Car Show at the estates, Saturday, Feb. 6
• Dinners: added here as restaurants post them

Theater on Valentine’s weekend

Florida Repertory Theatre, the professional theater company in the downtown River District, has two shows running over Valentine’s weekend:

• Over the River and Through the Woods by Joe DiPietro, the author of I Love You, You’re Perfect, Now Change. A family comedy in the Historic Arcade Theatre. Previews Feb. 9-11, runs Feb. 12-28, 2027.
• Sexy Laundry by Michele Riml, in the smaller ArtStage Studio Theatre. Previews Jan. 26-28, runs Jan. 29 to March 7, 2027.

Box office: 239-332-4488. The theater is at 2268 Bay St., a short walk from First Street’s restaurants.

At the Edison and Ford Winter Estates

The winter homes of Thomas Edison and Henry Ford, at 2350 McGregor Blvd., list two February events on their 2026-27 calendar:

• Antique Ford Car Show: Saturday, Feb. 6, 2027.
• Spring Garden Festival: Saturday, Feb. 13, and Sunday, Feb. 14, 2027, on Valentine’s weekend itself.

The estates sit on the Caloosahatchee River; the photo on this page was taken from the Ford side at sunset.

Dinners and Valentine’s events

No Fort Myers restaurant or venue had posted a Valentine’s 2027 menu or event when we checked, which is normal for October. We will add them here from the restaurants’ own websites and menus, with a link, as they are announced. Restaurants and venues can send us their plans.

For the restaurants, wine bars and late openings that usually fill up that weekend, see our date night in Fort Myers guide and brunch in Fort Myers for a Sunday, Feb. 14, brunch.

Free date ideas

• Watch the sunset over the Caloosahatchee from Centennial Park on the downtown riverfront.
• Walk the boardwalk at Six Mile Cypress Slough Preserve.
• Catch the River District’s monthly Art Walk, held on the first Friday of every month.

More on our free things to do in Fort Myers page.

What this means for you

• Valentine’s falls on a Sunday: book theater seats and dinner reservations early.
• The garden festival at the estates is the daytime option for that weekend.
• Check back in January, when venues post their plans.

Related: date night in Fort Myers, live music and nightlife and things to do this month.

Frequently asked questions

What day is Valentine’s Day 2027?

Sunday, Feb. 14, 2027, so the Valentine’s weekend is Friday, Feb. 12, through Sunday, Feb. 14.

What shows are on in Fort Myers on Valentine’s weekend 2027?

Florida Repertory Theatre is running Over the River and Through the Woods in the Historic Arcade Theatre, Feb. 12-28, and Sexy Laundry in the ArtStage Studio Theatre, Jan. 29 to March 7.

Is there anything at the Edison and Ford Winter Estates on Valentine’s weekend?

Yes. The estates list their Spring Garden Festival for Feb. 13-14, 2027, on the 2026-27 events calendar.

Where can I find Valentine’s dinners in Fort Myers?

Restaurants usually post Valentine’s menus in January. We add them to this page from the restaurants’ own websites as they are announced.