Dinner and Nightcap
Toscano Restaurant
Cozy up at a window table for impeccable Italian at this Beacon Hill favorite. Reservations are a must.
Oak Bar
Cocktails and charm are served at this lounge. Should the mood hit, order the $12,750 martini, complete with an engagement ring.
Afternoon Activity
Beacon Hill
Admire the gas-lit streets and Federalist-style brick row houses that make up what is arguably the most romantic (and expensive) address in Boston.
Lunch
Sonsie
After a stroll along the boutique-lined Newbury Street, enjoy this in-demand street cafe.
Morning Activity
Isabella Stewart Gardner Museum
Three floors of galleries surround a lush garden and Venetian Renaissance-style courtyard.
Where to Stay
Mandarin Oriental
Back Bay's latest luxury hotel is ready to pamper with its own swank spa.