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Captivating Cape Cod

Discover Cape Cod on a charming tour with stops in bustling Boston, colonial Plymouth, Martha’s Vineyard, quaint Nantucket Island, Newport, and Providence, Rhode Island. Travel down from Boston to explore the cape, stopping at historic landmarks and museums and appreciating the rich history of this small geographic region off the Atlantic coast where the Pilgrims landed 400 years ago. Enjoy ferry rides to Martha’s Vineyard and Nantucket Island, taking full days to experience these distinct places and appreciate their natural beauty and legacies. During our visit to Newport, we tour the magnificent Breakers Mansion known for its Renaissance-style opulence.

Hosted By: Ralph Hipp



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The Holiday Advantage
Airfare Included
Airfare Included
Exceptional Accommodations with Baggage Handling
Exceptional Accommodations with Baggage Handling
Premier Attractions
Premier Attractions
Professional Tour Directors
Professional Tour Directors
Motorcoach & Professional Driver
Motorcoach & Professional Driver
Low Deposit, Guaranteed Prices, & No Hidden Costs
Low Deposit, Guaranteed Prices, & No Hidden Costs
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Call to Book 1-888-867-2190

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Day 1 : Fly to Boston

Upon arrival, we check in to our hotel in Boston.

Day 2 : The Puritan City

We start the morning with a tour of Fenway Park where we learn about the Boston Red Sox, the ballpark, and player history. A local guide joins us for a comprehensive Boston city tour as we witness some of the city’s oldest buildings and neighborhoods as well as its most iconic contemporary features. Our city tour concludes at the historic Faneuil Hall Marketplace where we stop for lunch. After, we depart The Puritan City and travel to Plymouth where we follow in the footsteps of the first settlers with visits to a reproduction of The Mayflower and Plymouth Rock. Enjoy an included dinner overlooking the waterfront and check in for a two-night stay in Plymouth.

Breakfast, Dinner

Day 3 : Plymouth

This morning we kick off our day with a visit to the Plimoth Patuxet Museums, where we encounter the Wampanoag People and Colonial communities of the 1600s, telling surprising stories that educate us about the relationships between English and Indigenous cultures of the 17th century. Immerse yourself in "The Museum of Thanksgiving" as we all commemorate the famous feast of 1621 with an included "Eat like a Pilgrim" lunch featuring turkey, sweet Indian corn pudding, pompion (squash), fruit, cheese, and apple cider. After lunch, spend time exploring the Pilgrim Hall Museum, the oldest continuously operating public museum in the country. This museum houses an extraordinary collection of 17th-century artifacts, some from the actual Mayflower. Before dinner we stop at the Plimoth Grist Mill where the milling process for various grains is a public spectacle.


Day 4 : Martha’s Vineyard

Today, we travel to Cape Cod to catch the ferry to Martha’s Vineyard and tour the affluent summer colony with its colorful gingerbread houses, coastal communities, and breathtaking Aquinnah cliffs. After a lovely day on the island, we return to Cape Cod to check in to our accommodations for the next three nights.


Day 5 : Provincetown

After breakfast, we head to the northern tip of the cape for an exciting day in Provincetown. Go on a whale watching cruise for glimpses of humpbacks and other whales as well as birds, dolphins, and sharks. After lunch, we visit the Pilgrim Monument and Provincetown Museum which honors the Pilgrims’ first landing in Provincetown. At this site in the 17th century, Pilgrims explored the tip of Cape Cod for five weeks and established rules for the "new" land in the Mayflower Compact. This evening has us rolling through the wavy, oceanfront dunes of the Peaked Hill Bars Historic District where artists have famously found inspiration since the 1920s. Catch sights of Pilgrim Lake and watch for the historic dune shack homes of American writers and artists. We ride in a roomy SUV to our dinner destination where we get a real treat: a classic New England Clambake and beach BBQ (weather permitting). Our beautiful sunset dune tour with dinner prepared by local Provincetown restaurants makes for a memorable adventure!

