Travel Itinerary

Day 1
Boston



Private transfer from airport to hotel



Canopy By Hilton Boston Downtown ★★★★ (5 nights)

Day 2

Historic North End walking tour

North End Tours highlights official Freedom Trail historic sites such as Faneuil Hall, Paul Revere House, Old North Church, and Copp’s Hill Burying Ground, and other historic places in Boston’s oldest neighborhood.  Learn about the different immigrant populations that inhabited this neighborhood throughout the centuries, and how they each contributed to the fabric of the city.

Day 3

Revolutionary women tour

Discover the enduring legacy of Revolutionary Women on the Freedom Trail, from Abigail Adams to Harriet Tubman. Explore pivotal sites where their voices were heard and legacies honored, tracing four centuries of empowerment along Boston’s iconic red line. Come to honor the remarkable contributions made by these pioneers in shaping American history.

Day 4

Day at leisure to explore

We recommend: Cheers Bar – Boston Public Library – New England Aquarium – Museum of Science – Boston Tea Party Ships & Museum – Quincy Market

Day 5

Plymouth tour

This full-day private driving tour offers a perfect opportunity to immerse yourself in Pilgrim history while experiencing the stunning coastline along Boston’s south shore. Tailored specifically to your preferences, this adventure promises an immersive exploration of Pilgrim heritage, complete with a dynamic walking tour of Plymouth’s most iconic sites, such as the legendary Mayflower II and the historic Plymouth Plantation.

Day 6
Hyannis



Pick up car in Boston



Frederick William House ★★★★ (2 nights)

Day 7

John F. Kennedy Hyannis Museum tickets

This full-day private driving tour offers a perfect opportunity to immerse yourself in Pilgrim history while experiencing the stunning coastline along Boston’s south shore. Tailored specifically to your preferences, this adventure promises an immersive exploration of Pilgrim heritage, complete with a dynamic walking tour of Plymouth’s most iconic sites, such as the legendary Mayflower II and the historic Plymouth Plantation.

Day 8
Martha’s Vineyard



Drive to Woods Hole port



Boat to Vineyard Haven



Edgar Hotel Martha’s Vineyard ★★★ (3 nights)

Day 9

Martha’s Vineyard Island tour

Explore Martha’s Vineyard’s island with this captivating tour. From the Victorian charm of Oak Bluffs with its gingerbread cottages to the picturesque waterfront of Edgartown, each stop offers a glimpse into the island’s rich history. Traverse bustling Vineyard Haven, then venture through the scenic up-island countryside to the idyllic fishing village of Menemsha for local delights. Conclude with a visit to the breathtaking Aquinnah cliffs and iconic filming locations like the Jaws Bridge, guided by passionate locals.

Day 10

Cliffs, Shop & Lunch Martha’s Vineyard tour

Experience the unique shopping scene of Martha’s Vineyard on a tour showcasing eclectic boutiques and local treasures, excluding chains or big box stores. Enjoy a guided 1-hour drive from Oak Bluffs to Aquinnah, passing through picturesque countryside and historic towns. Admire stunning views en route to the colorful clay cliffs, where you’ll visit the lighthouse and Wampanoag shops. Continue to Edgartown for 1.5 hours of shopping and lunch, then return to Oak Bluffs via a scenic drive, passing the iconic Jaws bridge along the shoreline.

Day 11
Newport Rhode Island



Ferry to Woods Hole



Newport Harbor Island Resort ★★★★ (3 nights)

Day 12

Newport Mansions trio tickets

Day 13


Drop off car at Providence airport


Fly home