Boston: Martha's Vineyard ICONIC Small Group Day Escape w/Ferry

Depart Boston and head toward Cape Cod, leaving the city behind as the landscape shifts to beaches, waterways, and coastal towns.

One of the most important man-made waterways in the world, the canal offers scenic views and marks the transition into classic Cape Cod territory.

A charming coastal town near Woods Hole, Falmouth sets the tone for island travel with harbor views and relaxed seaside energy.

’s Vineyard, enjoying fresh sea air and open-water views as anticipation builds.

Cruise across the sound, a defining part of the Vineyard experience and a chance to appreciate the region’s maritime character.

Arrive in one of the island’s most vibrant towns, known for its harbor, beaches, and colorful Victorian architecture.

Walk among the iconic gingerbread cottages arranged around a historic tabernacle, a uniquely preserved community that defines Oak Bluffs’ identity.

ead Light+Nobska Point Lighthouse (Optional, 1.5 hours)

Visit the nation’s oldest operating carousel, a nostalgic landmark that has delighted visitors for generations.

Explore this elegant harbor town featuring white clapboard homes, historic streets, and views of one of the island’s most picturesque ports.

Set atop colorful clay cliffs, this lighthouse offers dramatic views of the Atlantic and represents the island’s natural and cultural heritage.

A scenic stop near Woods Hole, this lighthouse overlooks Vineyard Sound and provides a final coastal highlight before departing the island area.

Relax on the drive back to Boston, wrapping up a day that blends island charm, ocean travel, and classic New England scenery.