Beantown Wedding
3-Day Boston Wedding Adventure
A Boston-centric itinerary for couples and guests who love the city’s history, culture, and sports—with thoughtful down time and spa options—starting from Logan Airport and flowing into your rehearsal dinner.
Day One — Arrival, Stroll, and Settle In
Start: Logan International Airport (BOS)
Vibe: History & Harbor
Morning — Touchdown & Check-In
- Arrive at Logan International Airport (BOS); private shuttle or water taxi to hotel.
- Recommended stays: The Liberty Hotel (Beacon Hill), Boston Harbor Hotel (Waterfront), The Newbury Boston (Back Bay).
- Quick harbor-view coffee or light bite on arrival.
Afternoon — Freedom Trail Warm-Up
- Easy stroll past Boston Common → State House → Faneuil Hall.
- Lunch idea: Union Oyster House (classic Boston).
Down time (Spa): Exhale Spa (Battery Wharf) or Bella Santé (Newbury St.) for a jet-lag reset.
Evening — Skyline Welcome
- Sunset cocktail at Lookout Rooftop (Seaport) with harbor views.
- Dinner at Legal Harborside (waterfront ambiance).
Optional: Gentle waterfront walk to sleep off the flight.
Bonus (Optional)
- Beacon Hill photo stop (Acorn Street) after dinner.
- Nightcap in the hotel lounge; early lights-out.
Day Two — Culture, Cuisine, and Calm
Vibe: Arts & Neighborhoods
Pace: Unhurried
Morning — Museum Moments
- Choose: Museum of Fine Arts (MFA) or Isabella Stewart Gardner Museum.
- Coffee & pastry at Tatte Bakery (Fenway).
Afternoon — Back Bay & Beacon Hill
- Leisurely shopping on Newbury Street; antiques on Charles Street.
- Lunch: Stephanie’s on Newbury or Parish Café.
Down time (Spa): Mandarin Oriental Spa (aromatherapy rituals) or G2O Spa + Salon (rooftop lounge).
Evening — Fenway-Flavored Fun
- If in season, catch a Red Sox game; otherwise visit Bleacher Bar under center field.
- Alt: Boston Symphony Orchestra or Blue Man Group.
Keep it light to stay fresh for Day Three.
Optional Nightcap
- Esplanade evening stroll; cocoa or tea back at the hotel.
Day Three — Harbor Harmony & Rehearsal Dinner
Vibe: Balanced & Beautiful
Focus: Recharge & Celebrate
Morning — Charles River Ease
- Sunrise walk or private yoga on the Esplanade.
- Brunch: The Friendly Toast (Back Bay) or North Street Grille (North End).
Afternoon — North End & Harbor
- Hanover Street espresso + pastry (Mike’s or Modern).
- Optional harbor sail or Boston Tea Party Ships & Museum.
Down time (Spa): Emerge Spa (polish & massage) or Rowes Wharf Health Club & Spa (steam & swim).
Evening — Rehearsal Dinner
- Mamma Maria (North Square charm) • Legal Harborside 3F (panoramic views) • Boston Public Library Courtyard (timeless elegance).
- Candlelight, warm toasts, city-size anticipation.
Optional Pre-Dinner Cruise
- 45-minute sunset harbor cruise for the wedding party; arrive glowing.
P.S. If you want a light flourish, Boston’s
exceptional musicians and bands
can elevate any moment—only if that fits your vision.