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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. 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.

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 1-800-826-2266

Choose Your Departure Year:

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. You’ll get to 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’ll stop for lunch.

We depart The Puritan City and make our way to Plymouth where we follow in the footsteps of the first settlers. To begin, we explore a reproduction of the Mayflower and see 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 Plantation where we encounter the Wampanoag People and Colonial communities of the 1600s, providing us with engaging in-and-outdoor learning experiences to educate and tell surprising stories of the intersection between English and Indigenous cultures in the 17th century.

Immerse yourself in "The Museum of Thanksgiving" as we all commemorate the famous 1621 feast 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’ll return to Cape Cod where we’ll 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. For departures before October, go on a whale watching cruise for glimpses of humpbacks and other whales as well as birds, dolphins, and sharks. The whales travel south by October which is also the height of the cranberry harvest, so for this tour's last departure in 2021, we will instead visit a bog to learn all about cranberries.

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 Peaked Hill Bars Historic District Sand Dunes where artists famously find inspiration. Catch sights of Pilgrim Lake nestled among wavy, oceanfront dunes. Watch for charming historic dune shacks where American writers and artists have made homes since the 1920s. Our tour guide shares historical and ecological facts to enrich our experience as we ride in a roomy SUV to our dinner destination on the beach. Enjoy a beach BBQ or, conditions permitting, we get a real treat with a classic New England Clambake. Combining the beauty of our sunset dune tour with dinner prepared by local Provincetown restaurants makes this a truly memorable adventure!


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. We’ll visit the Nantucket Whaling Museum that showcases nine galleries filled with artifacts telling stories of the island’s past four centuries.

Following, we’ll go on an island tour and get the full Nantucket experience.

You will have time to explore on your own and grab lunch before we ferry back to the cape.

Enjoy an included dinner tonight as we gather at the Sea Dog Brew Pub.


Day 7 : Providence

Our last full day takes us across the border into 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 and status 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.


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 in Plymouth
  • 3 nights in Cape Cod
  • 1 night in Providence

Attractions & Highlights

  • Fenway Park tour
  • Boston city tour
  • National Monument to the Forefathers
  • The Mayflower
  • Plymouth Rock
  • Plimoth Plantation tour
  • Pilgrim Hall Museum
  • Plimoth Grist Mill
  • Ferry to Martha's Vineyard
  • Martha's Vineyard tour
  • Whale Watch (excluding October departure)
  • Cranberry bog tour (October departure only)
  • Pilgrim Monument and Provincetown Museum
  • Sand Dunes Adventure with clambake (weather permitting) or beach BBQ
  • Nantucket Whaling Museum
  • Nantucket Island tour
  • Breakers Mansion tour
  • Providence boat tour

6 Excellent Meals Featuring

  • Faneuil Hall Marketplace
  • Dinner at Tavern on the Wharf
  • "Eat like a Pilgrim" lunch
  • Dinner at the Sea Dog Brew Pub
  • Holiday Vacations Farewell Dinner

Tour Dates & Pricing


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Final Payment Date: 03/08/2021


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Final Payment Date: 03/22/2021


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Final Payment Date: 03/29/2021


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Final Payment Date: 06/14/2021


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Final Payment Date: 06/28/2021


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Final Payment Date: 07/26/2021

Tour Map for Captivating Cape Cod

Departure Cities

Airport Pickups

Choose a State:

