Boston, Cape Cod & The Islands 2023 Classic Group

8 days
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4.6/5 Excellent
100+ reviews  
97%
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Group Tour
This 8-day guided tour blends history with glamour as you travel from Massachusetts to Rhode Island. Follow the red-brick Freedom Trail in Boston to see where the U.S. took shape. On the shores of Cape Cod Bay, see Sandwich, a coastal town famous for its glassmakers; here, visit the Sandwich Glass Museum, where you can learn tricks of the trade. At Martha's V...

Overview

Trip type
Group Tour
Lodging level
Premium - 4 star
Physical level
Wheelchair Accessible
Trip pace
Full schedule

Highlights

    • Boston: Take a tour of historical Fenway Park, the oldest baseball stadium in America that has been home to the Boston Red Sox since 1912. Guests will go on a one-hour guided tour of the stadium highlights including the fabled 'Green Monster' overlooking left field. They'll also sit in green monster seats, visit the press box, see memorabilia and learn about legendary moments of theballpark. A must do for any sports fan.
    • Boston: Afternoon Isabella Gardner Museum The Isabella Stewart Gardner Museum is a lavish reconstruction of a 15th century Venetian palace, including an exquisite interior courtyard. Every item in the 2,500-piece collection, spanning European, Asian and Islamic art is meticulously placed according to Gardner’s personal instructions. Also on display are the empty frames that once held priceless works of art stolen during the infamous 1990 theft (largest in American History). The museum also boasts a flower-filled courtyard that blooms all year.
    • Choose between two carefully selected activities
    • Newport: Choose to visit the Breakers, the grandest of Newport's summer cottages and former home of the Vanderbilt family. Alternatively, choose to visit the Elms and its mid-18th century French inspired interior. Another option is to visit the Tennis Hall of Fame.
    • : Our Well-Being Directors take a proactive approach to your welfare ensuring all well-being regulations are met (available on tours with 21 or more guests).
    • : Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
    • : Experience enhanced hygiene protocols to align with the latest guidance following COVID-19. All Travel Directors, Well-Being Directors and Drivers have completed training in enhancedwell-being and hygiene protocols.
    • : We only work with establishments we are confident will consistently adhere to our high well-being standards, which include hotels, restaurants and sight-seeing venues.
    • : Hand sanitizer is freely available on board for you to use throughout the day.
    • Boston: At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.

What's this trip about?

    This 8-day guided tour blends history with glamour as you travel from Massachusetts to Rhode Island. Follow the red-brick Freedom Trail in Boston to see where the U.S. took shape. On the shores of Cape Cod Bay, see Sandwich, a coastal town famous for its glassmakers; here, visit the Sandwich Glass Museum, where you can learn tricks of the trade. At Martha's Vineyard, a driver will take you past the former home of Jacqueline Kennedy Onassis and to Oak Bluffs, an idyllic town with gingerbread-like cottages. Indulge in a sea-to-table feast filled with fish caught from local fishermen, fresh produce from nearby farms and delicacies picked by foragers. In the seaside city of Newport, board an 80-foot schooner to cruise the coastline, taking in views of historical buildings and the homes of the rich and famous — and learn about the area��s past as a pirates’ haven.

Details

Itinerary focusClassic Highlights
Group sizeIntimate group - 12 max
Age rangeNo age restrictions
Flights and transportAll internal transport included (including local flights)
Start CityUnited States Of America
End CityBoston (MA)

Travel Themes

  • Cultural
  • 50 Plus

Destinations

Attractions

  • Boston

Activities

  • Culture

Trip includes

    • Our highly-skilled Travel Director will ensure your journey is seamless, serving as your expert guide, consummate organiser, and friend overseas.
    • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
    • We carry your bags for you and promptly deliver them to your hotel door.
    • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
    • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
    • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
    • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Popular Trips

Itinerary

Day 1: Boston, the Cradle of Liberty

Welcome to Boston, described by many as the most European city in the U.S., you can expect a thriving art scene, delicious variety of seafood delicacies and plenty of charm. On arrival, you'll transfer from Boston Logan International Airport to your downtown hotel, th...

Day 2: Historic Boston Relaxed Start

Explore the city with your Travel Director and learn about the city's transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Boston Common, the Old Corner Bookstore and the Bunker...

Day 3: Pilgrim heritage and on to Sandwich

This morning you will discover Plymouth's history at the first pilgrim settlement.Visit Pilgrim Hall Museum, the oldest continuously operating public museum in the country and America’s museum of Pilgrim possessions. Meet a direct descendant of the Mayflower party tha...

Day 4: Sandwich, oldest town on the Cape

Head out to Salt Pond on Cape Cod's National Seashore and learn about the natural wonder and human history represented on the Cape, from its First People and European settlement to modern lifestyles and communication technology. An optional experience on the Sand Dune...

Day 5: Martha's Vineyard, a Presidential Paradise

Board a ferry this morning to Martha's Vineyard. Home to pristine sandy beaches, outdoor attractions and heavenly harbour towns, this summer hangout is no stranger to presidential visits. The island has hosted the Clintons and the Obamas, while the former U.S. First L...

Day 6: Nantucket Island

Depart Martha's Vineyard in style on a high-speed catamaran for the picturesque island of Nantucket. Not only has it retained the charm of a bygone era, it is one of the most exclusive coastal communities in the U.S. During your visit, take in the beauty of the antiqu...

Day 7: Newport, the Queen of Summer Resorts Relaxed Start

The elegant town of Newport is lined with the Gilded Age mansions of America's wealthiest families. Choose to visit the Breakers, the grandest of Newport's summer cottages and a symbol of the Vanderbilt family's social and financial pre-eminence during the late 19th ce...

Day 8: Back to Boston Relaxed Start

It's time to say goodbye to your fellow travelers as you return to Boston. For those heading home there will be complimentary transfers to Boston Logan International Airport, arriving at 12:00. Alternatively, you may return to the Hyatt Regency Boston if you wish to e...

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Dates & Availability

Price From $3,635
Price per day$454
Last Updated: 3/14/2025

Check current availability, prices, specials & more.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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Insight Vacations Reviews & Ratings

4.6/5  Excellent
Excellent
13,941
Great
3,006
Average
961
Disappointing
267
Terrible
221
T

Trusted Customer

Sep 2023

Written on

Boston Cape Cod and the Islands

Hotels were not up to par. See above. There should have been an option to have a later morning or early afternoon drop off at our hotel. Most of us were in between o...

T

Trusted Customer

Jul 2023

Written on

Boston Cape Cod and the Islands

Itinerary was planned very well and we saw and did a lot on the tour. I would like to have spent more time in the Boston area, but you can only do so much in the ti...

P

Pamela Bates

Jul 2023

Written on

Boston Cape Cod and the Islands

There was a little bit too much "alone time" in certain places, where...

B

Barbara Richard

Jun 2023

Written on

Boston Cape Cod and the Islands

Great itinerary. Would not change a thing

Write a Review

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Logistics

Accommodation

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
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Age Requirements
No age restrictions
Additional Information
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Trip ID
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