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This luxurious 2-day itinerary is crafted for couples seeking a sophisticated and intimate getaway in Boston. Discover picturesque historic streets, enjoy scenic waterfront activities, indulge in exquisite dining, and immerse yourselves in art and culture, all designed for two.
Beacon Hill & Acorn Street, Boston Public Garden Swan Boats and 3 more
See the dayBoston Common & Public Garden Walk, Boston Harbor Cruise and 3 more
See the dayOpening hours, prices and routes can change, so check the details before you set off.
Wander hand-in-hand through gas-lit streets and charming brick sidewalks, finding the perfect photo op on America's most photographed street.
Best explored on foot; wear comfortable shoes for cobblestones and hilly terrain.
Enjoy a classic, gentle boat ride together on the lagoon, surrounded by beautiful weeping willows and the city skyline.
Operates seasonally, typically April to September; arrive early on weekends to avoid lines.
Explore the enchanting courtyard and intimate galleries of this Venetian-palace-inspired museum, a truly unique and romantic setting for art lovers.
Reserve tickets online in advance, especially for weekend visits, as capacity is limited.
Take a leisurely walk along the scenic riverfront, enjoying beautiful views of the Boston and Cambridge skylines, especially magical at sunset.
Accessible via multiple footbridges from Beacon Hill/Back Bay; ideal for a pre-dinner stroll.
Indulge in an authentic Italian dinner in Boston's oldest neighborhood, known for its cozy, romantic restaurants and delicious cuisine.
Many popular restaurants require reservations well in advance, especially for weekend evenings.
Begin your day with a romantic morning stroll through America's oldest park and its adjacent botanical garden, enjoying the serene beauty.
Centrally located and easily accessible by T (Park Street station); a perfect starting point for exploring downtown.
Enjoy breathtaking panoramic views of the city skyline and historic landmarks from the water, a refreshing and intimate perspective.
Numerous operators depart from Long Wharf or Rowes Wharf; consider a specific sightseeing or sunset cruise.
Savor fresh seafood and modern American cuisine in the vibrant Seaport District, offering stylish waterfront dining options.
This bustling area has many restaurants; reservations are recommended for popular spots, especially for lunch.
Explore thought-provoking contemporary art in a stunning waterfront building, offering unique exhibitions and breathtaking harbor views.
Located in the Seaport District; check their website for current exhibitions and consider purchasing tickets online.
Conclude your romantic getaway with sophisticated cocktails at a rooftop bar offering city views, followed by an exquisite fine dining experience.
Many high-end restaurants and bars in Back Bay require reservations weeks in advance for prime evening slots.
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Guided tours, day trips and tickets to book alongside your stay.
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Other ways to spend a few days in Boston, from our own travel research.
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