New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate 16-Day East Coast Adventure: Boston, Salem, Cambridge, and Beyond

Ultimate 16-Day East Coast Adventure: Boston, Salem, Cambridge, and Beyond Itinerary

Last updated: 2024 Jun 14

Boston's Historical Gems

Morning
Start your day with a delicious breakfast at Mike's Pastry, known for its mouthwatering cannolis. Afterward, embark on a Guided Walking Tour of the Freedom Trail to explore Boston's rich history and visit iconic sites like the Paul Revere House, Granary Burying Ground, and Faneuil Hall Marketplace.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Afterward, head to the Boston Tea Party Ships and Museum for an interactive tour that brings the American Revolution to life. Then, take a leisurely stroll through the picturesque Boston Common and Public Garden, enjoying the serene atmosphere.
Evening
Indulge in a delightful dinner at Top of the Hub, where you can enjoy panoramic views of the city. Afterward, take a Historical Sightseeing Cruise on Boston Harbor, admiring the city's skyline as it lights up at night.
Bedtime
Find amazing hotels in Boston.

Boston's Cultural Treasures

Morning
Enjoy a hearty breakfast at Union Oyster House, the oldest restaurant in the U.S. Then, visit the renowned New England Aquarium for a fascinating underwater adventure. Don't miss the captivating Giant Ocean Tank and the playful penguins.
Afternoon
For lunch, head to Row 34 for a delectable seafood experience. Afterward, explore the historic USS Constitution, also known as "Old Ironsides," and the adjacent Charlestown Navy Yard. Take a guided tour to learn about the ship's storied past.
Evening
Dine at Craigie on Main, known for its innovative cuisine. Then, experience the vibrant atmosphere of Fenway Park by attending a Red Sox game (subject to the team's schedule). Immerse yourself in the excitement of America's favorite pastime.
Bedtime
Find amazing hotels in Boston.

Boston's Culinary Delights

Morning
Start your day with a delightful breakfast at Neptune Oyster, known for its exceptional seafood. Then, take a Small Group Freedom Trail History Walking Tour to gain deeper insights into Boston's revolutionary history and visit lesser-known sites along the trail.
Afternoon
Enjoy a leisurely lunch at Myers + Chang, offering a unique blend of Chinese, Taiwanese, Thai, and Vietnamese flavors. Afterward, embark on a History Pub Crawl Tour Along the Freedom Trail, where you'll visit historic taverns and hear fascinating stories from Boston's past.
Evening
For dinner, savor the flavors of Italy at Mamma Maria, known for its authentic Italian cuisine. Afterward, take a Boston Harbor Sunset Yacht Cruise and admire the city's skyline as the sun sets over the harbor.
Bedtime
Find amazing hotels in Boston.

Boston's Art and Architecture

Morning
Enjoy a delightful breakfast at Eastern Standard Kitchen & Drinks, known for its classic brasserie cuisine. Then, visit the Isabella Stewart Gardner Museum, home to a remarkable collection of art and a beautiful courtyard garden.
Afternoon
For lunch, head to Oleana for a taste of inventive Mediterranean cuisine. Afterward, take a Boston View Boston Observatory Entry Ticket and enjoy breathtaking panoramic views of the city from the observatory deck.
Evening
Dine at L'Espalier, a culinary gem offering an unforgettable dining experience. Afterward, take a stroll along the picturesque Charles River Esplanade, enjoying the serene beauty of the river and the city skyline.
Bedtime
Find amazing hotels in Boston.

Boston's University Gems

Morning
Start your day with a delicious breakfast at Menton, known for its exceptional French cuisine. Then, embark on a Harvard University Student-Guided Walking Tour to explore the historic campus and learn about its prestigious academic and cultural legacy.
Afternoon
For lunch, savor the flavors of Spain at Toro, offering a vibrant atmosphere and delicious tapas. Afterward, visit the Massachusetts Institute of Technology Public Tour to discover the cutting-edge research and innovation at one of the world's leading universities.
Evening
Dine at Giacomo's Ristorante, a beloved Italian restaurant known for its warm hospitality and mouthwatering dishes. Afterward, take a leisurely walk through the charming streets of Kendall Square, enjoying the lively atmosphere and the innovative spirit of the area.
Bedtime
Find amazing hotels in Boston.

