8-Day Luxurious Honeymoon Adventure in Boston, Massachusetts

Day 1: Arrival & Explore

Boston, MA

9:00 AM

Brunch at The Capital Grille

Start your day with a delightful brunch at The Capital Grille, known for its exquisite menu and upscale ambiance, perfect for your honeymoon.
Located downtown, a short walk from Boston Common.
USD40, 1.5 hours

11:00 AM

Boston Common & Public Garden

Stroll through the historic Boston Common, America's oldest public park, and take a romantic walk in the picturesque Public Garden.
Easily accessible by foot from brunch location.
Free, 2 hours

1:00 PM

Lunch at Flour Bakery + Café

Indulge in delicious artisanal sandwiches and pastries at Flour Bakery, a local favorite that’s perfect for a light lunch.
A quick ride via rideshare from the gardens.
USD30, 1 hour

2:30 PM

New England Aquarium

Visit the New England Aquarium to marvel at marine life and enjoy a serene afternoon watching sea turtles and penguins.
Take a short rideshare to the waterfront.
USD29, 2 hours

5:00 PM

Check-in at The Liberty Hotel

Check into your luxurious boutique hotel that combines historic architecture with modern luxury, providing the perfect romantic setting.
The hotel is centrally located, convenient for your planned activities.
USD450, 1 hour

7:00 PM

Dinner at Mamma Maria

Dine at Mamma Maria, renowned for its elegant Italian cuisine that promises a romantic evening filled with delicious food.
A short walk from your hotel.
USD100, 2 hours
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Day 2: History & Romance

Boston, MA

8:30 AM

Breakfast at Tatte Bakery & Café

Savor a fresh pastry or seasonal breakfast item at Tatte, where delightful flavors await.
Located in Beacon Hill and accessible via rideshare.
USD20, 1 hour

10:00 AM

Freedom Trail Walking Tour

Embark on a guided walking tour along Boston's Freedom Trail to explore the city’s rich history, including landmarks like Paul Revere's House.
Tours begin near Boston Common.
USD25 per person, 3 hours

1:00 PM

Lunch at Legal Sea Foods

Enjoy a quintessential New England seafood experience at Legal Sea Foods, famous for its lobster rolls and clam chowder.
Located in the Wharf area, a short rideshare away.
USD50, 1.5 hours

2:30 PM

Boston Tea Party Ships & Museum

Experience interactive exhibits and an immersive reenactment at the Boston Tea Party Ships & Museum.
Another short rideshare journey from lunch.
USD30, 2 hours

5:00 PM

Cocktails at Rooftop @Revere

Relax with stunning views of the Boston skyline while enjoying specialty cocktails at the Rooftop @Revere.
Located in the Revere Hotel, an easy ride.
USD40, 1.5 hours

7:00 PM

Dinner at Ivy Restaurant

For an upscale dining experience, enjoy Italian cuisine with creative twists at Ivy Restaurant, boasting a chic ambiance.
Located in the Back Bay district, a short cab ride away.
USD120, 2 hours
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Day 3: Art & Culture

Boston, MA

9:00 AM

Breakfast at Beacon Hill Bistro

Enjoy a cozy breakfast in one of Boston’s charming neighborhoods before your cultural day begins.
A quick walk from your hotel.
USD25, 1 hour

10:30 AM

Museum of Fine Arts

Spend a few leisurely hours exploring world-class art and exhibitions at the Museum of Fine Arts.
A short taxi ride to the Fenway area.
USD25, 2.5 hours

1:00 PM

Lunch at The Courtyard Restaurant

Have a delightful lunch in a beautiful courtyard setting, offering seasonal dishes that highlight local ingredients.
Located just steps from the museum.
USD40, 1 hour

2:30 PM

Isabella Stewart Gardner Museum

Visit this enchanting museum inspired by a Venetian palazzo, featuring a diverse collection of art and lovely courtyard gardens.
Walk from the previous lunch spot to the museum.
USD20, 1.5 hours

4:00 PM

Relax at Boston Public Library

Engage in a moment of tranquility at the historic Boston Public Library, one of the most beautiful libraries in the country.
Short transit via the T.
Free, 1.5 hours

6:00 PM

Dinner at Top of the Hub

Feast on exceptional cuisine while enjoying the breathtaking views from 52 stories up at Top of the Hub.
Located in Back Bay, a short cab ride.
USD150, 2 hours
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Day 4: Day Trip to Cape Cod

Cape Cod, MA

7:00 AM

Breakfast at Café Luna

Start your journey with a hearty breakfast at Café Luna, known for its creative omelettes and pancakes.
Located near your hotel, a quick ride away.
USD20, 1 hour

8:30 AM

Drive to Cape Cod

Depart Boston for a beautiful scenic drive to Cape Cod, a coastal paradise about 1.5 hours away.
Rent a luxury car for your day trip.
USD100 (rental), 1.5 hours

10:00 AM

Visit Hyannis

Explore Hyannis, known for its charming shops and waterfront views, enjoy leisurely time near the beach.
Follow signs to the Hyannis waterfront after arrival.
Free, 2 hours

12:30 PM

Lunch at The Red Cottage

Indulge in a fresh seafood lunch with views of the lakes at The Red Cottage.
Take a short drive from Hyannis to the restaurant.
USD50, 1.5 hours

