Martha’s Vineyard – A Journey of Enriched and Quaint Simplicity
As I continued my journey through the enchanting northeastern region of our beautiful country, affectionately known as New England, I made my way to a state that has now landed in my top 10 favorites: Massachusetts. Never in my wildest dreams did I imagine I would fall so deeply in love with this state! I started in the southern part, specifically on the island of Martha’s Vineyard.
Getting To Martha’s Vineyard
Martha’s Vineyard sits south of Cape Cod and west of Nantucket Island, accessible by ferry or plane. The island spans roughly 100 square miles and is home to six picturesque towns:
Vineyard Haven
Oak Bluffs
Edgartown
West Tisbury
Chilmark
Aquinnah.
Known for its charming coastal villages, serene beaches, and historic lighthouses, it’s long been a favorite summer retreat for New Englanders. As someone fascinated by Jacqueline Kennedy Onassis and the Camelot era, Martha’s Vineyard was a must-see on my travel bucket list.
I traveled from Newport, Rhode Island, to the Woods Hole Ferry Station in Woods Hole, MA, which is the mainland departure point for the Steamship Authority.
Ferry Options
Ticket prices for the traditional ferry range from $10.50 to $24 per passenger (excluding vehicles). I chose to take my vehicle and upgraded to the high-speed ferry, which cost me $161 round-trip. The traditional ferry takes about an hour, while the high-speed option shortens the ride to just 30 minutes.
Tip for solo travelers
I traveled from March 12 to 17, right at the end of the island’s off-season, and I highly recommend booking ferry reservations in advance if you plan to bring a vehicle.
Where To Stay On Martha’s Vineyard
Once on the island, I stayed in Edgartown at the Harbor View Hotel. I booked one of the Water View Junior Suites, and it was everything I had envisioned: beautiful, quaint, and cozy. This historic hotel has been welcoming guests since 1891 and offers a range of lovely amenities.
Martha’s Vineyard During the Off Season
The only downside was the limited staff presence due to the off-season; services such as bellhops and valet parking weren’t available. Traveling alone with Rheumatoid Arthritis, this was a bit challenging, but not a dealbreaker. The overall experience was serene and deeply relaxing.
One of the significant benefits of visiting during the off-season is cost savings on lodging and far fewer crowds. I thrive in crisp air and quiet spaces, so the slower season, with its chilly weather and fewer crowds, felt like absolute perfection. While some businesses were closed for the season, the ones that were open more than met my needs. Locals throughout the island were warm, conversational, and welcoming.
Island Exploration
Here’s a quick orientation of the island's layout:
Vineyard Haven and Oak Bluffs are on the northern side.
Edgartown lies to the east.
Aquinnah and Chilmark are on the western side.
West Tisbury is nestled in the center.
I visited all six towns during my week-long stay. The drive from Edgartown to Aquinnah takes approximately 45 minutes to an hour, depending on traffic, and driving from west to east across the island is roughly the same duration. The roads, especially during the cool March weather, were calm and peaceful, perfect for reflection and slow-paced travel.
What To Do When Visiting Martha’s Vineyard
From bonding with the island’s gentle alpacas to hiking the breathtaking Aquinnah Cliffs and wandering the storybook streets of Edgartown, every moment on Martha’s Vineyard felt like a page out of a dream. I was captivated by the Cape Cod-style homes and the whimsical Gingerbread cottages in Oak Bluffs, making for an enchanting visual feast. One of the most peaceful highlights of my trip was an afternoon spent lounging on the beach by the Edgartown Lighthouse, a scene that was both calming and soul-stirring.
Martha’s Vineyard is a must-visit, whether you're a solo female traveler in search of stillness and charm or a couple craving a romantic coastal escape!
When To Visit Martha’s Vineyard
The beauty of the island lies in its transformation with the seasons, offering something special year-round. Personally, I’m drawn to slower rhythms and quieter places, so visiting during the off-season was absolute bliss. Fewer crowds meant more intimate conversations with locals, who were warm, welcoming, and eager to share their island with a visitor.
But if you're someone who enjoys livelier energy, beach days, and bustling local events, then plan your trip for the summer or early fall, when the island is alive with vibrant activity. Either way, Martha’s Vineyard is a destination that touches the heart.
Off-season (late fall – early spring)
Peaceful
Affordable
Fewer crowds
Perfect for solo travelers who enjoy quiet exploration
Summer & early fall
Lively events
Bustling beaches,
Vibrant nightlife
Great if you want energy and social connection.
Why Martha’s Vineyard is Perfect for Solo Female Travelers
Safety: I felt comfortable and secure walking through towns and beaches, even alone.
Community: Locals were incredibly warm, helpful, and open to conversation.
Pace: The island’s relaxed vibe encourages self-reflection and mindful travel.
Whether you’re looking for a peaceful escape, a romantic getaway, or a vibrant summer adventure, Martha’s Vineyard offers it all.
Plan Your Own Trip
For a detailed itinerary of my activities, restaurant recommendations, shopping stops, and favorite points of interest, please download my Martha’s Vineyard travel guide.
Until the next journey,
xoxo,
Karen
Elohim Li!