cape cod and martha's vineyard tours

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John Fitzgerald “Jack” Kennedy (JFK) was the 35th President of the United States, serving from 1961 until his assassination in 1963. At age 43, he was the youngest person and the first Roman Catholic ever elected President. JFK’s presidency was very active & addressed many major issues of the day – the Cuban Missile Crisis, […]

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Cc-ocean-front-resort-3, cc-pier-in-proviincetown, cc-thekennedyfamily-hyannis-port, cc-artist-shack-on-seashore, cc-cottage-city-in-oak-bluffs-on-vineyard, cape cod with martha’s vineyard & nantucket island – full: call for waitlist.

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John Fitzgerald “Jack” Kennedy (JFK) was the 35th President of the United States, serving from 1961 until his assassination in 1963. At age 43, he was the y oungest person and the first Roman Catholic ever elected P resident . JFK’s presidency was very active & addressed many m ajor i ssues of the day – the Cuban Missile Crisis, Vietnam , Latin America and the spread of Communism, Civil Rights, and he is credited with establishing the S pace Program and the P eace C orps . 

Many United States Presidents have vacationed on Martha’s Vineyard dating back to President Ulysses S. Grant in 1874 to most recently President Barack Obama. Of all the Presidents who have visited the Vineyard over the years, none has been as closely connected as JFK. JFK and his siblings learned to sail on Nantucket Sound, and the Vineyard was a frequent destination. He came here as a boy, as a young man, when he was a congressman and a senator. His family came as well, to sail, to swim, to water-ski, to hobnob, and on occasion to attend church at St. Elizabeth’s Edgartown. It was here, at the Martha’s Vineyard Airport in 1999 where John Jr.’s plane crashed, which killed him, his wife and his sister in law. Their ashes were scattered on the waters off the island. In 1978 Jacqueline Kennedy Onassis bought 366 acres of windswept dune, freshwater ponds and coastal heath in Aquinnah. She maintained the home here until her death in 1994. More recently their daughter, Caroline, has lived there. In 2006, she received approval for a subdivision of it, so future generations of the family might maintain their connection to this place.

Day 1 – Home to Cape Cod

A morning flight takes us from Minnesota to Massachusetts, the “Bay State.” Our motorcoach and local guide will meet us at Logan Airport for a short drive into Boston, one of the oldest cities in the United States. As the largest city in New England, Boston is regarded as the unofficial “Capital of New England” for its economic and cultural impact on the entire New England region. First stop today will be the John F. Kennedy Library & Museum. Relive the powerful story of the Kennedy years. We will enter the re-created world of the Kennedy Presidency for a “first hand” experience of John F. Kennedy’s life, legacy, and leadership plus special Centenary Anniversary exhibits. Then we will travel south to the sandy shores of Cape Cod. R&J has chosen a wonderful beach front resort for our 5 night stay on the Cape! Upon check in enjoy a reception held in our honor! Dinner tonight will be a fabulous lobster dinner served at the resort!

Included Meals: Dinner 

Hotel: Red Jacket Beach Resort (5 Nights!) 

Day 2 – Martha’s Vineyard

Following breakfast at the resort we board a high speed ferry to the island of Martha’s Vineyard. Upon arrival we will board a local bus for a sightseeing tour and will learn about the history and lifestyles of the islanders as we pass through Vineyard Haven. There will be free time for lunch and shopping in the historic whaling town of Edgartown. Complete your day on the island in Oak Bluffs, where you may choose to stroll through “Cottage City” with its brightly painted cottages and decorative “gingerbread” trim.

Included Meals: Breakfast, Dinner 

Day 3 – Nantucket Island

Enjoy another wonderful breakfast as day breaks on the Cape! Our local guide will join us as we board the high speed ferry to the stunning island of Nantucket. Here our guide will point out the restaurants, galleries, shops, and museums that are within walking distance of the dock. We will then enjoy a special Nantucket Island Tour. There will also be plenty of time for shopping and lunch before we board the ferry back to the Cape and return to the Resort. Another fabulous dinner is included this evening!

