Culinary New England

Boston, Maine, Vermont & Connecticut

From $5500 per person in low season
From $6500 per person in high season

based on 11 nights & selected experiences

Price Guide:

  1. Jan
  2. Feb
  3. Mar
  4. Apr
  5. May
  6. Jun
  7. Jul
  8. Aug
  9. Sep
  10. Oct
  11. Nov
  12. Dec

* Pricing is a guideline only and excludes special offers. Travel over peak periods (e.g. Christmas, New Year and other public vacations) can affect prices considerably, as can exchange rates, flight class and room type.

Price includes:

  • Accommodation

  • Car rental

  • Selected experiences

Based on two people sharing.

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At a Glance

  • A classic road trip through stunning scenery - even more epic in the Fall

  • Fantastic itinerary for gourmet food enthusiasts & sybarites

  • If you are craving some hustle and bustle, head into New York city to explore

  • The back roads of Maine and Vermont are small-town America writ large

  • Ideal from June to October

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Best time to Visit

Good time to visit

Average time to visit

Fall is New England's most glorious season, though spring and summer are pleasant as well. Weather usually remains warm throughout September, while cooler temperatures in October bring out the colorful foliage. Winter lasts too long for most people's tastes, stretching from December to April. During this period, visitors can expect temperatures below freezing and plenty of snow.

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We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. Call us on 858 523 9000 to start planning your vacation.


New England is the perfect romantic retreat with its stunning landscapes, idyllic villages and an array of delicious restaurants focused on farm to table seasonal produce. Take in Boston's exciting restaurant scene, lobster shacks and fine dining in Maine and Vermont, and take strolls in the beautiful country side or along long stretches of sandy beaches in Connecticut.

  1. Fly to Boston

  2. Days 1-4: New England

    Fly into Logan International Airport and start your New England romantic adventure in Boston, a wonderfully exciting city for couples. Boston is a delightfully compact city which can easily be explored on foot and renowned for its beautiful brownstone buildings. You will spend three nights exploring the cities landmarks, shops, buzzing cafes and restaurants, and we have included a private city tour which will highlight Boston’s neighborhoods with an expert guide. Boston is a foodie haven From oysters to steaks, and ethnic to molecular cuisine, you'll discover a thriving restaurant scene.

    Accommodation: XV Beacon (3 nights)

  3. Days 4-7: New England

    Next you will take your hire car and self drive on to Maine, with its sweeping beaches, lighthouses and the spanking fresh seafood. Indulge yourself here, and don't omit the sit-on-crate lobster shacks in town where you can feast on incredible lobster sliders, or head for a deli and take a gourmet picnic to the beach. Explore peaceful harbor towns and historic shipbuilding villages, hike through Acadia National Park or walk along mile upon mile of stunning pebbly beaches before sampling the many independent beers on offer in town.

    Accommodation: The White Barn Inn (3 nights)

  4. Days 7-10: New England

    Vermont is quintessential rural New England, with pretty historic villages, rolling hills that come alight in the fall, and beautiful historic buildings. Woodstock boasts a charming colonial character which is enhanced by its local farmers, craftsmen and artists with a wonderful collection of country stores. Spend your days sampling artisanal produce like delicious Vermont ice cream, wandering through the orchards and cornfields of local Billing’s Farm, hiking through the rolling countryside or digging through quaint antique shops in search of treasures.

    Accommodation: Woodstock Inn & Resort (3 nights)

  5. Days 10-12: New England

    Finally you will take your hire car and drive on to Connecticut. Used by New Yorkers as a country retreat, Connecticut is a collection of coastal cities and rural countryside towns and home to the famous Yale university. Stay in a beautiful countryside manor house and spend the final days of your New England sojourn exploring the seaside and enjoy rich seafood, cycle on the shores of Lake Waramaug or in the White Memorial Park in Litchfield, or enjoy golf in the stunning countryside setting. Only a short two hours drive away is the bustling city of New York, make a day trip and visit the cities major highlights. Visit Brooklyn Bridge or Greenwood Cemetery, try the best burger in NYC in bustling Manhattan, or whisper your secrets in the whispering gallery at Grand Central Terminal.

    Accommodation: Mayflower Inn and Spa, Auberge Resorts Collection (2 nights)

  6. Fly home from Boston


Boston, Maine, Vermont & Connecticut

Speak to our specialists 858 523 9000

    Why book with Scott Dunn?

  • 24/7 concierge service
  • 24/7 emergency assistance
  • Firsthand knowledge
  • Renowned service
  • Award-winning tour operator

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We design each itinerary around you, so this suggested itinerary is a starting point that we can tweak or transform into something completely bespoke to you. Call us on 858 523 9000 to start planning your vacation.

Start planning now Speak to our specialists on 858 523 9000 or start planning now Plan your trip