Music & Dinner With A View In Aquinnah: Cliffhangers In The Fall On Martha’s Vineyard

People wonder what Islanders do when the Summer months are over. The answer is this – we continue to Summer and enjoy the beauty of Martha’s Vineyard well into the Fall months.

Martha's Vineyard Restaurants: Cliffhanger Restaurant Aquinnah Dinner & Music

Many of the restaurants are still open, and there are still lots of fun things to do. You might just have to look a little harder.

One of the things I recently discovered was “Music at the Cliffs.” On Thursday nights, through Columbus Day weather permitting, you’ll find live music at the Cliffs in Aquinnah.

Cliffhangers Restaurant Aquinnah Martha's Vineyard

Cliffhangers, one of the popular “food shacks,” stays open late, so you can grab dinner while enjoying the music. Now let me paint the scene for you.

My mom was visiting, and I told her I had some work to do, and she had to come along. Imagine her delight when we arrived at the Cliffs, and we were there for this experience. I had packed a cooler with some adult bevys and juice (for my kiddos), and even fleeces and pants in case it was chilly.

Music At The Cliffs - Aquinnah Restaurant Cliffhangers Live Music & Dinner

We arrived shortly after 5:00 p.m. when the music starts. We decided to get food early on, since it was in fact a school night. I really enjoyed my last experience at Cliffhangers, owned by Paul and Theresa Manning, and was looking forward to this one.

Clam Chowder At Cliffhangers Restaurant Aquinnah Martha's Vineyard

The menu offers a good variety. My mom got the chowder, which is really good. Maybe even one of the top five on the Island.

Crab cake sandwich Cliffhangers Restaurant Aquinnah Martha's VineyardShe and I both got their crab cake sandwich which is really good too, so full of yummy rock crab, lettuce, chipotle aioli and served with house made coleslaw. There really is a lot to choose from including tacos, burgers, salads, stuffed quahogs and more.

The kids were easy, chicken fingers and fries. The chicken fingers here are a good bet — they’re really good.

Chicken Fingers & Fries At Cliffhangers Restaurant Martha's Vineyard

We grabbed a table a little away from the from the music, one that had a perfect view of Philbin Beach. The view was beautiful of course, and between music breaks, you could hear the waves. Enjoying good food, a view, and music, made for a really lovely evening for us.

Dining With A Water View At Cliffhangers Restaurant AquinnahLive music was a really nice touch. Ellen Biskis has been organizing the Thursday music groups, which usually include local fav Brad Tucker. The music was a little bluesy, not loud and crazy, just right for creating a chill vibe.

Live Music At Cliffhangers Restaurant Aquinnah Cliffs Martha's Vineyard

And as the evening went on, a nice crowd of people gathered at the Cliffs. The music usually continues until sunset.

Live Music & Dinner At Cliffhangers Aquinnah

What better way to end the night than with ice cream. Cliffhangers also offers soft serve Blue Marble organic ice cream. We all got our cones, and walked up to the scenic overlook to take in the panoramic water and lighthouse view. Simply stunning, it never gets old. My mom just fell in love with it all, which really made me happy. That I was able to giver her an experience, that is just another Thursday on Martha’s Vineyard.

Soft Serve Ice Cream Cones At Cliffhangers Restaurant Martha's Vineyard Al Fresco Dining

With ice cream covered faces, and full bellies, we called it a night. Leaving by 7:00 p.m., the evening was truly special, but was also doable for a school night and not even that expensive.


I would definitely check Cliffhangers Facebook for Thursday dinner specials, and to make sure the weather hasn’t caused any issues. However, if you can, add this Up-Island experience to your Fall Bucket.

You can learn more about Cliffhangers 0n Facebook. And don’t forget to “Like” us on Facebook, and follow us on Twitter, Linked In, Google+, Pinterest and Youtube.

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