Day 4 – Hyannis

Another beautiful day on the Cape dawns and after an enjoyable breakfast our local guide gives us a tour of the town of Hyannis. We’ll enjoy a stop at the John F. Kennedy Memorial – this contemplative site pays tribute to the man who created “Camelot.” The memorial includes a fountain and a field-stone monument with the Presidential seal and inscription: “I believe it is important that this country sail and not lie still in the harbor.” John Fitzgerald Kennedy In Hyannis Port in 1928, Rose Fitzgerald Kennedy & Joseph P. Kennedy, Sr. purchased their Hyannis Port summer home, now known as the Kennedy Compound. It has served as a getaway for the Kennedys for generations. The location will be pointed out but the grounds are still private. Close by is St. Francis Xavier Church where Rose Kennedy always sat in the front row. She considered the church as the catholic spiritual center. When their oldest son Joe Jr. died after his plane was shot down during World War II, the service was held here. The main altar is a memorial to him. John F. Kennedy attended the Sunday mass in this church during the summertime. A little further is the Hyannis Armory – John F. Kennedy accepted the 35th presidential nomination in this building. After JFK and his wife Jacqueline voted in Boston, they flew to Cape Cod to await the election results at the Kennedy Compound. When it was announced that Richard Nixon conceded, the family formed a cavalcade and rode down to the Hyannis Armory, where Kennedy delivered his acceptance speech. A stop at the John F. Kennedy Hyannis Museum will be a real treat! The seas and shores of Hyannis Port inspired our 35th President like no other place on earth. It was here that he contemplated and accepted his run for office. Discover why he loved this place so, and how he spent his time on Cape Cod. “I always go to Hyannis Port to be revived, to know again the power of the sea and the master who rules over it and all of us.” John Fitzgerald Kennedy The museum is right on main street, which is perfect for additional free time for having lunch, shopping or visiting the Cape Cod Maritime Museum. Here the Kennedy legacy continues, sharing with the community their love for the sea and the need to preserve and celebrate the Cape’s rich maritime heritage. Learn about President Kennedy’s nautical history. Stroll through Aselton Park past the Peace Corps Memorial. The Peace Corps was established by President John F. Kennedy on March 1, 1961. JFK sought to encourage mutual understanding between Americans and people of other nations and cultures by sending volunteers from the U.S. to work in developing countries. This memorial commemorates the 50th anniversary of the creation of the Peace Corps. We’ll return to the resort this afternoon to enjoy our surroundings at leisure. Dinner with entertainment (1950’s and 60’s) is included this evening at the resort and since we are celebrating a birthday, let’s have some birthday cake!

Day 5 – Cape Cod

Following breakfast this morning we will travel historic route 6a, the Old King’s Highway, a scenic byway winding through centuries of Cape Cod history. It winds past hundreds of historic structures which characterize its early development. View the Eastham Windmill, a Cape Cod Lighthouse and visit the Cape Cod National Seashore Visitor’s Center. In 1961, President Kennedy signed legislation establishing an American treasure, the Cape Cod National Seashore, protecting the fragile coastline from Chatham to Provincetown. A long-time summer resident of the Cape, JFK had co-sponsored the legislation while in the Senate. The goal, he wrote, was “to preserve the natural and historic values of a portion of Cape Cod for the inspiration and enjoyment of people all over the United States.” This was the first time the federal government had created a national park out of land that was primarily in private hands. Today the Seashore encompasses more than 43,000 acres and draws more than 4,000,000 visitors a year. Sand dunes and the ocean surround us as we approach “Land’s End” – Provincetown. We are now at the extreme tip of Cape Cod. Formerly known as the “Province Lands,” the pilgrims landed here first before they decided to settle across the Bay in Plymouth. Take some time to enjoy the wonderful variety of restaurants, shops, and galleries that make this artists/fishermen village so unique. This afternoon you will have an option: Board an excursion vessel for an amazing experience of whale watching. You will travel into the natural habitat of a diverse marine environment including birds that migrate here from all over the Atlantic, and fish which use these shallow waters to feed. Try to spot Humpback, Minke, and Fin Whales going about their daily business. An onboard naturalist will introduce you to everything you see and will answer any of your questions about the whales, birds, fish and lighthouses. OR You may choose to stay on dry land and enjoy a Dune Tour excursion. You will ride along the shoreline of the protected lands of the Cape Cod National Seashore. Your driver/guide will point out the “dune shacks” where famous artists and writers became inspired to create their art. After a great afternoon exploring either land or sea, we’ll travel back to the resort for our final evening on the Cape.

