Take a 45-minute ferry ride from Woods Hole arriving into Vineyard Haven early this evening. Upon arrival, drive “up island” (as Islanders call it) to your accommodation for the weekend, an inn nestled among colorful gardens overlooking Menemsha harbor. A peaceful hideaway, the inn offers comfortable and cozy rooms decorated in a French country style, with cottages available for larger groups.
After check in, settle in before dinner.
Dinner this evening will be at the restaurant on the property, offering award winning seasonal cuisine that includes fresh seafood and island-grown vegetables. Please note that Menemsha is a dry town, be sure to purchase beverages in advance!
Overnight Beach Plum Inn
After breakfast this morning, visit the Aquinnah Cliffs by car or bicycle. Historic Aquinnah (known historically as Gay Head), was inhabited by the Native American Wampanoag tribe prior to the arrival of English colonists. The Cliffs are the island's landmark, composed of over 150 feet of red and white clay, white quartz, black soil, and lignite—telling million year old stories in color.
Next head to Island Alpaca, home to a colorful herd of the llama-camel mix native to the South American Andes. Take a self-guided walking tour of the farm, meet the gentle animals, and visit the farm store, selling a wide collection of alpaca products. As soft as cashmere and lighter than wool, Alpaca fiber comes in 22 colors (!) and is incredibly durable. Cozy sweaters, coats, ponchos…you name it, it’s sold here and perfect for the coming fall and winter.
Head down island this afternoon, stopping for lunch at a West Tisbury bakery. Boasting a unique and delicious menu (Cuban pork with rice and beans, mushroom nut roast, grass fed/happy! burgers), the bakery sources local and organic food whenever possible—if it’s not from their own garden, it certainly comes from nearby. Try one of the many pastries for dessert and buy some daily baked bread for the road!
Spend the remainder of the afternoon down island, stopping in Vineyard Haven, Oak Bluffs and Edgartown. Main Street in Vineyard Haven is home to the famous Bunch of Grapes bookstore, while the Green Room just down the street has a great selection of outdoor and casual clothing, also selling products by local designers (look for Irie Ride!)
No visit to the Vineyard is complete without a stop at the Flying Horses in Oak Bluffs (the oldest carousel in operation). Later shop along Circuit Avenue before walking the narrow streets lined with the colorful Victorian gingerbread houses rented by vacationers throughout the summer.
An old whaling port, the streets of Edgartown are lined with beautiful houses built centuries ago by whaling captains. Edgartown has the most upscale shopping on the island, including the famous boutique The Great Put-On.
Dinner this evening will be at a restaurant serving seasonally inspired and unpretentious food in a warmly lit and inviting setting. This is a very special restaurant and you’re guaranteed a meal you won’t forget, whether it be wood grilled swordfish, house made cavatelli, or wild mushroom pizza.
If you’re looking to continue your night, the bar scene revolves around Circuit Avenue in Oak Bluffs. For live music, Nectar’s in Edgartown has great local and big name artists regularly stopping through.
Overnight Beach Plum Inn
Depart from the Menemsha port early this morning for a charter fishing trip off of the island. If you’re on the Vineyard during the fishing derby between September 11th and October 15th (the 65th this year!), there couldn’t be a more exciting time to catch bluefish and striped bass in these waters.
Upon return early this afternoon, enjoy lunch in the small fishing village of Menemsha. Stop for fried clams, lobster rolls and fresh oysters on the back dock of a local fish market.
Check out of the inn, and make a final stop at Morning Glory Farm in Edgartown before meeting the boat back to Woods Hole. The farm features a wide selection of Island made products (yogurt, pesto, sea salt…) and harvests everything from beets and blueberries to strawberries and squash.
Depending on where your boat leaves from and if you’re in the mood for an early dinner, try Giordano’s in Oak Bluffs or Rocco’s in Vineyard Haven for the best island pizza!
PLEASE NOTE: Car rental is available on Martha’s Vineyard, however if you own a car it is more cost efficient to bring your vehicle to the island. Reservations should be made in advance with the Steamship Authority (http://www.steamshipauthority.com/ssa/index.cfm), roundtrip fares between Woods Hole and Martha’s Vineyard with a vehicle are $135.
*Price is subject to change due to date and time of year of booking as well as to currency fluctuation. The price is only an estimate at this time and an accurate costing will be provided when itineraries are chosen and submitted. Prices are based on double/twin occupancy.
- Accommodation: 2 nights
- Private Fishing charter
- Breakfast: Days 2 & 3
- Steamship Authority ferry tickets
- International & Domestic Airfare
- Visa (if required)
- Trip cancellation insurance
- Alcoholic Beverages
- Items of a personal nature
- Meals other than mentioned above
- Entrance fees
- We recommend that our clients consult their General Practitioner or Travel Clinic for advice on necessary vaccinations or medicines depending on the region to which they are traveling.
- All guests are strongly advised to take out comprehensive travel insurance covering them for all personal effects, personal accident, medical and emergency travel expenses, cancellation, and curtailment.
- Self-drive passengers renting a car are required to carry a valid international driver's license.