Treasures of Cape Cod & the Islands
Book now to explore the red-brick Freedom Trail, coastal towns, and the homes of the rich and famous.
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, visit 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.
Map Treasures Cape Cod Islands Guided Tour 2026
- Choose between two carefully selected activities.
- Newport: A striking destination for design lovers and motoring enthusiasts alike, this museum reimagines the automobile as a canvas for innovation.
- Housed in a repurposed missile plant, its collection features over 100 cars, from the sculpted lines of mid-century Cadillacs to performance icons like the Ford GT, Porsche 911 and Corvette Stingray.
- Each car is selected for its impact on design, engineering and culture.
- Newport: Established in 1872, this is America’s oldest topiary garden, where horticultural craftsmanship meets imaginative design.
- Set on seven coastal acres, the collection includes more than 80 sculpted shrubs, from giraffes and elephants to intricate geometric forms.
- Day 1 - Welcome 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. - Day 2 - 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. - Day 3 - The Wonders of Cape Cod:
Cape Cod offers a day of discovery through one of New England’s most distinctive coastal landscapes. Explore the history of the Wampanoag, the First Peoples of this region, whose relationship with these shores reaches back thousands of years, alongside stories of European settlement, fishing communities, lighthouse keepers and the life-saving services that once patrolled the coast. Enjoy lunch at leisure and time to explore Provincetown, with the opportunity to join an Optional Experience with Art’s Dune Tours, an off-road exploration through the protected dunes of Cape Cod National Seashore, before returning to your hotel. - Day 4 - 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. - Day 5 - The Charms of Martha’s Vineyard – An Island Escape:
Board a morning ferry to Martha’s Vineyard, an island long favoured for its natural beauty and notable visitors. Begin with a visit to the Gingerbread Cottage Museum in Oak Bluffs, where your Local Expert reveals the origins of this colourful 19th-century enclave. Enjoy free time to explore at your own pace — perhaps visit the Flying Horses Carousel, the oldest of its kind in America. Later, gain a broader perspective during an orientation of the island, passing coastal landmarks including State Beach, made famous by the film Jaws. This evening, savour island hospitality with a seasonal menu crafted from local farms, fishing boats and foragers during your dining experience at Bettini, located in your elegant hotel. - Day 6 - 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. - Day 7 - 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" with a visit to 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. Later, take to the water aboard the Madeline, gliding through Newport Harbor and Narragansett Bay. This evening, gather at La Forge for dinner overlooking the International Tennis Hall of Fame — a fitting finale in the heart of this elegant seaside city. - Day 8 - 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.
- 15 May 2026 - 22 May 2026
from $8,875 pp twin share * - 12 Jun 2026 - 19 Jun 2026
from $9,450 pp twin share * - 04 Sep 2026 - 11 Sep 2026
from $9,275 pp twin share * - 11 Sep 2026 - 18 Sep 2026
from $9,375 pp twin share * - 25 Sep 2026 - 02 Oct 2026
from $9,150 pp twin share * - 02 Oct 2026 - 09 Oct 2026
from $9,175 pp twin share * - 09 Oct 2026 - 16 Oct 2026
from $9,175 pp twin share * - 14 May 2027 - 21 May 2027
from $9,325 pp twin share * - 28 May 2027 - 04 Jun 2027
from $9,825 pp twin share * - 11 Jun 2027 - 18 Jun 2027
from $9,925 pp twin share * - 25 Jun 2027 - 02 Jul 2027
from $10,125 pp twin share * - 08 Jul 2027 - 15 Jul 2027
from $9,375 pp twin share * - 03 Sep 2027 - 10 Sep 2027
from $9,725 pp twin share * - 10 Sep 2027 - 17 Sep 2027
from $9,850 pp twin share * - 17 Sep 2027 - 24 Sep 2027
from $9,850 pp twin share * - 24 Sep 2027 - 01 Oct 2027
from $9,595 pp twin share * - 01 Oct 2027 - 08 Oct 2027
from $9,650 pp twin share *
* Prices and category availability are subject to change without notice.
- Dan'l Webster Inn and Spa, Sandwich
- Harbor View, Martha's Vineyard
- Hyatt Regency, Boston
- Viking, Newport
How long is this journey?
This itinerary runs for 8 days and 7 nights.
When can I travel?
Departures are currently scheduled between 15 May 2026 and 08 Oct 2027, subject to live availability.
Are there different departure options?
Yes, multiple departures may be available depending on your preferred travel period.
Are discounts available?
Seasonal or loyalty discounts may be available on selected departures at the time of enquiry.
What is generally included?
Inclusions typically cover guided touring and selected experiences, with exact details listed in the itinerary.
Terms and conditions apply. Click here for more details.
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