Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
8-Day Adventure and Relaxation Honeymoon in Boston, Massachusetts
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
8-Day Adventure and Relaxation Honeymoon in Boston, Massachusetts
Viewed by 68 travelers
Save This Itinerary
Share
Day 1: Arrival and Exploration
Boston, MA
10:00AM
Check-In at Hotel
Arrive at the luxurious Boston Harbor Hotel, known for its spectacular views of the waterfront.
Take a taxi from Boston Logan Airport to the hotel.
USD500, 1 hour
12:00PM
Lunch at Legal Sea Foods
Savor a delicious seafood lunch at this Boston staple, famous for its clam chowder.
Walk from the hotel (15 minutes).
USD60, 1.5 hours
2:00PM
Freedom Trail
Begin your Boston adventure by walking the Freedom Trail, an iconic 2.5-mile route of significant historical sites.
Start from Boston Common.
Free, 3 hours
5:30PM
Dinner at Mamma Maria
Indulge in a romantic Italian dinner at this charming North End restaurant.
Take a 10-minute taxi.
USD120, 2 hours
8:00PM
Evening Stroll at Boston Common
Enjoy a leisurely evening stroll through Boston Common, beautifully illuminated at night.
Walk back to the park (15 minutes).
Free, 1 hour
Find Hotels in Boston
Day 2: Cultural Discovery
Boston, MA
8:00AM
Breakfast at Flour Bakery
Start your day with delicious pastries and coffee at this cozy bakery.
Walk to Flour Bakery (15 minutes).
USD30, 1 hour
9:30AM
Boston Museum of Fine Arts
Explore one of the most comprehensive art museums in the world, with a collection that spans various cultures.
Take the subway (Green Line) to the museum.
USD25, 2.5 hours
12:30PM
Lunch at The Capital Grille
Enjoy a refined lunch experience with dry-aged steaks and fresh seafood.
Take the subway back to Back Bay.
USD90, 1.5 hours
2:00PM
Harvard University Tour
Take a guided tour of the historic Harvard University campus.
Take the subway to Harvard Square in Cambridge.
USD12, 2 hours
5:00PM
Dinner at Harvest
Dine on seasonal New England fare with a beautiful view of Harvard Square.
Walk 10 minutes from Harvard.
USD100, 2 hours
Find Hotels in Boston
Day 3: Adventure in Cambridge
Cambridge, MA
9:00AM
Breakfast at Tatte Bakery & Cafe
Start with a delightful array of pastries and breakfast options, perfect to fuel your day.
Walk from your hotel (15 minutes, or take a short ride).
USD40, 1 hour
10:30AM
Mt. Auburn Cemetery
Explore the peaceful and beautiful grounds of one of America’s first botanical cemeteries.
Walk or take a short taxi ride (10 minutes).
Free, 2 hours
1:00PM
Lunch at The Dinner Club
Enjoy a casual lunch renowned for its comfort food and friendly atmosphere.
Take a taxi to The Dinner Club.
USD50, 1.5 hours
3:00PM
Museum of Science
Experience interactive exhibits and an IMAX theater showcasing the wonders of science and engineering.
Taxi back to the Science Museum.
USD28, 3 hours
6:30PM
Dinner at Oleana
Indulge in Mediterranean-inspired cuisine in a romantic outdoor patio setting—perfect for an adventurous honeymoon.
Taxi to Oleana.
USD120, 2 hours
Find Hotels in Cambridge
Day 4: Relaxing in Nature
Brookline, MA
8:30AM
Breakfast at Jake's Breakfast
Enjoy a hearty breakfast classic with a twist in Brookline.
Take a taxi (20 minutes).
USD25, 1 hour
10:00AM
Brookline Village and Olmsted Park
Stroll through the quaint shops of Brookline Village before heading to Olmsted Park with scenic walking trails.
Walk to the park.
Free, 2.5 hours
12:30PM
Lunch at Barcelona Wine Bar
Enjoy tapas and wine in a vibrant atmosphere that combines Spanish and local flavors.
Walk to the restaurant.
USD70, 1.5 hours
2:00PM
Visit the Arnold Arboretum
Explore the vast collection of trees, shrubs, and plants, perfect for a nature-filled afternoon.
Short taxi ride (10 minutes).
Free, 2 hours
5:00PM
Dinner at Petit Robert Bistro
Indulge in classic French fare with a cozy ambiance, offering a perfect wind-down after a day in nature.
Taxi back to Brookline (10 minutes).
