Valentine's Day 2027 is a Sunday. Shows at the Gaillard Center and Dock Street Theatre that month, free date ideas on the waterfront and dinners as announced.

Last checked Oct. 12, 2026. This page is updated each year at the same address. Events and dinners are listed only when the venue or organizer publishes them on its own site, linked below.

Valentine’s Day 2027 falls on Sunday, Feb. 14. As of Oct. 12, no Charleston venue had posted a Valentine’s Day event or dinner for 2027; we add them here as they are announced. What is already on the calendar that month is below, along with date ideas that need no booking.

Who to call

  • Dock Street Theatre: 843-720-3968, 135 Church St.
  • City Parks Department: 843-724-7321

On stage in February 2027

Show When Where
Charleston Stage: “The Cottage” Jan. 20 to Feb. 7 Dock Street Theatre, 135 Church St.
Druid’s “Macbeth” Feb. 5-7 Sottile Theatre, 44 George St. (Gaillard Center listing)
Charleston Symphony: Olga Kern plays Rachmaninoff Friday and Saturday, Feb. 5 and 6, 7:30 p.m. Gaillard Center, 95 Calhoun St.
“RuPaul’s Drag Race” Tuesday, Feb. 9, 7:30 p.m. Gaillard Center
Isabel Wilkerson, author talk Tuesday, Feb. 23, 7 p.m. Gaillard Center

The Dock Street Theatre is a city-owned theater that the city calls the first building designed solely for theatrical performances; it hosts local companies and touring shows year round, according to the city.

Valentine’s dinners

We list Valentine’s dinners, prix fixe menus and events only from the restaurant’s own website or menu. None had been posted for 2027 when we checked. Restaurants can send theirs through our contact page. For restaurants that take reservations year round, see our date night guide and our brunch guide.

Free date ideas

  • Waterfront Park. The city’s 8-acre park along the Charleston Harbor has a long pier with wooden swings and picnic tables, garden “rooms,” fountains including the Pineapple Fountain, lawns and a walking path, according to the city’s park directory.
  • The High Battery. The walk from Cheney Park at Tradd Street and Murray Boulevard to the end of the High Battery is 1.2 miles, looking toward Fort Sumter, the city says. Stairs lead up from East Bay Street.
  • Hampton Park. One of the city’s largest parks, with an old rose collection, seasonal displays and an audio walking tour, according to the city. It has restrooms and parking.
  • The Angel Oak. The city-owned live oak on Johns Island is free to visit; details are on our parks and trails guide.

More free ideas are on our free things to do guide.

What this means for you

  • Valentine’s weekend is Feb. 12-14; book dinner as soon as restaurants post menus.
  • Symphony tickets for Feb. 5 and 6 are on sale now through the Gaillard Center.
  • Check back in January for Valentine’s events as venues post them.

More: date night in Charleston and live music and nightlife.

Frequently asked questions

What day is Valentine’s Day 2027?

Sunday, Feb. 14, 2027. The Friday and Saturday before are Feb. 12 and 13.

Are there Valentine’s Day events in Charleston in 2027?

As of Oct. 12, 2026, no Valentine’s Day events had been announced for Feb. 14. The Charleston Symphony plays Rachmaninoff with Olga Kern at the Gaillard Center on Feb. 5 and 6.

What is a free date idea in Charleston?

Walk the High Battery from Murray Boulevard toward East Bay Street, about 1.2 miles with harbor views, then sit on the swings on the Waterfront Park pier. Both are free city parks.