Boston, Cape Cod & The Islands - Small Group

Boston, Cape Cod & The Islands - Small Group

83 Views
8 Days From

$5253

$4624

Boston, Cape Cod & The Islands - Small Group

8 Days Starting and ending in Boston, USA

Visiting: Boston, Plymouth, Sandwich, Cape Cod National Seashore, Martha's Vineyard, Nantucket, Newport

Tour operator:

Insight Vacations

Tour code:

SACAPM19

Guide Type:

Fully Guided

Group size:

12 - 24

Physical rating:

Low

Age range:

5-99

Special diets catered:

Please Advise Request

Tour operated in:

English

Trip Styles:

Small Group

From: $5253 $4624 Operator discount: -$479 Tourhub's Big Adventure Sale: -$150 -12%

NB: Prices correct on 31-Oct-2024 but subject to change.

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

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.

Highlights

  • The John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation's thirty-fifth president.

  • Step through the hallowed gates and enter Fenway Park, the oldest baseball stadium in America, and enjoy an in-depth guided tour.

  • Visit the Breakers, the grandest of Newport's summer cottages and former home of the Vanderbilt family, or the Elms with its mid-18th century French inspired interior.

  • Explore the great city of Boston, following part of the red-brick Freedom Trail and visiting historically significant sights like the Boston Common and the Bunker Hill Monument.

  • Further your knowledge on the struggles the early settlers faced at the Plimoth Patuxet Museum, a living memorial dedicated to the Pilgrim Fathers.

  • Experience the natural wonder and human history of Cape Cod, including the First People, European settlement culture, and the Sand Dunes of the National Seashore.

  • Visit the port neighborhood of Oak Bluffs on Martha's Vineyard, known for its rainbow-colored, gingerbread-like cottages and the oldest operating platform carousel in America.

  • Jump onboard the Adirondack II, an 80-foot schooner, and cruise around Newport's coastline, learning about the region's exciting history, including its pirate activity.

Itinerary

Expand All

Day 1: Boston, The Cradle Of Liberty

Location: Boston

Accommodation: Hotel

Accommodation Name: Hyatt Regency Boston

Meals Included: Dinner

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. Arrive to the Hyatt Regency Boston, just steps from Boston's most desirable area-attractions such as the Boston Common, Faneuil Hall, and Boston's famous shopping destination, Newbury Street. A 10-to-15 minute walk will bring you to the South End, Back Bay or the Charles River Esplanade. At 18:00, join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow guests.

Day 2: Historic Boston Relaxed Start

Location: Boston

Accommodation: Hotel

Accommodation Name: Hyatt Regency Boston

Meals Included: Breakfast

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 Hill Monument in Charlestown. View the colourful neighbourhoods of Back Bay and historic North End, otherwise known as Boston’s Little Italy. Make sure you try the neighbourhood's famous cannoli and grab yourself some of the best espresso in town. Later, choose to visit Fenway Park, America's oldest baseball stadium and home of the Boston red Sox or tour The John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation's thirty-fifth president. The rest of the day is free to pursue your own interests.

Day 3: Pilgrim Heritage And On To Sandwich

Location: Plymouth, Sandwich, Boston

Accommodation: Hotel

Accommodation Name: Dan'l Webster Inn and Spa Sandwich

Meals Included: Breakfast, Dinner, with Wine

This morning, 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. Join a MAKE TRAVEL MATTER® Experience as you visit the Plimoth Patuxet museum. This living memorial is dedicated to preserving the histories of the Native and English inhabitants of this region and educating the public on early settlers and the Wampanoag People in an immersive and engaging environment. Later you'll get to know the Cape more intimately as you make your way to the coastal haven of Sandwich. Experience the techniques of the English and Irish glassmakers at the Sandwich Glass Museum. Relax at your charming inn tonight and indulge in a Dinner with wine.

Day 4: Sandwich, Oldest Town On The Cape

Location: Sandwich, Cape Cod National Seashore

Accommodation: Hotel

Accommodation Name: Dan'l Webster Inn and Spa

Meals Included: Breakfast

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 Dunes of the National Seashore may present itself later today. Roll through the Dune Shacks of Peaked Hill Bars Historic District, catching sight of Pilgrim Lake and the famed artists’ dune shacks while Local Experts share the history and ecology of these striking and inspiring dunes.

