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7-Day Martha's Vineyard Itinerary (2026): The Full-Week Plan

7-Day Martha's Vineyard Itinerary (2026): The Full-Week Plan

Saturday-to-Saturday Martha's Vineyard itinerary: rental logistics, day-by-day plan from Edgartown and Chappy to Aquinnah and Menemsha sunset, farmers markets, food experiences, and sunset sail. Everything verified for 2026.

A week on Martha's Vineyard is a different trip from a weekend or a 3-day visit. Seven days give you time to go to the farmers market twice, find a coffee shop where they start to recognize you, spend a morning deciding which beach to go back to, and fit in the Wednesday community sing, a day built around food, and a sunset sail on the last evening.

This Saturday-to-Saturday itinerary is for a week of living on the island at an easy pace. Prices, hours and addresses are checked for 2026. For shorter trips, see our 2-day weekend getaway, 3-day itinerary, or Trip Cost Calculator.

Table of contents [Show]

The week at a glance

Two schooners moored in a calm island harbor, seen through a ferry window with reflections on the glass
Arriving by ferryPhoto by MV Vacation

Arriving for a full week, with no boat schedule to race.

The week Saturday to Saturday

Seven days, at a glance

Sat
Arrive and settle in The boat over, the groceries, the keys, and a first sunset.
Sun
Edgartown and Chappaquiddick Harbor morning, the 90-second Chappy ferry after lunch.
Mon
Up-island The Aquinnah cliffs, Menemsha's fish markets, sunset on the harbor beach.
Tue
Beach day and the water A beach of your choice, time on the water, Back Door Donuts after dark.
Wed
The slow day Farmers market, galleries, shopping, the Community Sing at the Tabernacle.
Thu
Food experience day Oyster tours, farm dinners, Bad Martha taproom.
Fri
Sunset sail and goodbyes The final-evening sail and a last round of favorite places.
  • Most rentals run Saturday to Saturday, usually with a 4 PM check-in and 10 AM checkout
  • A week in high summer catches both farmers market days (Wednesday and Saturday; Wednesdays run through late August)
  • Down-island is easy on foot or by bike; up-island usually means a car or some planning around the VTA timetable
  • The VTA bus is fare-free through June 30, 2027
  • There's time for the Community Sing, a day built around food and a slow day with nothing planned
  • With a car, ferry reservations need booking months ahead (they opened February 3)

Renting for the week

Saturday to Saturday

In peak summer most weekly rentals on Martha's Vineyard still change over on Saturday. Agencies like Tea Lane Associates, Sandcastle Realty, Vacasa and MVVR list homes with 7-night minimums that start and end on a Saturday, and some require 14 nights.

Grey and pink Victorian gingerbread cottage with a porch and hydrangeas in Oak Bluffs
Oak Bluffs · an 1868 cottagePhoto by MV Vacation

An 1868 cottage in the Oak Bluffs Campground; island rental weeks still run Saturday to Saturday.

  • Check-in: usually 4:00 PM (some agencies 3:00 PM)
  • Checkout: usually 10:00 AM (some 11:00 AM)
  • Your own rental's confirmation has the real times

Coming over the night before

Plenty of families driving from Boston come over on Friday night. Saturday ferry traffic is heavy, and arriving the evening before takes the morning rush out of it. Most lodging on MV is independently owned, though the Edgar Hotel in Edgartown is part of Choice Hotels' Ascend Collection.

HotelTownPeak rate
Summercamp Hotel (Lark)Oak Bluffs harborNot published; ask the hotel
Pequot HotelOak BluffsNot published; ask the hotel
Vineyard Harbor MotelVineyard HavenNot published; ask the hotel
Madison InnOak BluffsNot published; ask the hotel
Oak Bluffs InnOak BluffsNot published; ask the hotel

On the mainland, Falmouth is cheaper the night before and has more rooms, and an early Saturday ferry gets you over.

Filmed May 2026

A car for the week, or not

Martha's Vineyard is larger than visitors expect (about 90 square miles of land). A car makes up-island places like Menemsha, Chilmark and Aquinnah easy. The VTA bus system is good and currently fare-free, though, so a down-island stay works fine without one.

