
Guided tour · 2.5 hours
Boston: Back Bay Chocolate and Art Galleries Guided Tour
A small-group walking tour through Back Bay where guests will have chocolate tastings at 4 different locations while visiting 2 art galleries
Contessa is a rooftop bar in Back Bay, Boston.
Editorially verified May 20, 2026 by Elliot Marsh, TableJourney editor. Source.
Tip: Aperitivo Hour Sunday to Wednesday 17:00-18:00 runs discount Negronis and bar snacks. Resy is essential for dinner.

Guided tour · 2.5 hours
A small-group walking tour through Back Bay where guests will have chocolate tastings at 4 different locations while visiting 2 art galleries

Guided tour · 2h 30m
Stroll Boston’s beautiful South End while tasting global flavors, sipping creative cocktails, and uncovering the stories behind one of the city’s most vibrant historic...

2 hours
Unleash your creativity with a paint and sip experience in Boston. Enjoy a relaxed atmosphere with music, drinks, and creativity, and take home your own masterpiece.
Address: One Newbury St, Boston, MA 02116
Hecate is the 24-seat underground bar tucked beneath Krasi on Gloucester Street, accessed through a Public Alley door. Tarot-inspired cocktail menu.
TipNo reservations, no phone, email only. Arrive by 17:00 on weekends for a chance at a seat; the wait list runs from a side door.
The Wig Shop on Temple Place hides a basement cocktail lounge behind a fake Downtown Crossing wig storefront with neon signage and mannequin heads.
TipReservations on Resy 17:00-19:00 for parties of 2 to 6. Walk-in after 19:00; absinthe drip service is the order.
Yvonne's on Winter Place revived the 19th century Locke-Ober supper-club space in 2015 with a hidden door inside a fake hair salon, a library room.
TipLibrary is the quiet seat for cocktails; reserve the Gallery weeks ahead. Sunday and Monday are the walk-in nights.
Offsuit hides inside the French bistro Troquet on South on Utica Street. Twenty seats, no signage, alley door, a cocktail menu built around the bartenders.
TipCall from the door rather than knock. Reserve via Resy or join the wait list from the alley side after 17:00.
Hecate is the 24-seat underground bar tucked beneath Krasi on Gloucester Street, accessed through a Public Alley door. Tarot-inspired cocktail menu.
TipNo reservations, no phone, email only. Arrive by 17:00 on weekends for a chance at a seat; the wait list runs from a side door.
Farmacia on North Square is the 9-seat cocktail bar inside the All Day Hospitality space, run by Phillip Rolfe. A built multi-cocktail experience.
TipTickets drop on the 60-day mark and sell within minutes. Sunday and Tuesday are private events; Wednesday through Saturday is public.
Club Café on Columbus Avenue has anchored Boston's LGBTQ community since 1983 with drag bingo, Napoleon Room cabaret and a monthly Definitive Drag Brunch.
TipDrag Brunch sells out a month ahead. Walk-in for the front bar; Sunday tea dance is the long-running afternoon party.