Cape Cod, Massachusetts
Cape Cod, Massachusetts
Boston, Massachusetts
Boston, Massachusetts
Newport, Rhode Island
Newport, Rhode Island
Martha's Vineyard & Oak Bluff
Martha's Vineyard & Oak Bluff
Cape Cod & Lewis Bay Lighthouse, Massachusetts
Cape Cod & Lewis Bay Lighthouse, Massachusetts

Boston, Cape Cod & the Islands

7 nights from €3,419 per person Including Flights


Discover some of New England’s most beautiful and quintessential cities and towns on this wonderful seven-night escorted tour. Starting and ending in Boston, you’ll have the chance to discover everything that makes this region so lovable, including stays in Cape Cod, Newport, Nantucket Island and Martha’s Vineyard.

From kooky villages with rainbow-coloured cottages and cool towns brimming with culture, to brilliant museums infused with deep history and little islands home to stunning natural beauty, there is much to see and do on this trip. Whether you fancy trying succulent seafood straight from the sea, delving into the region’s past, relaxing on dazzling beaches or exploring the coast by catamaran, there’s something for everyone on this coastal adventure. (IN)


  • Explore Boston’s Freedom Trail
  • Visit ‘The Breakers’, the most splendid of Newport’s summer cottages
  • Experience the techniques of the glassmakers at the Sandwich Glass Museum
  • Visit the Pilgrim Hall Museum and meet a descendant of the Mayflower Party
  • Explore Martha Vineyard’s gingerbread-like cottages
  • Cruise along Newport’s coast on board an 80-foot schooner
  • Tour the Cape Cod National Seashore

Itinerary Overview

Fly into Boston 2 nights – Sandwich 2 nights – Martha's Vineyard 1 night – Newport 2 nights – Fly home from Boston

Tour departs between May - October. Speak to our sales experts today to discuss your tour.

2024 Definite Departure Dates
May: 10
Jun: 14
Sept: 20

Last day transfer will arrive at the airport at 12pm, please be aware when booking your flights that the departure flight should be no earlier than 3pm

Our holidays include
  • Flights & taxes
  • Accommodation
  • Checked baggage
  • CAR licensed & bonded
  • In resort assistance & 24 hour contact centre
Why Book with American Sky?
  • Hassle-free - book direct quickly and easily
  • Choice of airlines and the option to switch
  • A friendly, family run business with a wealth of experience.
  • Great deals on offer for multiple destinations
  • Low deposits
Why American Sky?
Your money is safe We safeguard your money with ATOL protection and have membership to codes of best conduct.
Why American Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond within hours to emails.
Why American Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

Day 1


Upon arrival in Boston Logan International Airport, transfer independently to your downtown hotel, ready for a Welcome Dinner with your tour director at 6pm. For ease of travel, we can pre-book your overseas airport transfers to your hotel.

Hotel: Hyatt Regency Boston (or similar) Dinner with wine included.

Day 2


Today is a relaxed insight into this eclectic city. Enjoy a city sightseeing tour including several stops along Boston’s Freedom Trail and the colourful neighbourhoods of Back Bay and Bunker Hill, before spending the afternoon exploring as you please.

Hotel: Hyatt Regency Boston (or similar) Breakfast included

Day 3

Pilgrim Heritage - Sandwich

This morning discover the history behind the first pilgrim settlement with a visit to Pilgrim Hall Museum, and meet a descendant of the Mayflower party. Afterwards, you will travel to the charming town of Sandwich, the oldest on Cape Cod. Experience the English and Irish glassblowing techniques at the Sandwich Glass Museum, before ending your day at your charming inn.

Hotel: Dan'l Webster Inn and Spa, Sandwich (or similar) Breakfast and dinner with wine included.

Day 4


Today you’ll explore Cape Cod’s National Seashore, meeting a park ranger as Salt Pond who’ll teach you all about the natural wonder and human history on the cape. The rest of the day is at your leisure, with optional experiences of whale watching, or a visit to the Peaked Hill Bars Historic District Sand Dunes.

Hotel: Dan'l Webster Inn and Spa, Sandwich (or similar) Breakfast included.

Day 5

Martha’s Vineyard

In the morning, you will board the ferry to Martha’s Vineyard, a pretty area characterised by its pristine beaches and fantastic outdoor recreation. Many presidential visits have taken place here, including that of Bill Clinton and the Obamas. Here, you will travel to Oak Bluff, which will bring a smile to your face with its kaleidoscope of coloured, gingerbread like cottages adorned with story book decorations. Tonight, you’ll dine at Bettini Restaurant for a fabulous sea-to-table experience.

Hotel: Harbor View Hotel (or similar) Breakfast and dinner with wine included.

Day 6

Nantucket Island

Heading to picturesque Nantucket Island today on board a high-speed catamaran. Take in the quaint cobbled streets and spectacular architecture. Nantucket is one of the most exclusive coastal communities in the US. Return to the mainland in the late afternoon to enjoy the amenities of your beachside hotel.

Hotel: Hotel Viking, Newport  (or similar) Breakfast included.

Day 7


Adorned with the Gilded Age mansions of America’s richest families, we’re certain your day in Newport will take your breath away. Visit ‘The Breakers’, the grandest of Newport’s summer ‘cottages’, and discover why the city has been named the Sailing Capital of the World. In the afternoon, you will board an 80-foot schooner for a picturesque cruise along the coast. Dinner will be served at 22 Bowens Wine Bar & Grill.

Hotel: Hotel Viking (or similar) Breakfast and dinner with wine included.

Day 8


Today you have a relaxed start before returning back to Boston for your transfer to Boston Logan International Airport.

Last day transfer will arrive at the airport at 12pm, please be aware when booking your flights that the departure flight should be no earlier than 3pm

Breakfast included.

  • International return flights
  • Internal travel: luxury air-conditioned coach with on-board restroom and extended leg room
  • 7 nights hotel accommodation as described or similar
  • Overseas airport transfer on the last day
  • 7 breakfasts and 4 dinners with wine
  • Activities: Boston's Freedom Trail, The Breakers in Newport, cruise on the 80-foot schooner around Newport, ferry to Martha's Vineyard and tour of Oak Bluffs, Nantucket Island, Sandwich Glass Museum, tour of Cape Cod National Seashore.

What's not included

  • Meals unless stated otherwise
  • Optional excursions
  • Overseas arrival airport transfer on first day (available to pre-book at an additional cost)

Brendan White
Book today

Talk to our travel experts for more information and to book or tailor-make your holiday

01 6649900 Call us 9am-7pm Mon-Fri / 9am-5pm Sat-Sun

American Sky also recommends