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.
Hotel: Hyatt Regency, Boston
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 artifacts 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.
Hotel: Dan'l Webster Inn and Spa, Sandwich
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.
Hotel: Dan'l Webster Inn and Spa, Sandwich
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.
Hotel: Dan'l Webster Inn and Spa, Sandwich
Board a morning ferry to Martha's Vineyard, an island known for its pristine beaches, charming harbor 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 colorful 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.
Hotel: Harbor View, Martha's Vineyard
Arrive in Newport, where over 95 years of hospitality and charm characterize the historic Hotel Viking. Set in the heart of this coastal city, your boutique accommodation offers luxurious rooms and stunning views. Personalize 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.
Hotel: Viking, Newport
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 Harbor and Narragansett Bay.
Hotel: Viking, Newport
As your tour comes to a close, bid farewell to your fellow travelers 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.
Start: May 15, 2026 End: May 22, 2026 Price: $5,050 pp | Land Only Price My Trip |
Start: May 29, 2026 End: June 5, 2026 Price: $5,350 pp | Land Only Price My Trip |
Start: June 12, 2026 End: June 19, 2026 Price: $5,350 pp | Land Only Price My Trip |
Start: June 26, 2026 End: July 3, 2026 Price: $5,225 pp | Land Only Price My Trip |
Start: July 9, 2026 End: July 16, 2026 Price: $5,295 pp | Land Only Price My Trip |
Start: September 4, 2026 End: September 11, 2026 Price: $5,175 pp | Land Only Price My Trip |
Start: September 11, 2026 End: September 18, 2026 Price: $5,175 pp | Land Only Price My Trip |
Start: September 18, 2026 End: September 25, 2026 Price: $5,175 pp | Land Only Price My Trip |
Start: September 25, 2026 End: October 2, 2026 Price: $5,175 pp | Land Only Price My Trip |
Start: October 2, 2026 End: October 9, 2026 Price: $5,175 pp | Land Only Price My Trip |
Start: October 9, 2026 End: October 16, 2026 Price: $5,175 pp | Land Only Price My Trip |
All pricing and offers for accommodations and other non-air travel are per person, based on double occupancy, capacity controlled and subject to availability and change without notice. Pricing does not include taxes, fees, fuel surcharges, gratuities, resort fees, or airfare unless otherwise noted and is valid on new bookings only. Prices, fees, and other restrictions are subject to supplier policies. All offers, including but not limited to, bonus amenities, upgrades, prices, and group benefits are based on select dates, resorts, room categories, and/or fare codes. Specialty pricing may require proper identification. Cancellation penalties, blackout dates, and other restrictions may apply. When traveling outside the United States a valid passport is required. It is the sole responsibility of the passenger to have the proper documentation and identification required by the United States and other governments at the time of travel. When passports are required, it must be valid for a minimum of six months past your date of return. AAA strongly recommends the purchase of Travel Insurance. Usage of a credit card for travel arrangements may provide additional protection, please consult your credit card policies. Under certain circumstances the package price may be subject to supplemental price increases imposed by the supplier. Price increases include, but are not limited to fuel surcharges, taxes or fluctuations in foreign exchange markets that may be imposed after the date of purchase. Air-inclusive prices do not include government imposed taxes and fees, including but not limited to a September 11th Security Fee, U.S. or international government imposed taxes and fees, Federal Excise Fees, among others. Some carriers charge additional fees for checked bags, fuel surcharge, meals, etc. Please check the carriers website for details. Air-inclusive pricing is based on select departure cities. Prices from other cities may vary. AAA Oregon/Idaho acts solely as a sales agent for travel suppliers and is not responsible for the actions or inactions of such suppliers. We monitor all of the information presented on our website; however, we do not assume responsibility for any errors or omissions in the content of the offers displayed. Review full Travel Disclosure and Consent at time of booking.