Embark on an enchanting guided tour through the captivating islands and coastal towns of New England, where each day unfolds like a page from a storybook.
Welcome to Boston’s Logan International airport to begin our Enchanting Islands of New England adventure! Transfer via hotel shuttle to the Doubletree by Hilton (or similar) for a two nights stay. Receive a warm greeting by your Professional Tour Director. This evening, enjoy a wine & cheese reception followed by a delicious welcome dinner. (Please plan on arriving in Boston no later than 5:00pm)
After breakfast, enjoy a fun-filled day exploring the birthplace of American Freedom! Tour along Boston’s Historic Freedom Trail viewing many historic sites hearing tales of the brave Bostonians and Colonialists who dared to challenge Britain and helped establish the greatest republic in the world. Mid-day, enjoy lunch on own and free time at historic Faneuil Hall Marketplace which is as alive today as it was in 1742 when our nation’s fathers proclaimed it “The Cradle of Liberty.” This afternoon, set sail on a narrated scenic cruise around Boston Harbor while enjoying spectacular views of the city skyline and Harbor Islands. After the cruise enjoy dinner on own at one of the city’s great restaurants!
Day Three – Newport Tour, Breakers Mansion & Schooner Cruise
Enjoy breakfast before departing for Aquidneck Island; more commonly known as Newport, Rhode Island – America’s first resort and yachting capital of the world. Begin with a tour along the magnificent Ten Mile Drive where you’ll step back in time to the opulent era of the Gilded age where elite families such as the Vanderbilt’s and Astor’s built their “summer cottages” to retreat from the city life. Enjoy free time along Newport’s vibrant waterfront for lunch on your own. This afternoon, tour the grand dame of all the Mansions – The Breakers! This 70 room Italian style Renaissance-style villa was built by Cornelius Vanderbilt II. Set sail aboard one of Newport’s classic schooners for a cruise around Narragansett Bay! Check into the Wyndham Newport Hotel for a relaxing two-night stay. Tonight, enjoy another delicious dinner at one of Newport’s fine restaurants.
Meals: Breakfast, Dinner
Hotel: Newport Harbor Hotel, Newport, RI
Day Four – Block Island & Luncheon
This morning after breakfast, head to the port of Galilee to board for a ferry ride to the enchanting Block Island. This beautiful island, found nine miles off the coast of Newport, has been herald as ‘one of the twelve best unspoiled area in the Western Hemisphere” and known for its relaxed way of life. Step back in time and enjoy a delicious luncheon at one of the Island’s historic grand hotels followed by a narrated tour of the Island with views of dramatic cliffs, rocky beaches, historic lighthouses, and charming villages. Enjoy free time in the village before cruising back to the mainland. Return to Newport and enjoy the balance of the day and evening at leisure to dine at one of Newport’s great restaurants.
Meals: Breakfast, Lunch
Hotel: Newport Harbor Hotel, Newport, RI
Day Five – Martha’s Vineyard Island
Following breakfast, cruise to the enchanting island of Martha’s Vineyard Island. Once an early refuge for coastal ship traffic, it blossomed into a whaling community in the 18th and 19th century and evolved to what is now a popular resort destination of today, where even US President’s choose to vacation! Enjoy a guided tour of the Island, exploring the different island towns. In Oak Bluffs, enjoy a walking tour through the Methodist Camp Meeting Grounds, to view the charming Ginger Bread Houses and magnificent Tabernacle and visit Edgartown, known for is stately Greek revival homes built by sea captains of years ago. This afternoon, cruise back to the mainland and arrive to the Red Jacket Blue Water Resort, overlooking beautiful Nantucket Sound, for a relaxing three-night stay. Take some time to relax and freshen up before enjoying dinner together.
Meals: Breakfast, Dinner
Hotel: Red Jacket Beach Resort – South Yarmouth, MA
Day Six – Cape Cod touring ~ Chatham & Provincetown Whale Watch or Dune Tour
Following breakfast, we’ll depart with our tour guide for a fun-filled day touring the Cape to P-town! Begin touring through the charming seaside village of Chatham with a picture stop at the Chatham Light. Continue on to Provincetown – the tip of the Cape, and spend some time browsing around the downtown waterfront area with all its artistic and eclectic shops. This afternoon, choose between an exciting Whale Watch Cruise to view these magnificent mammals frolic and feed in their ocean playground ~or~ embark on a Provincetown Dune Tour through the dunes and Provincelands enjoying beautiful natural scenery and coastline! Tonight, we’ll feast on a traditional Cape Cod lobster dinner at one of the Cape’s popular seafood restaurants!
Meals: Breakfast, Dinner
Hotel: Red Jacket Beach Resort – South Yarmouth, MA
Day Seven – Nantucket Island
This morning after breakfast, cruise to the storybook Island of Nantucket, fondly known as “The Gray Lady”. Once the whaling capital of the world in the 1800’s, it has since evolved into a popular ‘hide away’ vacationing spot for the wealthy. Enjoy Nantucket’s charm with its cobblestone main street, narrow roads, simple Quaker-style homes and handsome houses dating back to the whaling days of the early 19th century. Enjoy free time to explore the cobblestoned streets, soak in the picturesque village and explore the charming shops and restaurants. Later, enjoy a narrated tour of the island viewing sandy beaches, historic lighthouses, charming villages and the coastal beauty. Return to the mainland and partake in a lovely finale dinner together at one of the Cape’s great restaurants!
Meals: Breakfast, Dinner
Hotel: Red Jacket Beach Resort – South Yarmouth, MA
Day Eight – Depart for home
Enjoy breakfast and leisurely morning before heading to Boston Logan International Airport. (Please schedule flights after 2:00 PM).
Meals: Breakfast
Tour Inclusions
- Eight days professional Tour Director Service
- Seven days deluxe motor coach transportation
- Seven night’s superior accommodations
- Wine & Cheese welcome reception
- Seven breakfasts
- One Luncheon on Block Island
- Five dinners including a traditional lobster dinner
- Tour of Boston’s Historic Freedom Trail
- Boston Harbor Cruise
- Guided tour of Newport’s Ten Mile Drive
- Admission to the Breakers Mansion
- Newport Schooner Cruise
- Round trip ferry to Block Island
- Guided tour of Block Island
- Round trip ferry to Martha’s Vineyard Island
- Guided tour of Martha’s Vineyard
- Guided tour of the Cape to Provincetown
- Provincetown Whale Watch Cruise ~or~ Provincetown Dune Tour – please select your choice at the time of booking
- Round trip ferry to Nantucket Island
- Guided tour of Nantucket
- Luggage handling (one piece per person)
- Room taxes, meal taxes and gratuities
- Excludes Tour Guide and Driver gratuities