Day 6 – Cape Cod to Home

Following breakfast together and maybe a final walk on the beach, we will travel to Boston to view sites and landmarks which played an important role in JFK’s rise to the White House. The tour explores the emergence of an Irish political machine in Boston, led by JFK’s grandfathers, P.J. Kennedy and John F. “Honey Fitz” Fitzgerald. Our guide will point out sights along the Freedom Trail as well as the Boston Common and Public Gardens. After being introduced to many sites in Boston, we’ll enjoy free time for lunch at Quincy Market and visit Faneuil Hall where JFK delivered his final speech of his 1960 presidential campaign. Later we’ll travel to Logan Airport for our flight home. It’s been a great six days of exploring Cape Cod, Nantucket Island, and Martha’s Vineyard. An enjoyable flight home with our travel mates will allow us time to reminisce about our fabulous time in Massachusetts!

Included Meals: Breakfast

Flyaway Per Person Pricing Information

Flyaway travel protection per person, travel bucks, deposit due, passport needed, price includes.

RT Airfare including taxes, fuel surcharges, & baggage fees! 10 Meals, Hotels & Activities as stated in brochure, Luxury Motorcoach

Tour Highlights

5 Nights on Cape Cod at the Red Jacket Beach Resort High Speed Ferry to Martha’s Vineyard Sightseeing Tour of Martha’s Vineyard Guided Tour of Hyannis High Speed Ferry to Nantucket Sightseeing Tour of Nantucket John F. Kennedy Presidential Library and Museum Guided Tour to Provincetown along Scenic Route 6A Cape Cod National Seashore Visitor’s Center Whale Watch Excursion OR Dune Tour Excursion John F. Kennedy Museum Cape Cod Maritime Museum Guided Tour of Boston

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Cape Cod, Martha's Vineyard & Nantucket Island

Embark on a picturesque journey to Cape Cod, Martha's Vineyard, and Nantucket Island with Starr Tours. Explore charming coastal towns, pristine beaches, and iconic landmarks on this unforgettable coastal escape.

• Detailed Overview
• Tour Itinerary
• Accommodation Details
• Pick-up Points
• Departure Dates

Cae Cod, Martha's Vineyard & Nantucket Island

Trip duration: 5 days, trip inclusions:.

Meals: 4 Breakfasts, 1 Dinner

Tour Director

Overnight accommodations

Deluxe motorcoach transportation

Baggage handling and related gratuities

Trip Highlights:

Ferry service to martha's vineyard.

Roundtrip Ferry service from Woods Hole to Martha's Vineyard using the Steamship Authority Ferry service of Cape Cod. Ferry ride is approximately 45 minutes.

Martha's Vineyard Sightseeing Tour

Experience a guided sightseeing tour of Martha's Vineyard with its rural atmosphere, unhurried way of life, and heritage of more than three centuries of seafaring. Tour quaint towns with streets lined with the sea captains' houses built when the only great industry was whaling by harpoon. Visit Oak Bluffs, with its century old gingerbread cottages and enjoy a view of Chappaquiddick. In Edgartown, explore the narrow winding streets with many charming boutiques and restaurants.

