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Treasures of Cape Cod & the Islands - Small Group - 08 May 2026 to 21 Aug 2026
Operated by Insight Vacations
Tripcode: SACAPM26
Overview
Destination:
United States,
United States Of America,
Start:Boston, United States Of America
Finish:Boston, United States Of America
Finish:Boston, United States Of America
Duration:8 days
Type:Group tour (max 40)
Travel Period
May 2026 - August 2026
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 Plymouth, a coastal town famous for its rich history as the landing site of the Pilgrims in 1620; visit the living history museum at Plimoth Patuxet. 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.
Standard inclusions
- 3 Dinner (D)
- 7 Breakfast (B)
- 1 Dinner with Wine (DW)
Itinerary
Expand all 
Collapse all
Collapse allWelcome to Boston
Boston, often described as America’s most European city, is a captivating blend of history, art, and culinary delights. Upon your arrival at the Hyatt Regency, nestled in the heart of downtown, you're just moments from sights such as the historic Faneuil Hall and the fashionable Newbury Street. Take a leisurely stroll through the charming South End or along the picturesque Charles River Esplanade. This evening, meet your Travel Director and fellow guests for a delightful dinner, marking the beginning of your unforgettable journey.
Exploring Plymouth's Past
Trace the path of American independence along Boston’s Freedom Trail. See the nation’s oldest public park, Boston Common, the Old State House and the Granary Burying Ground, final resting place of revolutionaries. Then travel to Plymouth and step aboard the Mayflower II, a full-scale replica of the 1620 ship. At Pilgrim Hall Museum, explore an extraordinary collection of 17th-century artefacts with a Mayflower descendant on a MAKE TRAVEL MATTER® Experience, gaining powerful insight into the founding stories of early Plymouth Colony. Finally, walk through recreated homesites at Plimoth Patuxet Museums, where you’ll witness traditional practices and lifeways of both the Wampanoag and English communities.
The Wonders of Cape Cod
The windswept shores and pristine landscapes of Cape Cod await as you embark on a journey through the heart of New England’s maritime history. The Cape’s rolling sand dunes, historic lighthouses, and timeless fishing villages set the stage for a day rich in cultural discovery. Explore Cape Cod’s National Seashore, where the stories of the Wampanoag people and European settlers converge against a backdrop of stunning coastal beauty. Enjoy a relaxed evening in the historic charm of Sandwich.
Nautical History in Nantucket
Set sail from Hyannis to the island of Nantucket, where cobblestone streets and preserved historic homes tell the story of a bygone whaling era. Stroll through the charming downtown, learning how the rise and fall of the whaling industry shaped Nantucket’s social fabric and economy. As you uncover tales of seafaring adventures, witness the island’s transformation into a beloved destination for visitors from across the globe. After a day steeped in maritime history, return to Hyannis by ferry for an evening at leisure.
The Charms of Martha’s Vineyard – An Island Escape
Board a morning ferry to Martha’s Vineyard, an island known for its pristine beaches, charming harbour towns, and storied visitors, including U.S. presidents. Explore Oak Bluffs with its gingerbread cottages, visit the Flying Horses Carousel and see State Beach, made famous by the film Jaws. Discover the island’s colourful past, from whaling to modern-day tourism, as you gain insights into the history of Edgartown harbor lighthouse. Later, enjoy island hospitality with seasonal offerings from local farms, fishing boats and foragers during a dining experience at Bettini, located in your elegant hotel.
The Timeless Elegance of Newport Relaxed Start
Arrive in Newport, where over 95 years of hospitality and charm characterise the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Personalise your afternoon with Insight Choice. Opt to visit the Newport Car Museum, where over 100 vehicles highlight milestones in design and performance of cars throughout the 19th and 20th centuries. Or explore Green Animals Topiary Garden at the Brayton House, the oldest of its kind in the United States, where sculpted shrubs have been meticulously shaped since 1872. This evening, take a leisurely stroll through Newport’s vibrant streets, where every corner reveals another piece of its storied past.
Newport, the Queen of Summer Resorts Relaxed Start
Your day begins with Newport’s famed Ten Mile Drive, a scenic route that hugs the coastline, showcasing public parks, historic landmarks and breathtaking ocean views. Afterwards, explore the grandeur of Newport’s "summer cottages" as you visit the Breakers, the grandest of them all. A symbol of the Vanderbilt family’s wealth and prominence, this opulent mansion offers a glimpse into the lavish lifestyle of America’s Gilded Age elite. Cap off the day with a sunset sail aboard the Adirondack II, gliding along Newport Harbour and Narragansett Bay.
Farewell to Boston Relaxed Start
As your tour comes to a close, bid farewell to your fellow travellers and transfer to Logan International Airport for your onward journey. With memories of Boston’s historic charm, the beauty of Cape Cod, and the elegance of Newport, you leave with a deeper appreciation for this unique corner of New England.
Departure dates
Select your preferred date or enquire
Operator
Insight Vacations
The art of touring in style. We've been enriching the lives of curious travellers since 1978. Incredible travel is more than visiting amazing destinations, it's about the connections you make and how you spend every moment, from authentic experiences that enrich the mind to stylish hotels that rest the soul. Insightful Experiences: Come away enriched and informed. Dive into an incredible variety of included experiences, meet fascinating people and step into their lives. Our Local Experts take you to the heart of each place you visit. Insightful experiences will create memories about the sights you see and the stories behind them, ranging from a local expert talking you through the wonders of the Grand Canyon, to twirling on the dancefloor in Vienna. Superior Dining: Immerse yourself in local tastes and culture. Great food is at the heart of every journey, and we believe dining is an experience to be savoured. Dine the local way in handpicked restaurants and enjoy delicious seasonable, farm-to-table fare in Sicily. Or, step into the home of a local host in Bosnia to learn the secrets of their favourite dishes. Premium Comfort: Stay in style at highly rated hotels. Where you stay makes the difference between a good vacation and an unforgettable travel experience. We choose highly rated hotels that are hand-picked for their fantastic locations, giving you more time to enjoy your destination. Our most stylish hand-picked hotels include the Taj Aravial Resort & Spa in India and the five-star Bovey Castle in England, nestled within 275 acres of beautiful countryside. Personal Service: Everything is taken care of so you can simply relax. Expertly trained, knowledgeable, and enthusiastic, your Travel Director takes care of everything and makes your vacation personal to you. A true friend overseas, your Travel Director ensures a fabulous, seamless journey from start to finish. We make travel matter. Experience conscious and sustainable travel with Insight Vacations. Each of our tours includes a MAKE TRAVEL MATTER®️ Experience, which will teach you about your destination while also having a positive social or environmental impact on the local community.
Important Information
*Terms and conditions
Please note: We are proud to be an independent agent to travel providers of hotels, flights and other related services. We are not a tour operator. Details and information on the offer are provided by 3rd party businesses and although we do our best to verify the information, we cannot guarantee its accuracy on all occasions. These offers are not available in conjunction with any other offer unless otherwise stated. Pricing and availability are subject to change without notice.
For more information, please see Terms of Use
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7 nights
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