Boston's Literary Legacy

Morning
Enjoy a delightful breakfast at The Capital Grille, known for its exceptional steaks and seafood. Then, visit the Longfellow House (Washington's Headquarters), the former home of poet Henry Wadsworth Longfellow, and explore the beautiful gardens and historic rooms.
Afternoon
For lunch, head to Abe & Louie's, a classic steakhouse offering mouthwatering cuts of meat. Afterward, visit the Harvard Museum of Natural History to marvel at its extensive collection of minerals, fossils, and exhibits on the natural world.
Evening
Dine at No. 9 Park, a culinary gem offering a sophisticated dining experience. Afterward, take a 1.5-Hour Ghosts and Gravestones Tour and explore Boston's darker history, visiting haunted locations and hearing chilling tales from the city's past.
Bedtime
Find amazing hotels in Boston.

Boston's Culinary Exploration

Morning
Start your day with a delicious breakfast at Mike's Pastry, known for its mouthwatering cannolis. Then, embark on a North End to Freedom Trail Food and History Tour to explore Boston's historic North End and savor its culinary delights, including Italian pastries, pizza, and more.
Afternoon
For lunch, head to Santarpio's Pizza, a local favorite known for its delicious thin-crust pizzas. Afterward, visit the Old North Church and learn about its role in the American Revolution, as well as its iconic lantern signal.
Evening
Dine at Top of the Hub, where you can enjoy panoramic views of the city while savoring a gourmet meal. Afterward, take a leisurely walk along the Rose Kennedy Greenway, enjoying the public art installations and the vibrant atmosphere of the park.
Bedtime
Find amazing hotels in Boston.

Salem's Haunted History

Morning
Start your day with a delicious breakfast at Red's Sandwich Shop, a local favorite known for its hearty breakfast options. Then, embark on a Salem Witch Museum Admission Ticket to learn about the infamous witch trials and the history of witchcraft in Salem.
Afternoon
For lunch, head to Tavern in the Square, offering a diverse menu and a relaxed atmosphere. Afterward, take a Salem Ghosts, Witches, & Warlocks Guided Walking Tour and explore the city's haunted sites and mysterious legends.
Evening
Dine at Adriatic Restaurant & Bar, known for its delicious Mediterranean cuisine. Afterward, take a Salem Night Tour Haunt and History Guided Night Tour and experience the eerie atmosphere of Salem after dark, as your guide shares chilling stories and local folklore.
Bedtime
Find amazing hotels in Salem.

Salem's Maritime Heritage

Morning
Enjoy a delightful breakfast at Angela's Coal Fired Pizza, known for its delicious coal-fired pizzas and Italian specialties. Then, visit the Peabody Essex Museum to explore its extensive collection of art, maritime history, and cultural artifacts.
Afternoon
For lunch, head to Ledger Restaurant & Bar, offering a modern American menu with a focus on locally sourced ingredients. Afterward, take a Salem 1692 Witchcraft Trials Walk and visit the sites associated with the infamous witch trials, gaining a deeper understanding of this dark chapter in Salem's history.
Evening
Dine at Opus, a stylish restaurant offering creative cuisine and handcrafted cocktails. Afterward, take a leisurely stroll along the Salem Maritime National Historic Site, enjoying the views of the harbor and the historic architecture.
Bedtime
Find amazing hotels in Salem.

Cambridge's Academic Excellence

Morning
Start your day with a delicious breakfast at Flour Bakery + Cafe, known for its delectable pastries and sandwiches. Then, embark on a Harvard University to explore the historic campus and learn about its renowned academic programs and cultural landmarks.
Afternoon
For lunch, savor the flavors of the Mediterranean at Sofra Bakery & Cafe, offering a delightful selection of mezze and pastries. Afterward, visit the Harvard Square and explore its eclectic mix of shops, cafes, and cultural attractions.
Evening
Dine at Harvest, a beloved restaurant known for its seasonal New England-inspired cuisine. Afterward, take a leisurely walk along the Charles River, enjoying the serene views of the water and the city skyline.
Bedtime
Find amazing hotels in Cambridge.

Cambridge's Intellectual Legacy

Morning
Enjoy a delightful breakfast at Longfellow Bar, offering a stylish setting and a delicious menu. Then, visit the Massachusetts Institute of Technology (MIT) and take a guided tour to learn about its groundbreaking research and innovative projects.
Afternoon
For lunch, head to Clover Food Lab, a local favorite known for its inventive vegetarian and vegan options. Afterward, visit the MIT Museum to explore its diverse collection of artifacts, technology, and interactive exhibits.
Evening
Dine at Catalyst Restaurant, offering a contemporary American menu and creative cocktails. Afterward, take a leisurely walk through the Cambridge Common, enjoying the green spaces and the historic monuments.
Bedtime
Find amazing hotels in Cambridge.