Day 5: Martha's Vineyard, A Presidential Paradise

Location: Martha's Vineyard, Sandwich

Accommodation: Hotel

Accommodation Name: Harbor View Hotel

Meals Included: Breakfast, Dinner

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 Lady, Jacqueline Kennedy Onassis, maintained a home here. After disembarking, make your way to Oak Bluffs, known for its rainbow-coloured, gingerbread-like cottages with gothic storybook decorations, high-peaked roofs, and dainty verandas. You’ll also find the oldest operating platform carousel in America here. Get acquainted with the island, before reaching your hotel. Tonight's Sea-to-Table Highlight Dinner at Menemsha Room is sure to delight with the season’s freshest offerings from local farms, fishing boats, foragers and markets.

Day 6: Nantucket Island

Location: Nantucket, Martha's Vineyard

Accommodation: Hotel

Accommodation Name: Hotel Viking Newport

Meals Included: Breakfast

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 antique cobblestone streets, lined with high- end boutiques and breathtaking architecture. The simple homes date back to its whaling days which also influenced much of the culture on the island. In the past, the style of home directly correlated to a whaler's ranking. Return to the mainland in the late afternoon to relax at your luxurious hotel.

Day 7: Newport, The Queen Of Summer Resorts Relaxed Start

Location: Newport

Accommodation: Hotel

Accommodation Name: Hotel Viking Newport

Meals Included: Breakfast, Dinner with Wine

The elegant town of Newport is lined with the Gilded Age mansions of America's wealthiest families. 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 century. The seaside city is also famous for being the home of the America's Cup for more than 50 years and is known as the Sailing Capital of the World. Explore in nautical style onboard the Adirondack II, an 80-foot (24 metre) schooner, as you cruise around the coastline. You’ll sail out and pass some of the nearby islands, old historical buildings and homes of the rich and famous, as you learn about the region’s exciting history, including its pirate activity. In the evening, enjoy a Celebration Dinner at La Forge Casino restaurant, known for local fare, fresh seafood and many New England favourites. Afterwards you'll head back to your boutique hotel, registered with the Historic Hotels of America.

Day 8: Back To Boston Relaxed Start

Location: Boston

Meals Included: Breakfast

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 extend your stay. For those embarking on the Canada & New England Discovery cruise, you'll stay in Boston and transfer on your own to the port the following morning to board the MS Zaandam.

What's Included

  • Meals

    Daily breakfasts & many dinners included

  • Accommodation

    As detailed in the itinerary

  • Fully Guided

    Expert Travel Directors providing an elevated service

What's Not Included

  • Optional Activities

  • International Travel

Check out our Q&As

  • What kind of transportation is provided during the tour?

    The tour includes various forms of transportation such as a ferry ride to Martha's Vineyard, a high-speed catamaran to Nantucket, and a cruise on the Adirondack II schooner in Newport.

  • Are there any unique cultural experiences included in the tour?

    Yes, the tour includes unique cultural experiences such as a visit to the Sandwich Glass Museum to learn about 19th-century glass-making techniques and a MAKE TRAVEL MATTER® Experience at the Plimoth Patuxet Museum to learn about the histories of the Native and English inhabitants of the region.

  • What kind of dining experiences are included in the tour?

    The tour includes 3 dinners with wine, 7 breakfasts, and 1 additional dinner. Notable dining experiences include a Welcome Dinner with wine in Boston, a Sea-to-Table Highlight Dinner at Menemsha Room on Martha's Vineyard, and a Celebration Dinner with wine in Newport.

  • Is there any free time during the tour to explore on our own?

    Yes, there is free time allocated during the tour, such as on Day 2 in Boston after the guided city tour and on Day 4 in Cape Cod where you can choose to take an optional sand dunes tour.

  • What is the final destination of the tour?

    The tour ends in Boston, with complimentary transfers to Boston Logan International Airport available for those heading home.

  • What kind of accommodations can we expect during the tour?

    Accommodations include stays at the Hyatt Regency Boston, Dan'l Webster Inn and Spa in Sandwich, Harbor View Hotel on Martha's Vineyard, and Hotel Viking in Newport.

  • Are there any special activities or experiences included in the tour?

    Yes, the tour includes several special activities such as a guided tour of Fenway Park, a visit to the John F. Kennedy Presidential Library and Museum, a cruise on the Adirondack II schooner in Newport, and an optional sand dunes tour on Cape Cod's National Seashore.

  • What historical sites will we visit during the tour?

