AI-Powered · Any Destination · Real Prices in USD
Plan Your New England Trip
Explore the map, pick your destinations, tell us your style — and our AI builds a custom day-by-day itinerary backed by 25 years of real New England experience.
Where Do You Want to Go?
Click destinations on the map or pick from the region cards. Select up to 5 — the AI connects the dots.
Guide available
Guide coming soon
Massachusetts
7 destinations
History meets coastline. Boston's Freedom Trail, Cape Cod beaches, island escapes to Nantucket and Martha's Vineyard.
Maine
6 destinations
Rugged coastline and lobster country. Acadia's granite peaks, Portland's food scene, and quintessential seaside villages.
Vermont
6 destinations
Peak fall foliage, covered bridges, and ski country. Farm-to-table dining, craft breweries, and the Green Mountains.
New Hampshire
5 destinations
The White Mountains and beyond. Serious hiking, scenic drives through notches, lake country, and a charming seacoast.
Rhode Island
3 destinations
America's smallest state packs a punch. Newport's Gilded Age mansions, Providence's food scene, and Block Island beaches.
Connecticut
3 destinations
Maritime heritage and rolling hills. Mystic's seaport, New Haven's pizza legacy, and the quiet beauty of Litchfield Hills.
Trip Details
$150/day
Dietary needs, mobility concerns, must-see spots — anything helps
Free to use · Powered by AI · Backed by 25 years of living here
Any Destination
Open-ended — plan trips to any town, city, or region in New England
Real Prices
Every cost in USD equivalent — no guesswork
25 Years Living Here
Itineraries informed by Scott's real New England experience
Book With Confidence
Direct links to trusted hotels, tours, transport — vetted by us