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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.


Online Travel Show:

Captivating Cape Cod-WISN TV

You can earn a $100 Travel Show Credit good for your trip with Holiday Vacations by simply clicking the photo above and watching the online travel show! The show is about 10 minutes long and at the end, you'll have the ability to submit and receive your coupon to be applied to this or any Holiday Vacations tour. Get started now!

Hosted By: Kathy Mykleby

Former WISN 12 Anchor

WISN TV

View Biography

The Holiday Advantage
Airfare Included
Airfare Included
Exceptional Accommodations Included with Baggage Handling
Exceptional Accommodations Included with Baggage Handling
Most Meals Included
Most Meals Included
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
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 to our accommodations.

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.

Lunch

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.

Breakfast

Day 5 : Provincetown

After breakfast, we visit a working cranberry bog to learn all about cranberries at the height of the harvest before heading to Provincetown. After lunch, we visit the Pilgrim Monument and Provincetown Museum which honors the Pilgrims’ first landing in the city. 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 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, featuring nine galleries 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

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 at the Fairfield by Marriott Cape Cod Hyannis
  • 1 night in Providence

Attractions & Highlights

  • Fenway Park tour
  • Boston guided city tour
  • Faneuil Hall Marketplace
  • Mayflower & Plymouth Rock
  • Plimoth Patuxet Museums
  • Pilgrim Hall Museum
  • Plimoth Grist Mill
  • Ferry to and from Martha’s Vineyard with island tour
  • Cranberry bog tour
  • Pilgrim Monument & Provincetown Museum
  • Sunset Sand Dunes adventure
  • Ferry to and from Nantucket, island tour, and Nantucket Whaling Museum
  • The Breakers Mansion
  • Providence boat tour

10 Excellent Meals Featuring

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

Tour Dates & Pricing

Occupancy

Price Per Person

Double

$4499

Single

$5399

Final Payment Date: 07/10/2023

Tour Map for Captivating Cape Cod

Departure Cities

WISN TV Pickup Locations:

Bayside, WI - McDonalds

Chicago, IL - O'Hare International Airport

Germantown, WI - Country Inn & Suites

Johnson Creek, WI - Pine Cone Café

KeNosha, WI - McDonalds

Madison, WI - Dane County Regional Airport

Milwaukee, WI - Clarion Hotel Milwaukee Airport

Milwaukee, WI - Milwaukee Mitchell International Airport

OcoNomowoc, WI - Metro Market

Racine, WI - Petro Station

Sheboygan, WI - McDonalds

Waukesha, WI - McDonalds

Wauwatosa, WI - Radisson Hotel Milwaukee West

West Bend, WI - AmericInn

Kathy Mykleby

After starting her news career in 1976 and spending 38 of those years at WISN 12, veteran journalist, anchor, and reporter Kathy Mykleby retired in November 2018.

Kathy is a renowned journalist, receiving awards and recognitions from numerous organizations, including the Wisconsin Broadcasters Association, the Milwaukee Press Club, the Associated Press, and the United Press International. She was inducted into Milwaukee’s Silver Circle by the Chicago/Midwest Chapter of the National Academy of Television Arts and Sciences, served as 2010/2011 president of the Milwaukee Press Club, and won a regional Emmy Award for storytelling about Alzheimer’s Disease. In 2017, Mykleby co-anchored the newscast that earned WISN 12 News an Edward R. Murrow Award for “Best Large Market Newscast.”

Join Kathy and WISN 12 viewers on this amazing trip of a lifetime.