    The tour includes visits to several historical sites such as the Pilgrim Hall Museum and Plimoth Patuxet Museum in Plymouth, the Breakers mansion in Newport, and various sites along Boston's Freedom Trail including Boston Common, the Old Corner Bookstore, and the Bunker Hill Monument.

  • Can I join the tour once it has departed?

    We regret that no refunds can be made for absences from a tour, including experiences such as missed meals or sightseeing.

  • How long has the tour company been trading?

    Since 1978.

  • What Ethical Travel credentials does the tour company have?

    Insight Vacations is a founding member of the TreadRight Foundation, a joint initiative created by the brands within The Travel Corporation (TTC) almost 15 years ago to ensure our impact through tourism is positive. Our ethos to #MakeTravelMatter guides our decision-making at every level of our business.

  • Will the accommodation included meet local health and safety regulations?

    Yes

  • Do you operate a “single share” option and how does it work?

    You have two options as a solo traveller. Either choose to be matched with a same sex partner for a room share - at no extra cost. Or choose a room of your own with a reduced or even free private room upgrade on select tours.

  • What policies are in place for Covid-19?

    Please contact us for latest COVID-19 policies

Reviews of this operator

Peggy Lindenborn  

Country Roads of Southern Italy and Sicily

02-Nov-2021

Country Roads of Southern Italy and Sicily is a delightful trip and our travel guides and driver, Enzo, Chris and Greg were amazing and made the trip very memorable. We saw so many places and had great experiences along the way! Thanks to them for such a wonderful vacation.!

Feefo Trusted Reviews
Trusted Customer  

Best of Spain & Portugal

11-Jan-2023

Great itinerary, good pace, tour director was friendly and very knowledgeable and organised. Bus was very spacious and driver was great. Yes would recommend insight to friends and families

Feefo Trusted Reviews
Jacqueline Thornberry  

Scenic Iceland and the Northern Lights

31-Oct-2021

The number is our group was small which meant we got to know each other. Our tour guide, Laura Spiers, was excellent as was our driver. The food was good, and of course everything we saw in Iceland was beautiful and educational.

Feefo Trusted Reviews
Kathryn Ronca  

Enchanting Canyonlands

08-Nov-2021

The trip was fantastic. Everything was well planned and exceeded my expectations. All insight personal were courteous helpful and professional Ann Manual and Kevin were a topnotch team There was attention to every detail and at all times felt safe and always a personal touch to the trip. The motor coach was clean and roomy and there was multiple wipe downs during the day All hotels were top notch and all staff at the hotels and restaurants were helpful and courteous I would recommend this trip as it gave you a fantastic view of the natural wonders of the the West.

Feefo Trusted Reviews
Patrick Ong  

Italian Intermezzo

12-Jan-2023

This trip is absolutely amazing! Worth every Penny! Our Tour guide did not Disappoint.

Feefo Trusted Reviews

Save on this tour

Request your exclusive discount code now and unlock savings for your next adventure!

Send me one now.

1 Select your preferred date

Friday - Friday

Oct 10, 2025 - Oct 17, 2025
$5253 $4624

Operator discount: -$479

Tourhub's Big Adventure Sale: -$150

Book with Confidence

  • Low Deposit

    Insight Vacations requires a minimum deposit of 350 USD per person or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of insight vacations charges.

    Up to 91 days before tour starts: Forfeit 100% of deposit.

    At 90 days before tour starts: Forfeit 50% of booking price.

    At 29 days before tour starts: Forfeit 80% of booking price.

    At 1 days before tour starts: Forfeit 100% of booking price.

Why book with tourhub?

Safe & Secure

Your money is held in a dedicated client account until you travel.

Visa logo Mastercard logo
apple pay icon google pay icon

100% Guaranteed Refunds if your trip is cancelled.


The safest way to make overseas, multi-currency payments.

Guaranteed Best Value

Industry leading discounts, we won't be beaten on price.


No cancellation or amendment fees from tourhub.

(Operator terms may apply)

Expert Knowledge

Reliable & unbiased advice from travel experts.


Direct contact with the tour operator via our messaging service.


Inspiration & advice from a community of 6000+ real travellers, influencers & content creators.

Trusted Service

Official partners & licensed agents of 1000+ tour operators worldwide.


Don't just take our word for it...

"Tourhub: Friendliness, Professionalism & Integrity I would happily give tourhub a 6* review if I could..."

Similar Tours

Travel Guru Features

Our Reviews