New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your New England road trip in Boston, Massachusetts, by visiting the historic Freedom Trail. This 2.5-mile trail will take you through 16 historically significant sites that tell the story of the American Revolution.
Afternoon
After the Freedom Trail, head to Fenway Park, home of the Boston Red Sox, for a lunch of classic ballpark food like hot dogs and beer. Take a tour of the stadium and learn about its rich history.
Evening
End your day in Boston by experiencing the food scene in the trendy South End neighborhood. Try some of the best seafood in the city at B&G Oysters or indulge in Italian cuisine at SRV.
Bedtime
Find amazing hotels in .

Morning
Drive up to Portland, Maine, and start your day with breakfast at Holy Donut. Here, you ll find unique flavors like bacon-cheddar and dark chocolate sea salt.
Afternoon
After breakfast, explore the cobblestone streets of the Old Port district, which is known for its historic architecture and charming boutiques. Take a tour of the famous Portland Head Light, a lighthouse perched on a rocky cliff overlooking the Atlantic Ocean.
Evening
End your day in Portland with a visit to Eventide Oyster Co., where you can enjoy fresh oysters and lobster rolls paired with craft cocktails.
Bedtime
Find amazing hotels in .

Morning
Make your way to Acadia National Park in Maine, where you can spend the day hiking the park s trails and taking in the stunning views of the coastline.
Afternoon
After a day of hiking, head to Bar Harbor, Maine, for lunch at the Side Street Cafe. This local favorite is known for its lobster mac and cheese and homemade blueberry pie.
Evening
End your day in Bar Harbor with a sunset sail on a historic schooner. Take in the beauty of the Maine coastline while enjoying a glass of wine or craft beer.
Bedtime
Find amazing hotels in .

Morning
Drive to the White Mountains in New Hampshire and spend the morning exploring Franconia Notch State Park, which is home to the iconic Flume Gorge and Cannon Mountain.
Afternoon
After your morning hike, head to Woodstock, Vermont, for lunch at Worthy Kitchen. This farm-to-table restaurant is known for its craft beer and elevated pub fare.
Evening
End your day in Woodstock at the Simon Pearce Restaurant, where you can dine on seasonal New England cuisine while taking in views of the Ottauquechee River.
Bedtime
Find amazing hotels in .

Morning
Spend your final day in New England in Newport, Rhode Island, touring the famous mansions along the Cliff Walk. These historic homes were once owned by some of America s wealthiest families.
Afternoon
After your mansion tour, head to Thames Street for lunch at The Mooring Seafood Kitchen & Bar. This waterfront restaurant is known for its fresh seafood and innovative cocktails.
Evening
End your New England road trip with a sunset sail on a classic yacht. Take in the views of Newport Harbor while sipping champagne and indulging in hors d'oeuvres.
Bedtime
Find amazing hotels in .
kayakFind the right stay during your trip.
Got a question about your trip?