Tour Price per person
Single $4399 / Double $3099 / Triple $2799
2026 Departures
September 5, September 19
Enchanting Islands of New England
Itinerary | Gallery
Discover the enchanting islands and coastal charm of New England on our perfectly crafted 8-day journey, filled with rich history and breathtaking scenery. From Boston to Block Island, Cape Cod, Martha’s Vineyard, and Nantucket, you’ll visit bustling harbors and tranquil beaches, soaking in the timeless beauty of the coast and the warm hospitality that makes this destination truly unforgettable.
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Day 1 - Welcome to New England!
Welcome to Boston’s Logan International Airport to begin our Enchanting Islands of New England adventure! Transfer to The Row Hotel at Assembly Row for a two-night stay. Receive a warm greeting from your Professional Tour Director. This evening, enjoy a wine & cheese reception.
Highlight | Wine & Cheese Reception
Hotel | The Row Hotel at Assembly Row, Somerville/Boston
Note | Please plan on arriving in Boston no later than 5:00 PM
Day 2 - Boston’s Historic Freedom Trail & Boston Harbor Cruise
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 your 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 your own at one of the city’s great restaurants!
Meals | Breakfast
Hotel | The Row Hotel at Assembly Row, Somerville/Boston
Day 3 - 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 Newport Harbor 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 4 - Block Island & Luncheon
This morning after breakfast, head to the port of Galilee for a ferry ride to the enchanting Block Island. This beautiful island, found nine miles off the coast of Newport, has been heralded as “one of the twelve best unspoiled areas in the Western Hemisphere” and is 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 5 - 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 into 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 its stately Greek revival homes built by sea captains of years ago. This afternoon, cruise back to the mainland and arrive at the Hyannis Harbor Hotel, 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 | Hyannis Harbor Hotel, Hyannis, MA
Day 6 - Cape Cod touring - Chatham & Provincetown including a Whale Watch or Dune Tour
Following breakfast, we'll depart with our tour director for a fun-filled day, touring the lower and outer Cape! Begin touring through the charming seaside village of Chatham with a picture stop at the Chatham Light. Continue 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 Province lands, enjoying beautiful natural scenery and the 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 | Hyannis Harbor Hotel, Hyannis, MA
Day 7 - 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 1800s, it has since evolved into a popular 'hideaway' 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 cobblestone 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 | Hyannis Harbor Hotel, Hyannis, MA
Day 8 - Leisurely morning before departure for home
This morning, enjoy breakfast at the hotel, then savor a relaxed slice of Cape Cod life with leisure time to stroll the Hyannis Harbor waterfront. Take in the sea breezes, watch the boats glide in and out of the marina, and enjoy a last chance for a coffee, photos, or a bit of souvenir shopping along Main Street before we depart for Boston Logan International Airport for flights home.
Meals | Breakfast
Note | Please plan on departing Boston no earlier than 2:00 PM
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