Round trip Ferry Service from Hyannis to Nantucket

A trip aboard Hy-Line's Nantucket High-Speed Ferry cuts the travel time to the island in half!

Inside the cabin, you will enjoy the comfort of airline seating, couches or seating at tables of six, and wall-to-wall carpeting. There is also outside seating available for those who want to soak up the sun or the ocean breeze.

There is a full-service snack bar on board serving an array of beverages including a full bar, as well as light snacks and sandwiches.

Nantucket Sightseeing Tour

Enjoy a fully narrated historic riding tour of America's most scenic little island. In just over an hour, become acquainted with the "Little Grey Lady," famous as the world's foremost whaling port in the 18th century. The tour covers close to 65% of the island including: The Old Mill, "Sconset" Village with its rose-covered cottages, Low Beach, Sankaty Head Lighthouse, cranberry bogs, and Nantucket moors.

Dune Riding Tour

Enjoy a one hour narrated tour through the historic sand dunes and Provincetown's Cape Cod National Seashore Park. Fun and Safe For All! Ride in an enclosed and air conditioned Suburban for a comfortable ride over the mountains of sand. Each vehicle holds 6-8 passengers.

Roll through the Peaked Hill Bars Historic District Sand Dunes, catching sight of Pilgrim Lake nestled among the dunes and the famed artists' dune shacks. All the while, a knowledgeable tour guide will share the history and ecology of these beautiful and unique dunes that have inspired so many fine artists and writers.

Cape Cod National Seashore Highland Lighthouse

In a 1961 bill signed by President John F. Kennedy, the 27,700-acre Cape Cod National Historic Seashore was established to preserve virtually the entire eastern shoreline in its natural state for all time. All of the beaches here, while cold, are otherwise superior - wide, long, sandy and dune-backed, with great views.

The Salt Pond Visitor Center has displays of early Cape Cod artifacts (including antique scrimshaw) and a bookstore. Eastham Windmill is a smock mill built in the early 1680s. It moved to this site in 1808 and is now the centerpiece of a park. It is the only Cape windmill still on a site on which it was in commercial use.

JFK Memorial

The JFK Memorial (stone monument) overlooks Lewis Bay where the Kennedys loved to sail and fish. The proceeds from the reflecting pool are donated to the Town of Barnstable's scholarship fund. This is an outside activity, only taking a few moments.

Meal Information:

Dinner on day 1 is a buffet at the hotel and includes the following choices: .

Chicken Picatta

Roasted Top Sirloin with a Demi Glace Sauce

Pasta Primavera with Parmesan cheese on the side

Served with Garden Salad, rolls & butter, vegetable, and potato. Dessert, coffee, and tea are also included.

**Gluten Free: The Top Sirloin is made with a GF Demi Glace Sauce and includes gluten free rolls and a GF dessert.**

Need to Know:

Accessibility:.

In order to best appreciate this tour, some walking is required.

Starr has a select quantity of wheelchair accessible motorcoaches available; therefore, we suggest you contact a Travel Advisor to discuss any needs you may have before reserving your trip.

Travel to Hyannis, MA Lunch on own en route Check in for 4 overnights at the Holiday Inn Cape Cod, Hyannis, MA Dinner at hotel

Breakfast included at hotel Round trip Ferry from Woods Hole to Martha's Vineyard Guided sightseeing tour of Martha's Vineyard Lunch on own Return to hotel Dinner on own

Breakfast included at hotel Travel to Provincetown Guided riding tour of the historic sand dunes on the protected lands of the Provincetown Cape Cod National Seashore Park Lunch on own in Provincetown Visit Cape Cod National Seashore and view the Highland Lighthouse Stop at JFK Memorial in Hyannis Return to hotel Dinner on own

Breakfast included at hotel Roundtrip Ferry Service to Nantucket Guided tour of Nantucket Lunch and free time on own in Nantucket Return to hotel Dinner on own

Breakfast included at hotel Check out Travel to Mystic CT Stop at Olde Mistick Village Travel home

Subject to Change

Itinerary is subject to change

Holiday Inn Cape Cod

Holiday Inn Cape Cod The Holiday Inn Cape Cod Hyannis is located approximately 2 miles from Main Street, Hyannis. The hotel features indoor & sesaonal outdoor pools, whirlpool, and fitness room. Guestrooms include coffee maker, iron/board, hairdryer, mini-refrigerator, and in-room safe.