USD85, 2 hours
Find Hotels in Brookline
Day 5: A Day in Salem
Salem, MA
8:00AM
Breakfast at A & B Burgers
Grab a quick and delicious breakfast burger to start your day in Salem.
Walk from your hotel (15 minutes).
USD20, 1 hour
9:30AM
Salem Witch Museum
Visit the museum to learn about the infamous witch trials and the history of Salem.
Take the train to Salem (30 minutes).
USD12, 1.5 hours
11:30AM
The House of the Seven Gables
Explore Nathaniel Hawthorne's acclaimed novel setting, now a historical house museum.
Walk to the house (15 minutes).
USD15, 1.5 hours
1:30PM
Lunch at The Lobster Shanty
Enjoy a casual coastal lunch, featuring fresh lobster rolls and New England clam chowder.
Walk to the restaurant (10 minutes).
USD70, 1.5 hours
3:00PM
Salem Maritime National Historic Site
Experience the maritime heritage of Salem with a scenic walk along the waterfront.
Walk to the site (10 minutes).
Free, 2 hours
5:00PM
Dinner at Turners Seafood
Feast on some of the best seafood in the area, known for its fresh dishes and vibrant atmosphere.
Walk back to the center (15 minutes).
USD90, 2 hours
Find Hotels in Salem
Day 6: Historical Insights
Concord, MA
7:30AM
Breakfast at The Colonial Inn
Enjoy a cozy breakfast in this historic inn, known for its local charm.
Take the train to Concord (30 minutes).
USD30, 1.5 hours
9:00AM
Minute Man National Historical Park
Visit this park where the American Revolutionary War began and walk its beautiful trails.
15-minute walk to the park.
Free, 2.5 hours
12:00PM
Lunch at Thisle & Clover
Enjoy farm-to-table dining that focuses on locally sourced ingredients and innovative recipes.
Take a taxi for convenience.
USD70, 1.5 hours
1:30PM
Walden Pond
Visit the serene surroundings that inspired Henry David Thoreau, with beautiful nature trails to explore.
Short taxi ride (10 minutes).
Free, 2 hours
4:00PM
Dinner at 80 Thoreau
Indulge in a refined dining experience that pays tribute to the surrounding nature with its seasonal menu.
Taxi back to Concord for dinner.
USD100, 2 hours
Find Hotels in Concord
Day 7: Historical Adventure
Plymouth, MA
8:00AM
Breakfast at Blueberry Muffin
Start your day with a hearty breakfast at this charming local eatery.
Take a rental car to Plymouth (45 minutes).
USD30, 1 hour
9:30AM
Plimoth Patuxet Museums
Delve into early colonial history through living history exhibits and interactive experiences.
Take a taxi from the café to the museum.
USD35, 2 hours
12:00PM
Lunch at The Cabby Shack
Enjoy waterfront dining with famous lobster rolls and clam chowder in a relaxed setting.
Drive to the restaurant.
USD70, 1.5 hours
1:30PM
Pilgrim Monument and Provincetown Museum
Climb to the top of the monument for stunning views and learn about Pilgrim history.
Short drive to the monument.
USD10, 2 hours
4:00PM
Dinner at The Waterfront Bar & Grill
Enjoy a great view with dinner featuring fresh seafood dishes, perfect to end your day.
Drive to the restaurant.
USD80, 2 hours
Find Hotels in Plymouth
Day 8: Goodbye Boston
Boston, MA
9:00AM
Breakfast at Iggy’s Bakery
Start your day with freshly baked goodies or a breakfast sandwich at this beloved bakery.
Take taxi back to Boston (1 hour).
USD25, 1 hour
10:30AM
Explore Boston Public Library
Visit the stunning architecture of this historic library and its inspiring reading rooms.
Walk to the library (10 minutes).
Free, 1.5 hours
12:00PM
Last Lunch at Union Oyster House
Enjoy lunch at the oldest continuously operating restaurant in the USA, renowned for its clam chowder.
Walk back to the restaurant (10 minutes).
USD65, 1.5 hours
1:30PM
Shopping on Newbury Street
Spend your afternoon shopping along the upscale boutiques and shops on Newbury Street.
Walk to Newbury Street (15 minutes).
Varies, 2.5 hours
4:00PM
Departure
Head back to your hotel to gather your things before checking out and heading to Logan Airport.
Take a taxi (15 minutes).
USD40, 1 hour
Find Hotels in Boston
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About Boston Massachusetts
Trip Packing List: Boston, Massachusetts (December)
Packing List
Itinerary created by
Plantrip Team
August 26, 2024
AI-assisted, human-reviewed
Plan Your Boston Massachusetts Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email