Cape Cod & Martha's Vineyard / Boston, Salem & Cape Ann

Tour # 2258717

September 21, 2026 - September 28, 2026

(8 days/7 nights)

$1,465

Per person/Double Occupancy

Single Supplement: $453

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Daily Itinerary for this Tour

Day 1: After landing at Logan International Airport, you'll board your spacious, video and restroom equipped Motorcoach and set off for beautiful Cape Cod! This evening you will have Dinner and check into your Cape Cod area accommodations for a four night stay.
Day 2: Enjoy a Continental Breakfast and embark on your GUIDED TOUR OF HYANNIS, SANDWICH, and PLYMOUTH. Start off with a visit to the lovely Village of HYANNIS where you'll stop at the JFK MUSEUM - an exhibit designed to open a window on the days JFK spent on Cape Cod. Next, you'll visit the John F. Kennedy Memorial in HYANNIS. Later, you'll head to the quaint and historic village of SANDWICH. To complete your tour, you'll enjoy a visit to PLYMOUTH, MA – “America's Hometown!” where you'll see the famous “Plymouth Rock.” Tonight, end your day with a relaxing Dinner.
Day 3: After a Continental Breakfast, a Guide will accompany you on a ferry ride to the famous getaway island - MARTHA'S VINEYARD. Upon arrival, enjoy free time to soak up the charm of this lovely island with its unique shops, quaint restaurants, and historical sites. Later this afternoon, you'll depart Martha's Vineyard and enjoy Dinner at a local restaurant.
Day 4: After a Continental Breakfast you will depart for a GUIDED TOUR OF THE OUTER CAPE. See the Eastham Windmill, the Cape Cod National Seashore, Race Point Visitor Center, and the Marconi Station area with its spectacular "ocean to bay" view across the entire cape. Then, you'll make a stop in colorful PROVINCETOWN - home to artists, great galleries, stores and boutiques. Next, you'll breathe in the sea air in CHATHAM with its panoramic views of the Atlantic and rustic barrier beaches. Tonight, enjoy Dinner and entertainment.
Day 5: Enjoy a Continental Breakfast, then you will depart for historic Boston. Upon arrival, you'll enjoy a GUIDED TOUR OF BOSTON. Today’s sights include Trinity Church, Boston Common, John Hancock Tower, and more. During the day, stop for a lunch break at world famous waterside attraction “QUINCY MARKET & FANEUIL HALL MARKETPLACE", enjoy great shopping, and more. Afterwards, your guided tour continues with sights such as USS Constitution (“Old Ironsides”) and Cambridge. This evening, enjoy Dinner before chechking into your Boston area hotel for a three night stay.
Day 6: Enjoy a Continental Breakfast and start off with a visit to the JOHN F. KENNEDY PRESIDENTIAL LIBRARY AND MUSEUM – with permanent exhibits dedicated to First Lady Jacqueline Kennedy, The Space Race, and more. Then depart for a GUIDED TOUR OF LEXINGTON AND CONCORD. This tour highlights a visit to the Minute Man National Historical Park, the birthplace of the American Revolution. This day is often voted by groups as their favorite part of the trip. This evening, you will end your day with a relaxing Dinner.
Day 7: Start your day with Continental Breakfast before departing for a Full Day GUIDED TOUR OF BEAUTIFUL COASTAL MASSACHUSETTS. Visit SALEM, a city with more than three hundred years of New England history and the site of the infamous Salem Witchcraft Trials. Then, continue your tour onto scenic CAPE ANN. There you will visit the vintage New England seaside town of GLOUCESTER - “America’s Oldest Seaport”. Next visit ROCKPORT, another coastal town with quaint shops, restaurants, and galleries. This evening, enjoy a relaxing Dinner and return to your hotel.
Day 8: Today, after enjoying Continental Breakfast, you depart for home… a perfect time to chat with your friends about all the fun things you have done, the great sights you have seen, and where your next group trip will take you!