Breakfast, Dinner

Day 6 : Nantucket

Board the ferry this morning to explore the quaint, timeless island of Nantucket. This tiny coastal town preserves its aesthetic down to its signature New England cottages and manicured beaches. Capture the full Nantucket experience with a guided tour of the island, then visit the Nantucket Whaling Museum, whose nine galleries are filled with artifacts that tell a story spanning four centuries. There is time to have lunch and explore Nantucket on our own before we ferry back to the cape.

Breakfast, Dinner

Day 7 : Providence

Our last full day together takes us across the border to Rhode Island where we begin the day with a visit to The Breakers Mansion, the original Newport summer house of Cornelius Vanderbilt II. Take time to venture through the 70-room 125,000+ square foot “cottage” that perfectly embodies the iconic Vanderbilt family’s massive social and financial influence at the turn of the last century. Enjoy lunch on your own in Newport before we travel to Providence and embark on a leisurely, educational, and fun exploration of the city’s waterways. Tonight, we come together for a Holiday Vacations Farewell Dinner.

Breakfast, Dinner

Day 8 : Fly Home

Fly home with lovely memories from Boston, Cape Cod, and Rhode Island.

Additional Tour Information

Your Holiday Vacations Experience Includes

  • All Transportation
  • Holiday Vacations Tour Director
  • Motorcoach & professional driver
  • Baggage handling at hotels
  • $100 Loyalty Credit for a future tour

All Accommodations Featuring

  • 1 night in Boston
  • 2 nights at Hotel 1620 in Plymouth
  • 3 nights in the Cape Cod area
  • 1 night in Providence

Attractions & Highlights

  • Fenway Park Tour
  • Boston guided city tour
  • Faneuil Hall Marketplace
  • Plymouth’s Mayflower
  • Plymouth Rock
  • Plimoth Patuxet Museums
  • Plimoth Patuxet Museums guided tour
  • Pilgrim Hall Museum
  • Plimoth Grist Mill
  • Ferry to and from Martha's Vineyard
  • Whale watching excursion (August departures)
  • Pilgrim Monument & Provincetown Museum
  • Sunset Sand Dunes adventure
  • Ferry to Nantucket
  • Nantucket Island tour
  • Nantucket Whaling Museum
  • Ferry to and from Nantucket
  • The Breakers Mansion
  • Providence boat tour

10 Excellent Meals Featuring

  • Holiday Vacations Welcome Dinner
  • “Eat like a Pilgrim" lunch at Plimoth Patuxet Museums
  • BBQ and Clambake Dinner on the beach (weather permitting)
  • Holiday Vacations Farewell Dinner in Providence

Tour Dates & Pricing


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Final Payment Date: 02/28/2022

Tour Map for Captivating Cape Cod

Departure Cities

Ralph Hipp

Ralph Hipp has been a mainstay on Topeka television since 1990, beginning as the 10:00pm news anchor on WIBW-TV.

Starting in Topeka working at V-100 FM, then he was a reporter in Jacksonville and Orlando, and an anchor in Gainesville, Florida eventually lead Ralph to land in Topeka Kansas.

Ralph loves politics and biographies, and has covered political leaders such as Ronald Reagan (in Missouri) Mikhail Gorbachev (at Kansas State) and Bill Clinton (before the President visited Topeka in 1994.).

The most fun in his career came from his red couch interviews with television stars like Ed Asner from the Mary Tyler Moore Show, William Christopher of M*A*S*H and Gary Sandy of WKRP in Cincinnati which also starred WIBW-TV alum Gordon Jump. Ralph still welcomes Northeaster Kansans to visit and chat on his famous Red Couch talk show at 4:00 each afternoon.

Over his nearly 30 years at WIBW-TV, Ralph enjoyed the daily work of delivering the news, and continues helping young journalists get better, interviewing people from all over the area, and highlighting outstanding efforts of “Good Kids” around Topeka.

Ralph and his wife Sheila have hosted several Holiday Vacation tours, including two tours to Ireland, and two trips to Austria and Germany. Now they’re excited to have you join them on their first journey to this beautiful and exciting part of the world!

Join them and other WIBW viewers on this amazing trip of a lifetime.