The Madhatter Lounge is open daily and there are a few restaurants within walking distance.

Below is a list of pick-up points available on this tour.

Below is a list of pick-up points available for this tour. Pick up points vary by departure date so to see which date(s) your preferred location(s) is available, click “view” below.

Note: Not all pick-up points are available for all tours or all departure dates. Also, with less than 3 people booked from a pick-up point, that pick-up point may be changed or eliminated. If so, we will alert you approximately 30 days prior to departure.

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with Martha’s Vineyard, Nantucket, & Newport | 7 Days

Tour highlights & inclusions.

TOUR INCLUSIONS Deluxe Motorcoach Transportation 6 Nights Quality Accommodations 10 Meals: 6 Breakfasts, 4 Dinners Professional Tour Manager Admission to All Included Activities

TOUR HIGHLIGHTS Newport Mansion Tour Martha's Vineyard Nantucket Island Whale Watching Cranberry Farm Tour John F. Kennedy Presidential Museum & Library

Tour Dates & Pricing

Land Only: Customized airfare available by request

Double: $3,395 per person

Single: $4,095 per person

With Group Airfare from Minneapolis / St. Paul

Double: $3,995 per person

Single: $4,595 per person

Tour Deposit: $300 per person Optional Guest Protection Plan: $345 per person Final Payment Due: 90 Days before Departure 

Activity Level: 2

2025 Tour Dates June 15 - 21, 2025

Cape Cod Map

Preview this incredible journey, cape cod daily itinerary, day 1: travel to newport.

Fly to Boston, to start our Cape Cod adventure. We motorcoach to the beautiful seaside city of Newport. After checking into our hotel, we will head downtown for dinner at a Newport landmark restaurant. Meals: D

Day 2: Newport

Begin the day with a tour of Newport’s historic Ocean Drive with coastal views. We’ll visit one of the Gilded Age mansions and hear the fascinating stories of the families that built these extravagant summer homes. The rest of the day is yours to explore Newport on your own. Savor classic New England dishes, wander the breathtaking Cliff Walk along the rocky coastline, or take in the classic car exhibits at the Audrain Car Museum.  Meals: B

Day 3: Martha's Vineyard

Today we travel to Massachusetts where we’ll board the ferry at Woods Hole.  We’ll arrive at the colorful and historic town of Oak Bluff on Martha’s Vineyard.  With a local guide, enjoy a tour of this picturesque town, known for its “gingerbread” houses, sandy beaches, and eclectic downtown shops.  After lunch, we’ll hop on the ferry to return to the mainland for our three-night stay in a beachfront hotel. Meals: B, D

Day 4: Nantucket Island

It’s off to another beautiful island today!  We will board the ferry for the one-hour trip to Nantucket Island, with its dune-backed beaches, cobblestoned streets, high-end boutiques, and steepled churches.  After we disembark our ferry, enjoy some free time in lively Hyannis for dinner before returning to the hotel.  Meals: B

Day 5: Cape Cod

Today we explore Cape Cod with its quaint villages, seafood shacks, lighthouses, and ocean beaches.  We’ll meander through the Cape Cod National Seashore, arriving in Provincetown with time to explore and have lunch in this vibrant and diverse city.  This afternoon, we’ll enjoy an exhilarating whale watching tour to catch a glimpse of these majestic creatures.  After dinner together, we’ll return to the hotel for a relaxing evening.  Meals: B, D

