Enjoyed a lovely dinner at Outermost Inn. The drive is about 30 minutes from Vineyard Haven and…read morereservations are a must. You need to call at least a week in advance. We snagged an 8p on Saturday night. The restaurant serves a tasting menu ~$140/pp before tips and drinks. They serve cocktails and wine/beer, but they don't have a full liquor license(no martinis here). I saw duck on a recent menu but it wasn't available when we went so double check if you have dietary preferences. We decide to share among 4 which worked well. I enjoyed the kimchi oysters, seared tuna, and matcha cake the most. The cheese plate looked nice. Great views if you make it before sunset. Service was slow, we had to flag down a different waiter to get our dessert. Overall nice experience but won't beat out other favorites.

I was hesitant to drop a bundle for dinner after reading a scathing review of Outermost on Yelp!…read moreMy brother Bif ( some musical connection with the Taylor clan) said that I must go there. So I made a reservation for dinner. The night I arrived the Inn was hosting a full on wedding. I was seated promptly. Living on a sailboat sine July Fourth I was ready to rumble! Starting with coffee, Saratoga and ceviche. This came in a bowl 7-10 ounces of fish. It had a perfect balance of lemon/lime juice, There was no distractions to compete with delicious fresh fish Next I choose from an amazing prix menu. Being TypeII, I had to choose carefully. My fish arrived cooked to perfection. The flavors in the yogurt sauce took my fish to another level. At this point I drank a glass of red Italian wine ,to honor my mother while eating a cheese plate dessert. Personally this was a very satisfying outing at Outermost. Tazbro47

This reminds me of going to my grandmas 100+ year old farmhouse if it were on an island. Up island,…read moreAquinnah (formerly Gay Head area) is nice and quiet in comparison to the rest of the island and Oak Bluffs where the ferry drops off. Elise is just a wonderful person and made the trip special. She makes a breakfast out of this world and the inn has some great animal life. A few bobcats and she has nursed some wildlife back to health. Walk to the rural more private beach is less than ten minutes. We will most certainly be back!

This is my sanctuary from the world; quiet, serene, listening to the crickets & ocean waves at…read morenight. The breakfasts! OMG carry me though to dinner. Aquinnah is far from the other towns (30 min drive) so plan accordingly. The liquor stores do deliver with enough advance notice, and there are a few restaurants not so far away, but you are out in the country. Love sitting in the hot tub at night watching the stars. This is an old house so you might hear noise from other rooms or when breakfast gets going, but I travel with earplugs & a mask so not a thing for me. Elise is welcoming & has tips for everything you can think of. Free wifi, amazing water & sunset views (except from the downstairs stone-wall room) and blissful calm. There is no AC but mostly it's not needed, and mini fridges in many rooms, bring a small cooler for a day at the beach, a beach towel, good walking shoes, and de-com-press.

Great location, would de recommend staying in the Chilmark area, AT ANY OTHER HOUSE. The owner of…read morethis property is completely invasive of personal space and seemed to forget that we were there on vacation. She came out and spoke to us multiple time in the nude, and scolded my family members, and friend who we brought over for dinner one night. This woman should take this property of the rental mark because although it is nice she is clearly unfit to be a renter.

Joy & Alan are MV locals and experts. They know the whole island and can give you lots of ideas of…read morethings to see. Food was delicious and plentiful. The room was cozy and private upstairs w/en suite bath.

If we could, we would give her 10 stars we were comfortable felt like we were at home. The food was…read moreamazing. We recommend this place to everyone. Joy was amazing. Good host she recommended a lot of the restaurants and places to go. Looking forward coming back. Thank you Joy.

Everything you need for a delightful vineyard experience…read more Comfortable, friendly and special. In a word - perfect

Don and Gail are so incredibly thoughtful and hospitable proprietors and will make your stay very…read morecozy, serene, and special. They made sure that we were 100% comfortable and satisfied. The B&B is in the middle of the woods, there's an outdoor shower, a hammock, and a deck. Gail's cooking is outstanding, and we really look forward to going back very soon. Love love love!

We got the pond room for our one year anniversary and it ended up being like a fishbowl. Even with…read morethe blinds down you could see people walking around and listening in on us. Someone tried to open our locked room twice. The door in our room that led to the hallway had a crack under it at least four inches big that anyone leaning down could see our whole bed from. Zero noise cancellation and we could hear everything and everyone could hear us. The bathroom had a door that led outside that could not be locked. None of our windows could lock. No wifi when promised there was as well. We asked if we could cancel, as we booked it yesterday over the phone (you can't book online) and they never said anything about a canceling policy, and the lady said no. Once we said all the issues with the room she said, "come on it's just one night"... like what?!? We paid 250 bucks to suffer through a night?!? We left with 0 refund and was told to pay extra if we wanted a safer more private room...

Beautiful surroundings it has, but I could get that camping. The rooms don't have locks, the floors…read morehave holes (and cockroaches), and the staff/maid/ innkeeper are nowhere to be found. We had to call repeatedly to even get them to grace us with their presence to get passes for the beach. No thanks, I'd rather go elsewhere.

I couldn't have been happier with my experience here. Jynell and her husband went above and beyond…read moreto help me with my surprise engagement. They truly care about their guests and strive to do everything they can to make your stay a memorable one. The inn is clean and well located but the owners are what make it one of a kind.

Lovely bed and breakfast. Great owners who take care of their guests. Rooms are nice and cozy with…read moremodern amenities. My only suggestion is to install a small shelf in the bathroom and in the shower.

Steve and Judy were so accommodating during our stay! The inn was immaculate and we'll appointed…read more You can tell they love what they do. We didn't have a car and Steve was more than willing to take us to catch buses. Breakfast was amazing. Will definitely plan to go back again!!

What an adorable Bed and Breakfast. The beachy, modern feel of the decor was beautiful. Steve,…read morethe Innkeeper, was extremely helpful with suggestions and directions, anything we asked. The food was amazing. Would definitely go back again!

My husband and I have been coming to Cuttyhunk for the past several summers on our boat. Usually we…read moreuse it as a stop on our way to the Vineyard from Rhode Island. This time we spent a couple days on this quaint island and took our time exploring. At the intersection of the Corner Store, there was a sign saying breakfast was being served every weekend from 8-11 at the Cuttyhunk Fishing Club. We made our way to the beautiful inn and were delighted to find out they accept debit/credit cards as well as Apple Pay. If you have ever been to Cuttyhunk, you know most of the businesses on the island accept cash only, and there is no ATM on the island (as of the time of my review). For breakfast, I got three large chocolate chip pancakes with a fruit cup on the side. My husband got the Vineyard Sound Bowl. We both enjoyed our food. I couldn't finish my portion (should've opted for the smaller portion); I had no idea how large those pancakes were! Our sweet, mild mannered server Emily took great care of us. She was personable and made us feel welcome. The grounds of rolling greens with the breathtaking views of Vineyard Sound and the historical building make you feel like you've stepped back in time. We will definitely be back! Tip- if you are coming from the harbor, it is a long walk so plan accordingly. The road is paved so it makes for a great scooter ride.

Excellent staff, great accommodations. Laid back island with great fishing and scenery:read more