Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Relaxing 3-Day New England Itinerary

Viewed by 66 travelers

Day 1: Arrival & Coastal Exploration

Morning: Arrive in Boston and head to Boston Common for a peaceful stroll through this historic park, perfect for unwinding after travel.

Afternoon: Visit Salem’s waterfront and town center to enjoy charming shops and light seaside breezes, soaking in the calm coastal atmosphere.

Evening: Dine at a cozy seafood restaurant overlooking the ocean in Rockport, relaxing with fresh seafood and sunset views.

Find Hotels

Day 2: Countryside Calm & Vineyard Visit

Morning: Drive to the White Mountains of New Hampshire for a gentle morning hike or scenic drive to appreciate tranquil mountain landscapes.

Afternoon: Visit a local vineyard such as Westport Rivers Vineyard on Cape Cod for a relaxed wine tasting session amidst vineyards and rolling hills.

Evening: Settle into a charming bed and breakfast in the area and enjoy a quiet evening reading or taking in peaceful surroundings.

Find Hotels

Day 3: Historic Charm & Departure

Morning: Explore Portsmouth, New Hampshire’s historic downtown, wandering its quaint streets and visiting boutique shops at an unrushed pace.

Afternoon: Enjoy a leisurely lunch at a café overlooking the harbor followed by a relaxing harbor boat ride along the New England coast.

Evening: Return to Boston for departure, reflecting on the calm and beauty experienced throughout the trip.

Find Hotels

Time and Cost Estimates

  • Boston Common: 1.5 hours, Free
  • Salem Waterfront and Town Center: 2 hours, Free (shopping and dining extra)
  • Rockport Seafood Dinner: 2 hours, $40 per person
  • White Mountains Scenic Drive/Hike: 3 hours, Free
  • Westport Rivers Vineyard Wine Tasting: 2 hours, $25 per person
  • Portsmouth Historic Downtown Walk: 2 hours, Free
  • Harbor Boat Ride: 1.5 hours, $30 per person

Total estimated cost: $95 per person (excluding transportation, accommodation, and personal expenses)

Tips

To extend your trip, consider adding a full day to explore Cape Cod’s beaches or visit the charming islands of Martha’s Vineyard and Nantucket for additional relaxation and coastal beauty. To shorten the itinerary, focus on Boston and Salem for a more urban-paced experience with less travel time, ideal if you prefer minimizing transit and maximizing leisure in fewer locations.

0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version