Hamptons Event Picks: Valentine’s Weekend & More | Feb. 12–18, 2026

From Valentine’s weekend music, comedy and speed dating to art shows, film screenings, bird watching, and a tour of the Steinbeck House in Sag Harbor — here are our top event picks in the Hamptons for Feb. 12 – 18.

Valentine’s Day Weekend – Themed Events

Speed Dating Night — Sagtown Après at Sagtown Coffee, Sag Harbor (Feb. 13)
For anyone skipping the traditional Valentine’s script, Sagtown Après is hosting an intimate, curated speed dating night on Friday, Feb. 13, 2026 (6–7:30 p.m.) at Sagtown Coffee, 78 Main St., Sag Harbor.

Expect guided rounds, a warm, welcoming vibe and your first drink on the house — with time to stay and mingle afterward over the Après menu. How to join: Apply in person at Sagtown Coffee (forms at the bar counter throughout the month) or DM @apressagtown on Instagram with your name, age and sex. Spots are first come, first served, and more nights are planned.

Photo courtesy of Sheila Cross

Speed Dating — Southampton Rogers Memorial Library (Feb. 13)
Love among the romance novels? Rotate through three-minute quick chats to find your potential match — or maybe someone who loves to read as much as you do. 7 p.m. Free. Registration required.

Valentine’s Day comedy at Bay Street with Ha Ha Hamptons Comedy Tour. Photo courtesy of Bay Street Theater

Ha Ha Hamptons: Valentine’s Day Edition — Bay Street Theater, Sag Harbor (Feb. 14)
For couples who’d rather laugh than do a tasting menu — date-night comedy in one of the East End’s most charming theaters. Four top comedians who can’t wait to put a smile on your face.

Stand-Up Comedy Night at the Sag Harbor Cinema — Sag Harbor (Feb. 14)
Join the ever-entertaining host Ruby Jackson for a night of stand-up comedy in the cinema’s intimate Green Room. Feb. 14, 6 p.m. $5. You can’t beat the price.

Jack Seabury and Barbara Jo Howard co-star in Dear Jack, Dear Louise at the Southampton Arts Center runs Feb. 13-15. Photo courtesy of SAC

“Dear Jack, Dear Louise” — Southampton Arts Center (Feb. 13–15)
A romantic, letter-driven story that lands perfectly on Valentine’s weekend — thoughtful, transportive and refreshingly not cliché. (See our SPARK story on the production.)
Speed Dating Night at Sagtown Après at Sagtown Coffee, Sag Harbor. Photo courtesy of Sheila Cross

The Princess Bride screens on Valentine’s Day at Guild Hall, East Hampton. Photo courtesy of Guild Hall

The Princess Bride — A Valentine’s Day Screening at Guild Hall, East Hampton (Feb. 14)
A timeless fairy tale of adventure, romance and wit — presented as a heartfelt tribute to the film’s beloved director, Rob Reiner. Feb. 14, 7 p.m.

Jerome Foster Lewis in Nat King Cole Show at The Suffolk, Riverhead. Photo courtesy of The Suffolk

Celebration of Nat King Cole Love Songs — The Suffolk, Riverhead (Feb. 15)
Jerome Foster Lewis and orchestra take you through Nat King Cole’s beloved classics, including “Unforgettable,” “Smile” and “Straighten Up and Fly Right.”

Markets/Shop Local

Valentine’s Day Market — Sagaponack Farm Distillery (Feb. 14)
A special Valentine’s Day market to shop local artisans and pick up unique gifts at Sagaponack Farm Distillery. 2–7 p.m. Features LV Designs, SUH Designs, Susan Nieland Jewelry, Sarah Lazar Ceramics, Dissett Chocolate and more. Info: Instagram, @sagaponackfarmdistillery

Old Town Arts & Crafts Guild Valentine’s Day Fair — Peconic (Feb. 14)
An afternoon of artisan jewelry, woodworking, photography, pottery, glassworks, antiques and more. Free admission and one-of-a-kind finds. Food available. 9 a.m.–4 p.m.
Community

Heart health and brain health talk at WHBPAC with Northwell doctors. Photo by Michaele Strong

Go Red Event: A Conversation on Heart and Brain Health — Westhampton Beach (Feb. 12, 6–7 p.m.)
Learn how to protect brain and heart health as we age, presented by doctors at Northwell Health’s Katz Institute for Women’s Health in partnership with the Westhampton Beach Performing Arts Center. Senior singing group Melodies and Memories performs, followed by cocktails and light bites. Free.

Tour the home of John and Elizabeth Steinbeck in Sag Harbour. Courtesy of Steinbeck home

Tour John and Elaine Steinbeck’s Home — Sag Harbor (Feb. 14, 12–4 p.m.)
A rare opportunity to tour John and Elaine Steinbeck’s home in Sag Harbor. Visit the gazebo where he wrote The Winter of Our Discontent and join a docent-led tour inside the home between noon and 4 p.m. Free. Registration required. Address provided upon registration.

Art/Theater/Performance

“Pathways” Art Exhibition — WACH, Bridgehampton (Feb. 13)
A group show of abstract works at the Women’s Art Center of the Hamptons featuring artists Deborah Luken, Joan Lurie, Jane Martin, Amy Genser and Carol Hunt. Paintings, ceramics and fiber. Opening reception, 4–6 p.m.

Amy Genser, ‘Color Circle’, at Women’s Art Center of the Hamptons. Photo courtesy of WACH

Insight Sunday with Artist/Printmaker Samuel Havens — The Church, Sag Harbor (Feb. 15)
Samuel Havens, The Church’s workshops and residency manager and in-house printmaker, kicks off the first Insight Sunday of 2026. He will present a live demo of his copper etching Dusk Haze and share his process. Q&A follows. General admission $10; members free. RSVP required.

Shelter Island Friends of Music: PUBLIQuartet — Shelter Island (Feb. 15, 3–5 p.m.)
The Grammy-nominated PUBLIQuartet opens the Shelter Island Friends of Music 2026 concert season. Expect an imaginative, rhythm-driven program of classical, jazz, hip-hop and contemporary music. Reception follows. Free; donations appreciated.

Outdoors/Community

Winter Birdwatching in Montauk (Feb. 14)
Montauk is a prime winter bird-watching destination. Learn local hot spots, bird-watching skills and what special species to watch for. Free lecture (breakfast included), followed by a walk around Third House Nature Center and Montauk County Park. Weather permitting, the walk may include the lighthouse.

Looking Ahead
Harriet Tubman Lantern Craft — Bridgehampton (Feb. 18, 2:30–3:30 p.m.)
Harriet Tubman, once enslaved and later a leader of the Underground Railroad, lives on in American history. In honor of Black History Month, children ages 8–11 can create Harriet Tubman lantern crafts at St. Ann’s Episcopal Church in Bridgehampton. Free. Registration required in advance.

Carole (2015) screening at Hamptons Pride Film Fest, Bay Street Theater, Feb. 22. Photo courtesy of Hamptons Pride

Hamptons Pride Film Series: Carol — Bay Street Theater, Sag Harbor (Feb. 22, 4 p.m.)
Carol (2015) is a critically acclaimed romantic drama following a lesbian love affair in 1950s New York between affluent housewife Carol Aird (Cate Blanchett) and aspiring photographer Therese Belivet (Rooney Mara). Based on Patricia Highsmith’s novel The Price of Salt. Directed by Todd Haynes. $10.