Day 6: Boston

Today we learn about one of Cape Cod’s most important industries with a visit to a working cranberry farm.  We’ll head north to Sandwich, the oldest town on Cape Cod.  We’ll then visit the impressive John F. Kennedy Presidential Museum and Library, an unforgettable journey through American history and the life and legacy of our 35th president.  We’ll gather one last time to share a farewell dinner together. Meals: B, D

Day 7: Travel Home

Fly home from Boston, reveling in the beauty and memories of a fantastic vacation and dreaming of what your next tour vacation will be.  Meals: B

Overnight Accommodations

Wyndham Newport Hotel Newport, RI

Red Jacket Beach Resort South Yarmouth, MA

DoubleTree by Hilton Chelsea Boston, MA

The Best of Cape Cod: Martha's Vineyard, Provincetown & Nantucket

  september 8-12, 2024 - 5 days - 4 nights,   september 22-26, 2024 - 5 days - 4 nights.

Please join Superior Tours as we discover the magic of Cape Cod - including Martha's Vineyard, Provincetown and Nantucket! Discover the incredibly beautiful island of Martha's Vineyard -  a world unto itself, offering an ambience unlike any other. Explore Provincetown, the quaint small coastal resort town that boasts gorgeous beaches, fabulous artists, and a character all its own. And finally - what could top a trip to Nantucket Island? With its windswept beaches, could it be “the best island in the world”? National Geographic said it was! We invite you to come with us to experience all that Cape Cod has to offer!

Trip includes:

• Roundtrip transportation aboard our luxury motor coach
• Continental Breakfast en route to Cape Cod
• 4 Nights Lodging @ the Hampton Inn & Suites, West Yarmouth, MA
• 4 Hampton Hot Breakfasts
• 3 Dinners at Handpicked Restaurants
• Cruises: Cruise to Martha's Vineyard with the Steamship Authority, Cruise to Nantucket Island with Hy-Line Cruises on the High Speed Ferry
• Admissions: Provincetown Dune Taxi Tour; Nantucket Whaling Museum, John F. Kennedy Museum in Hyannis
• 3 1/2 days with your Cape Cod Guide: Martha's Vineyard Island; Cape Cod to Provincetown; Nantucket Island and Hyannis
• Hotel and Restaurant taxes and gratuities
• Baggage Handling (one bag per person)

Trip Highlights (included):

• Unique tour of Falmouth - the delightful seaside town that features a historic Village Green, sun-drenched beaches and a picture-perfect Main Street.
• Ferry Cruise from Woods Hole to Martha's Vineyard. A fabulous tour of Martha's Vineyard Island - where you'll experience colorful "Gingerbread Cottages" and scenic tours along the ocean, including where "JAWS" was filmed!
• Tour the entire length of Cape Cod to "land's end" Provincetown. So much to learn and see - from cranberries to whaling and the "graveyard of ships", and so much more.
• Take a "dune taxi" for a fun and informative driving tour across the sand dunes of National Seahore Park.
• Experience the Hy-Line high-speed ferry over to Nantucket Island.  View the elegant whaling captain's mansions that line the cobblestone streets. See the magical lighthouses, the pounding surf and the rolling farm land - together in this one magnificent place!
• Tour Hyannis - the beloved home of the Kennedy family. Take a glimpse at the life that JFK enjoyed on Cape Cod at the John F. Kennedy Museum.
• $1,555 - Double Occupancy (per person)
• $1,855 - Single Occupancy (per person)
• $1,415 - Triple Occupancy (per person)
• $1,375 - Quadruple Occupancy (per person)
• $1,640 - Double Occupancy (per person)
• $1,945 - Single Occupancy (per person)
• $1,450 - Triple Occupancy (per person)
• $1,395 - Quadruple Occupancy (per person)

Call 410-602-1704 x100 to reserve your spot!