The Best Second Date Ideas in Boston

Settle in for dinner at Pammy's, a New American restaurant between Central and Harvard Squares in Cambridge with the feel of an Italian neighborhood trattoria. The dining room is warm and polished, while the menu draws loosely on Italian flavors.

A three-dish prix fixe lets you choose your own dishes. The Bar & Lounge serves a la carte daily and welcomes walk-ins. Pammy's is closed Sundays.

Head seven stories above the harbor to Rooftop at The Envoy, a Seaport bar and lounge with skyline views. Choose a seat in the harbor lounge or settle in by the fire pits.

Book a table through the website. It was earlier called Lookout Rooftop.

Catch a show at Improv Asylum in the North End, where a six-person cast builds the Main Stage revue around audience suggestions. The current Halloween show, Nightmare on Hanover Street, runs Wednesday through Saturday through Halloween.

Audience-participation options let you volunteer to be pulled on stage or be left alone in your seat. Saturday's late-night Raunch show is adults-only improv. Add a North End walk and dessert beforehand if you want to make a full evening of it.

Play your way through about two dozen arcade cabinets, five pinball tables, shuffleboard and giant Jenga at Versus in Downtown Crossing. Pub food, cocktails, craft beer and wine give you plenty to order between rounds.

Versus is open daily, with hours from 5pm to 11pm Monday through Wednesday, 5pm to 12am Thursday, 5pm to 1am Friday, 3pm to 1am Saturday, and 3pm to 11pm Sunday. Guests must be 21 or older after 7pm.

Play nine holes of tech-infused mini golf indoors at Puttshack in the Seaport, a game that takes about 30 to 45 minutes. Food and craft cocktails are on the menu, with shareable bites for the table.

Book ahead, since walk-ins are not guaranteed. Guests must be 21 or older after 9pm on Friday and Saturday, with the last tee time at 8pm.

Wander through the Isabella Stewart Gardner Museum, a palace-style museum built around an indoor courtyard garden with seasonal blooms. Admission is free every Thursday from 5pm to 9pm, with tickets released two days ahead.

Popular entry times sell out, so reserve a timed ticket ahead of your visit. The museum is open until 9pm on Thursdays and closed Tuesdays.

Spend an evening at the Institute of Contemporary Art on Boston Harbor in the Seaport. The ICA Wine + Coffee Bar is on site, and the museum stays open until 9pm on Thursdays and Fridays.

Free Thursday Nights run from 5pm to 9pm with advance tickets. The museum is closed Mondays, and on First Fridays it closes at 5pm for a ticketed 21+ event.

Catch a film at Coolidge Corner Theatre in Brookline, a nonprofit independent cinema with six screens. Big Screen Classics, Cinema in 70mm and Cult Classics run alongside the regular schedule.

Buy online, since shows in Moviehouses 3 and 4 consistently sell out and the theatre does not sell tickets by phone.

Share antipasti and handmade pasta at Bar Enza, a neo-trattoria inside The Charles Hotel in Harvard Square. Brass accents and rose-colored banquettes warm up the white-brick dining room.

Pastas include the Paccheri Carbonara. Dinner is served Monday through Saturday from 5pm to 10pm, and the restaurant is closed Sundays. Validated parking is available after 5pm.

Take a 60-minute guided tour of Fenway Park, covering the team, ballpark and player history without needing a game ticket.

Tours run daily, rain or shine, from 9am to 5pm between April 1 and October 31 (the last tour leaves at 5pm on non-game days). Buy tickets online up to 180 days ahead, and pack light, since bags are limited to one compartment of 12x12x6 inches or smaller.