Birmingham - Birmingham Municipal Airport

Fayetteville/Bentonville - Northwest Arkansas Regional Airport

Little Rock - Little Rock National Airport

Phoenix - Sky Harbor International Airport

Los Angeles - Los Angeles International Airport

Orange County - John Wayne Airport

San Diego - San Diego International Airport

San Francisco - San Francisco International Airport

Denver - Denver International Airport

Hartford - Bradley International Airport

Washington - Ronald Reagan National Airport

Washington - Washington Dulles International

Fort Lauderdale - Fort Lauderdale International Airport

Fort Myers - Southwest Florida International Airport

Jacksonville - Jacksonville International Airport

Miami - Miami International Airport

Orlando - Orlando International Airport

Tallahassee - Tallahassee Regional Airport

Tampa - Tampa International Airport

West Palm Beach - Palm Beach Gardens

Atlanta - Hartsfield International Airport

Cedar Rapids - Eastern Iowa Airport

Des Moines - Des Moines International Airport

Boise - Boise Airport

Chicago - O'Hare International Airport

Moline - Quad City Airport

Evansville - Evansville Regional Airport

Fort Wayne - Fort Wayne International Airport

Indianapolis - Indianapolis International Airport

South Bend - South Bend International Airport

Wichita - Mid-Continent Airport

Lexington - Blue Grass Field Airport

Louisville - Louisville International Airport

Baton Rouge - Baton Rouge Metropolitan Airport

Lafayette - Lafayette Regional Airport

New Orleans - New Orleans International Airport

Shreveport - Shreveport Regional Airport

Boston - Logan International Airport

Baltimore - Baltimore Washington International

Detroit - Wayne County Airport

Grand Rapids - Gerald R. Ford International Airport

Kalamazoo - Kalamazoo-Battle Creek Airport

Lansing - Capital Region International Airport

Saginaw - MBS International Airport

Duluth - Duluth International Airport

Minneapolis - Minneapolis-St Paul International Airport

Rochester - Rochester International Airport

Kansas City - Kansas City International Airport

Springfield - Springfield-Branson National Airport

St Louis - Lambert St. Louis International Airport

Gulfport - Gulfport-Biloxi International Airport

Jackson - Jackson International Airport

Billings - Billings Logan International Airport

Bozeman - Bozeman-Yellowstone International Airport

Missoula - Missoula County Airport

Charlotte - Charlotte Douglas International Airport

Greensboro - Piedmont Triad International Airport

Raleigh - Raleigh-Durham International Airport

Bismarck - Bismarck Airport

Fargo - Hector International Airport

Grand Forks - Grand Forks International Airport

Lincoln - Lincoln Airport

Omaha - Eppley Airfield

Newark - Newark International Airport

Albuquerque - Albuquerque International Airport

Las Vegas - McCarran International Airport

Albany - Albany International Airport

Buffalo - Buffalo-Niagara International Airport

New York - Kennedy International Airport

New York - La Guardia Airport

Rochester - Greater Rochester International Airport

Syracuse - Hancock International Airport

Cincinnati - Cincinnati-NKY International Airport

Cleveland - Hopkins International Airport

Columbus - Port Columbus International

Dayton - Dayton International Airport

Oklahoma City - Will Rogers World Airport

Tulsa - Tulsa International Airport

Portland - Portland International Airport

Allentown - Lehigh Valley International Airport

Harrisburg - Harrisburg International Airport

Philadelphia - Philadelphia International Airport

Pittsburgh - Pittsburgh International Airport

Charleston - Charleston International Airport

Greer - Greenville-Spartanburg International Airport

Rapid City - Rapid City Regional Airport

Sioux Falls - Sioux Falls Regional Airport

Knoxville - McGhee-Tyson Airport

Memphis - Memphis International Airport

Nashville - Nashville International Airport

Austin - Austin-Bergstrom International Airport

Dallas - Dallas/Ft Worth International

Houston - George Bush Intercontinental

San Antonio - San Antonio International Airport

Salt Lake City - Salt Lake City International Airport

Norfolk - Norfolk International Airport

Richmond - Richmond International Airport

Seattle - Seattle-Tacoma International Airport

Spokane - Spokane International Airport

Appleton - Appleton International Airport

Baldwin - Groome Transportation

Eau Claire - Groome Transportation

Green Bay - Austin Straubel International Airport

Hudson - Groome Transportation

La Crosse - Groome Transportation

Madison - Dane County Regional Airport

Menomonie - Groome Transportation

Milwaukee - Milwaukee Mitchell International Airport

Mosinee - Central Wisconsin Airport

Charleston - Yeager Airport