Boston's Culinary Extravaganza

Morning
Start your day with a delicious breakfast at Neptune Oyster, known for its exceptional seafood. Then, embark on a Boston's North End Secret Food Tour to explore the city's historic Italian neighborhood and savor its culinary delights, including pastries, pizza, and more.
Afternoon
For lunch, head to Giulia, a charming Italian restaurant offering handmade pasta and a warm ambiance. Afterward, visit the Isabella Stewart Gardner Museum to explore its remarkable collection of art and its beautiful courtyard garden.
Evening
Dine at Select Oyster Bar, known for its fresh oysters and seafood specialties. Afterward, take a leisurely walk along the Rose Kennedy Greenway, enjoying the public art installations and the vibrant atmosphere of the park.
Bedtime
Find amazing hotels in Boston.

Boston's Revolutionary Spirit

Morning
Enjoy a delightful breakfast at Row 34, known for its exceptional seafood and oyster bar. Then, visit the Old South Meeting House and learn about its role in the American Revolution, as well as its significance as a gathering place for the community.
Afternoon
For lunch, savor the flavors of the Mediterranean at Bar Mezzana, offering a delightful selection of small plates and house-made pastas. Afterward, visit the Boston Public Library and explore its beautiful architecture and extensive collection of books and artworks.
Evening
Dine at Sulmona, a stylish Italian restaurant offering a modern take on classic dishes. Afterward, take a Boston History Pub Crawl Tour Along the Freedom Trail and visit historic taverns, hearing fascinating stories from Boston's past.
Bedtime
Find amazing hotels in Boston.

Boston's Vibrant Neighborhoods

Morning
Start your day with a delicious breakfast at Flour Bakery + Cafe, known for its delectable pastries and sandwiches. Then, embark on a Guided Walking Tour of the Freedom Trail to explore Boston's rich history and visit iconic sites like the Paul Revere House, Granary Burying Ground, and Faneuil Hall Marketplace.
Afternoon
For lunch, savor the fresh seafood at Neptune Oyster. Afterward, take a leisurely stroll through the picturesque Boston Common and Public Garden, enjoying the serene atmosphere.
Evening
Indulge in a delightful dinner at Oleana, where you can enjoy a Mediterranean-inspired meal in a charming setting. Afterward, take a Harvard University to explore the historic campus and learn about its renowned academic programs and cultural landmarks.
Bedtime
Find amazing hotels in Boston.

Boston's Seaside Charms

Morning
Enjoy a delightful breakfast at Row 34, known for its exceptional seafood and oyster bar. Then, visit the John F. Kennedy Presidential Library and Museum and explore its fascinating exhibits on the life and legacy of President Kennedy.
Afternoon
For lunch, savor the flavors of Italy at Il Capriccio, offering a delightful selection of classic Italian dishes. Afterward, take a Boston Harbor Sunset Yacht Cruise and admire the city's skyline as the sun sets over the harbor.
Evening
Dine at Top of the Hub, where you can enjoy panoramic views of the city while savoring a gourmet meal. Afterward, take a leisurely walk along the Rose Kennedy Greenway, enjoying the public art installations and the vibrant atmosphere of the park.
Bedtime
Find amazing hotels in Boston.

Farewell to Boston

Morning
Start your day with a delicious breakfast at Legal Sea Foods, a Boston institution known for its fresh seafood. Then, visit the Edward M. Kennedy Institute for the United States Senate and explore its interactive exhibits on the legislative process and the history of the U.S. Senate.
Afternoon
For lunch, head to Atlantic Fish Co., offering a delightful selection of seafood dishes in a relaxed setting. Afterward, take a leisurely walk along the Charles River Esplanade, enjoying the serene views of the water and the city skyline.
Evening
Dine at Top of the Hub, where you can enjoy panoramic views of the city while savoring a gourmet meal. Afterward, take a Boston Harbor Sunset Yacht Cruise and admire the city's skyline as the sun sets over the harbor.
Bedtime
Find amazing hotels in Boston.

Top Boston Travel Videos

kayakFind the right stay during your trip.
Got a question about your trip?