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First Date Ideas & Venues in Boston

Cobblestone streets of Beacon Hill, harbor cruises, and North End pastry walks make Boston deeply romantic.

Classic Romance

Boston Public Garden Swan Boats

Historic pedal boats surrounded by weeping willows and manicured gardens.

📍 4 St James Ave, Boston, MA

Food & Walk

North End Cannoli Crawl

Stroll Boston’s historic Italian neighborhood while comparing Mike’s and Modern Pastry.

📍 North End, Boston, MA

Art & Court-yard

Isabella Stewart Gardner Museum

Stunning Venetian-style palace surrounding a lush flowering courtyard filled with fine art.

📍 25 Evans Way, Boston, MA

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