2:00 PM

Relax at Craigville Beach

Spend a relaxing afternoon at Craigville Beach soaking in the sun and sea breeze.
Short drive from lunch.
Free, 2 hours

4:30 PM

Scenic Drive & Return to Boston

Enjoy a scenic drive back to Boston, soaking in the picturesque views of Cape Cod.
Follow the same route back.
Free, 1.5 hours

7:00 PM

Dinner at OLEANA

Wrap up your Cape Cod adventure with a fabulous dinner at OLEANA, featuring Mediterranean-inspired dishes crafted with fresh ingredients.
Located in Cambridge, easily accessible from downtown Boston.
USD120, 2 hours
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Day 5: Shopping & Waterfront

Boston, MA

9:00 AM

Breakfast at Buttermilk & Bourbon

Enjoy a Southern-inspired breakfast at Buttermilk & Bourbon, known for its crispy fried chicken and waffles.
Located in the South End, a short cab ride.
USD25, 1 hour

10:30 AM

Shopping at Newbury Street

Spend the morning shopping at the upscale boutiques along Newbury Street, featuring unique fashion and specialty shops.
Walk from breakfast to Newbury Street.
Variable, 2.5 hours

1:00 PM

Lunch at The Capital Grill

Return to The Capital Grill for lunch, offering a delicious menu featuring steak and seafood.
Walking distance from Newbury Street.
USD70, 1.5 hours

3:00 PM

Visit the Boston Harbor

Take a leisurely stroll along the waterfront of Boston Harbor while enjoying the beautiful skyline views.
Walk along the waterfront from the restaurant.
Free, 2 hours

5:00 PM

Cocktails aboard a Sunset Cruise

Experience a romantic sunset cruise on the Boston Harbor with cocktails while watching the sun dip below the skyline.
Board your cruise from Long Wharf.
USD80 per person, 2 hours

7:30 PM

Dinner at Grill 23 & Bar

Finish your day with a sumptuous dinner at Grill 23, known for its prime steaks and atmosphere, paired beautifully with the sunset you’ll have just experienced.
Located nearby in the Back Bay.
USD150, 2 hours
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Day 6: Explore Nearby Somerville

Somerville, MA

8:30 AM

Breakfast at Ronnies

Start your day with a hearty breakfast at Ronnies, famous for its unique breakfast burritos and fresh juices.
A short ride away in Somerville.
USD20, 1 hour

10:00 AM

Visit Assembly Row

Discover the shopping and entertainment options at Assembly Row, complete with boutique shops and eateries.
Easily reached via a short rideshare.
Variable, 2 hours

12:30 PM

Lunch at Publico Street Bistro

Enjoy a laid-back lunch at Publico, known for its globally-inspired menu and vibrant atmosphere.
Located at Assembly Row.
USD40, 1.5 hours

2:00 PM

Visit Davis Square

Explore the quirky shops and cafes in the artsy and vibrant neighborhood of Davis Square.
Rideshare to Davis Square from lunch.
Free, 2 hours

4:00 PM

Coffee at Union Square Donuts

Savor a coffee and locally famous donuts at Union Square before heading back.
Short transit from Davis Square.
USD10, 1 hour

6:00 PM

Dinner at Sarma

Enjoy a delightful dinner filled with creative Mediterranean small plates at Sarma, a vibrant spot in Somerville.
Quick ride back to Somerville after coffee.
USD100, 2 hours
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Day 7: Day of Leisure

Boston, MA

9:00 AM

Breakfast at The Daily Catch

Enjoy a relaxed breakfast at The Daily Catch, known for its breakfast seafood options and warm atmosphere.
Located in the North End.
USD25, 1 hour

10:30 AM

Spa Day at The Liberty Hotel

Unwind with a couples' spa treatment at your hotel’s luxurious spa, perfect for rejuvenation and relaxation.
Spa is located within The Liberty Hotel.
USD300, 2.5 hours

1:00 PM

Lunch at North End (Coppia)

Enjoy a casual lunch at Coppia, known for its delightful pasta dishes served in the lively North End.
Take a brief walk in the North End.
USD50, 1.5 hours

2:30 PM

Explore North End & Visit Paul Revere House

Wander through the charming streets of the North End, stopping at the historic Paul Revere House for a taste of history.
Walk easily around the North End.
USD5, 2 hours

5:00 PM

Gelato at Mike's Pastry

Treat yourselves to a famous cannoli or gelato at Mike’s Pastry, a beloved local dessert destination.
A quick walk from the Paul Revere House.
USD10, 30 minutes

6:00 PM

Dinner at Artu

End your day with a cozy Italian dinner at Artu, featuring warm service and authentic flavors.
Located nearby in the North End.
USD70, 2 hours
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Day 8: Farewell Boston

Boston, MA

9:00 AM

Breakfast at Ellis Room

Savor a crafted breakfast with locally sourced ingredients at the stylish Ellis Room.
Walking distance from your hotel.
USD30, 1 hour

10:30 AM

Final Stroll along the Charles River Esplanade

Take a peaceful stroll along the scenic Charles River Esplanade, watching the boats go by and taking in the city views.
Easy walk from Ellis Room.
Free, 1.5 hours

12:00 PM

Check-out from The Liberty Hotel

Wrap up your Boston adventure and prepare for departure, cherishing wonderful memories made.
Final ride to the airport.
Variable, 30 minutes
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