Price Includes ALL of the Following

Top Quality Motorcoach Transportation - Video & Restroom Equipped - 54 Seats

At Diamond Tours, quality is a priority. We know how important it is that you have a comfortable journey. We guarantee each group receives a top quality, video and restroom equipped motorcoach with 54 seats or more.
All Lodging Including 7 consecutive Nights lodging in the quaint Cape Cod area

Your group deserves a good night sleep each and every night. At Diamond Tours, we provide your group with quality lodging almost always with interior corridors. The lodging we provide is often times national franchise hotels. Sometimes, due to a unique geographic location, the property may not be called a hotel, but rest assured it will always be a quality property.
14 meals: 8 breakfasts and 6 dinners

Diamond Tours trips include All Breakfasts (except on the day of departure) and most Dinners.
Gorgeous Cape Cod Scenery

Known for its charm, seafood, and salty air, Cape Cod waits to embrace you with old fashioned New England hospitality.
Guided Tour of Provincetown & Chatham

On this day of the tour you will visit Eastham Windmill, Cape Cod National Seashore, Province...

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Guided Tour of Hyannis

Your guided tour will start in the village of Hyannis. Known as the largest village in the city of...

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JFK Museum, Hyannis, Massachusetts

The John F. Kennedy Hyannis Museum is largely supported through the museum’s collections of...

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Guided Tour of Martha's Vineyard

During this day, the tour will bring you to a ferry which will take you to and from Martha’s...

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The Eastham Windmill in Eastham, Massachusetts

As you approach the green, the simple beauty of the wooden structure immediately transports you back...

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Frequently Asked Questions

For over 38 years, over two million people across America have traveled with Diamond Tours. We are the largest bus tour operator in America dealing exclusively in motorcoach group travel.

Yes! Diamond Tours offers special accommodations for seniors with mobility issues or handicaps. We ensure that all our tours are accessible and enjoyable for everyone.

Yes, adults under the age of 55 can take our trips. We also offer special deals for children.

Our incredible prices include: Top Quality Motorcoach Transportation, most of your meals, all attractions listed, and and all shows listed, all tours, all guided tours, on-site support, and more. You mainly only need extra money for lunch each day and gifts, etc. If the motorcoach vacation you choose is six days in length or more, you will have to pay for two dinners, after that all the others are included in the price.

After you choose the vacation you want to join, click the "Request Information" button and fill out the short contact information form. You will INSTANTLY be sent the group leader's contact information, pick up location, and much more. Then go ahead and contact the group leader to ask any questions and sign up!

A $75 per person deposit is required to secure your reservation and is also applied toward your amount due. Both payments are made directly to the leader of the group for the trip you want to join. If you are joining a trip that is leaving within 9 Weeks of signing up, payment in full would be due. Each group leader has their own methods of accepting payments securely from their passengers. They will discuss methods of payment they accept when you contact them about signing up.

Each group has their own designated departure location and car parking for their bus tours. It is usually a Community Center parking lot, Church parking lot, or something of that nature. That is where you can park your vehicle and also where the passengers get onto the motorcoach to begin their vacation. When you choose the tour you want to join and instantly receive that group leader's contact information, you will be provided with the exact starting location details for that tour.

We have one of the most liberal cancellation policies in the travel industry. Reimbursements for all individual cancellations will be made and honored up to 30 days prior to departure.

For further peace of mind, we suggest purchasing Travel Protection. The group leader for the tour you would like to join can provide you with information on how to purchase it at a low cost.

YES! Diamond Tours' Destination Managers are on-location at the destination to assist you!!! They are there to make sure the trip goes exactly as planned and help with any needs that arise.

Diamond Tours deals with 55+ senior citizen groups. For example, Senior Citizen Centers, Community Centers, Church Groups, AARP Chapters, and Travel Agents that resell our tours to Seniors, etc. The designated "Group Leader" for each trip is the person you pay directly and sign up with. They are also trained to answer all of the common questions passengers typically have.

Diamond Tours is a Wholesale Group Tour Operator, specializing in Motorcoach Travel. Most Groups we work with have been using Diamond Tours for their Motorcoach Vacation needs for many years! We sell our group motorcoach vacation packages to these groups who then offer them to their group's members and the 55+ community in their surrounding area.

We only use top quality, video and restroom equipped touring motorcoaches with at least 54 reclining, comfortable seats. If the bus is not already equipped with WiFi, you can always use the data connection from your mobile phone.

Diamond Tours books major franchise hotels. Our on-site representatives regularly inspect hotels for sanitation, hospitality and safety. Common hotels chains we use are: Fairfield Inn & Suites, Courtyard by Marriot, Sheraton Hotel, Springhill Suites, Comfort Suites, and other similar properties in quality and type.

Yes. We supply you with all of tour documents and itineraries you need. They are the most detailed itineraries than any other tour company in America.