New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

5-Day Boston and Rhode Island Adventure

5-Day Boston and Rhode Island Adventure Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning
Start your day with a visit to the iconic Freedom Trail. This 2.5-mile-long path through downtown Boston passes by 16 locations significant to the history of the United States. It's a great way to get acquainted with the city's rich past. For breakfast, head over to Tatte Bakery & Cafe for some delicious pastries and coffee.
Afternoon
In the afternoon, explore Boston Common, America's oldest public park. Enjoy a leisurely stroll or even a swan boat ride on the pond. Don't miss out on lunch at Union Oyster House, one of America's oldest restaurants known for its seafood.
Evening
As evening falls, take part in Boston Mobsters, Mayhem and Murder Walking Tour to delve into Boston's darker history. For dinner, dine at Neptune Oyster, famous for its fresh oysters and seafood dishes.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Freedom Trail in Boston, Massachusetts
star4.54

Freedom Trail

Book Now
Visit Boston Common in Boston, Massachusetts
star4.49

Boston Common

Book Now
next arrow

Cultural Immersion in Downtown Boston

Morning
Kick off your day with a visit to the historic Boston Public Garden. Enjoy a serene morning walk among beautiful flowers and statues. Have breakfast at The Friendly Toast, known for its hearty breakfast options.
Afternoon
In the afternoon, head over to explore the bustling marketplace of Faneuil Hall Marketplace. Here you can shop from local vendors and enjoy street performances. Grab lunch at Regina Pizzeria, famous for its delicious pizzas.
Evening
Conclude your day with an exciting activity - join the interactive experience at the Boston Tea Party Ships & Museum. Relive history as you participate in reenactments of this pivotal event. For dinner, savor some Italian cuisine at Giacomo's Ristorante in Boston's North End.
Bedtime
Find amazing hotels in Boston, Massachusetts.
Visit Boston Public Garden in Boston, Massachusetts
star4.52

Boston Public Garden

Book Now
Visit Faneuil Hall Marketplace in Boston, Massachusetts
star4.59

Faneuil Hall Marketplace

Book Now
next arrow

Cambridge and Harvard Experience

Morning
Begin your day with a visit to Harvard University. Take a guided tour of this prestigious institution and explore Harvard Yard. Grab breakfast at Flour Bakery & Cafe, known for its mouth-watering pastries.
Afternoon
After exploring Harvard, head over to MIT Museum where you can dive into fascinating exhibits on science and technology. For lunch, stop by Alive & Kicking Lobsters for an authentic lobster sandwich experience.
Evening
Spend your evening exploring Kendall Square, often referred to as 'the most innovative square mile on the planet.' Enjoy dinner at Legal Sea Foods, a staple in Boston's dining scene offering fresh seafood.
Bedtime
Find amazing hotels in Cambridge, Massachusetts.
Visit Harvard University in Cambridge, Massachusetts
star4.25

Harvard University

Book Now
Visit MIT Museum in Cambridge, Massachusetts
star4.91

MIT Museum

Book Now
next arrow

Seaside Charm of Newport

Morning
Start your day with a scenic drive to Newport, Rhode Island. Begin your exploration with a visit to the Newport Cliff Walk. This 3.5-mile public access walkway borders the shore line and offers stunning views of the ocean and the Gilded Age mansions. For breakfast, stop by Corner Cafe, known for its hearty and delicious breakfast options.
Afternoon
In the afternoon, delve into history with a tour of The Breakers, one of Newport's most famous mansions. This grand estate was built by the Vanderbilt family and is a testament to the opulence of America's Gilded Age. Enjoy lunch at The Black Pearl, located on Bannister's Wharf, offering fresh seafood and classic New England dishes.
Evening
As evening approaches, embark on Newport Sunset Cocktail Cruise on the Rum Runner II. This relaxing cruise offers beautiful views of Newport Harbor as you sip on cocktails. For dinner, dine at 22 Bowen's Wine Bar & Grille, known for its upscale dining experience and waterfront views.
Bedtime
Find amazing hotels in Newport, Rhode Island.
Visit Newport Cliff Walk in Newport, Rhode Island
star4.46

Newport Cliff Walk

Book Now
Visit The Breakers in Newport, Rhode Island
star4.34

The Breakers

Book Now
next arrow

Historic Providence

Morning
Begin your final day with a visit to Providence, Rhode Island's capital city. Start with a guided tour titled Welcome to Providence Walking Tour, which will take you through some of the city's most historic sites. Have breakfast at The Duck & Bunny, a cozy cafe known for its crepes and brunch options.
Afternoon
In the afternoon, explore more of Providence's rich history with a visit to the Rhode Island State House. This beautiful building offers guided tours that delve into its architectural significance and historical importance. For lunch, head over to Hemenway's Seafood Grill & Oyster Bar for some fresh seafood dishes.
Evening
Conclude your trip with an intriguing activity - join the Providence Ghosts, Phantoms and Poltergeists Walking Tour. This spooky tour will take you through some of Providence's haunted locations. End your day with dinner at Al Forno, famous for its wood-fired pizzas and Italian cuisine.
Bedtime
Find amazing hotels in Providence, Rhode Island.
Visit Welcome to Providence Walking Tour in Providence, Rhode Island
star5.00

Welcome to Providence Walking Tour

Book Now
Visit Massachusetts State House in Providence, Rhode Island
star4.31

Rhode Island State House

Book Now
next arrow
kayakFind the right stay during your trip.
Got a question about your trip?