The VTA bus system (fare-free through June 30, 2027):

  • 14 bus routes in summer (ten of them year-round), covering all six towns including Aquinnah and Menemsha
  • Peak summer frequency: some routes every 15–20 minutes
  • The buses carried about 1.14 million riders in fiscal 2025
  • The summer 2026 schedule ran April 10–October 3; the off-season timetable runs October 4, 2026 to April 15, 2027 (both at vineyardtransit.com)

On-island car rentals (Budget MV, MV Auto Rental, A-A Island Auto, Hertz, Avis): weekly rate $700–$1,500+ depending on vehicle and season. Renting on-island is often easier and cheaper than bringing your own car on the ferry.

Bike and e-bike rentals

The rental companies deliver free anywhere on the island, with a helmet, lock and trail map.

Bike typeDailyWeekly
Standard bike$30$120–$150
Road bike$60$205
E-bike$70–$96$280–$500+

Rental shops include RW Cutler (Edgartown, est. 1947), Rent Bikes MV (OB) and Martha's Bike (VH). For a car-free week, bikes plus the VTA bus cover most of the island. Read our complete bike routes guide.

Groceries

  • Stop and Shop: 50 Water Street, Vineyard Haven (across from the ferry). 6 AM–11 PM, a full supermarket.
  • Cronig's Market: 357 State Road, VH, since 1917, with a lot of local and organic food and a second store in West Tisbury.
  • Morning Glory Farm: 120 Meshacket Road, Edgartown. Open daily all year now, with the farm stand, kitchen and bakery staying open through the winter; hours shift with the season, so check before you go. Farm-grown produce, scratch-baked pies, prepared meals.
  • Alley's General Store: State Road, West Tisbury. Since 1858.
  • North Tabor Farm and Mermaid Farm (Chilmark, honor-system stands; our farm stand guide has every stop)

A couple usually spends $250–$400 a week on groceries; MV prices run 15–25% higher than on the mainland. Alcohol is sold retail only in Edgartown and Oak Bluffs. Chilmark is the island's one fully dry town (its restaurants are BYOB: bring your own bottle, no liquor license, you carry in the wine), while West Tisbury and Aquinnah pour beer and wine with meals only. The places to stock up before heading up-island are Al's in Edgartown, or Jim's and Our Market in Oak Bluffs, and Our Market delivers island-wide.

Laundromats

The island has two self-service laundries:

  • Airport Laundromat: in the Airport Business Park at the island airport; call ahead for current hours and prices.
  • Wash Ashore: a coin laundromat at 7 Circuit Avenue Extension in Oak Bluffs (that is where MV Times placed it in 2022), so check it is open before you haul the bags over.

Beach gear rentals

MV Baby Rent (mvbabyrent.com) and Martha's Vineyard Linen and Rentals rent chairs, umbrellas, tents, wagons and coolers and deliver to all 6 towns. Many rentals already have basic beach gear, so it's worth asking your agency first.

For beach days

The Beach Guide, free

All 20 beaches with parking, stickers, lifeguards and dog rules, plus a one-page card for the beach bag. Free with the island letter, together with three more island guides.

One-click unsubscribe, and we never share your email.

Day 1 (Saturday): arriving, settling in, first sunset

Sunset over a harbor with boats on their moorings and an American flag on a yardarm mast
The harbor · the first sunsetPhoto by MV Vacation

Day one: unpacked, and watching the light go down over the harbor.

The ferry

SSA walk-on: $11 one-way / $22 round-trip adult, child (5–12) $5.75, bike $5.25. No reservation needed, and the crossing is 45 minutes.

SSA with a car (peak summer): ~$127–$168 one-way depending on the day. Vehicle reservations opened February 3, 2026 at 8:00 AM, and peak Friday and Sunday slots filled within hours. Car travel on the Steamship Authority is reservation-only, and on October 20, 2026 its board voted unanimously not to bring standby back (a limited Blue Line exists only for SSA preferred and excursion account holders); you cannot show up without a reservation.

A 6:00–7:00 AM ferry is the easiest Saturday arrival, with an hour or more at the Woods Hole terminal before it. See our complete ferry guide.

Saturday afternoon

Groceries come first, at Stop and Shop (across from the VH ferry) or Cronig's Market. Then a walk around downtown Vineyard Haven (Main Street shops, Black Dog General Store, galleries) or Oak Bluffs (Circuit Avenue, Gingerbread Cottages, Flying Horses Carousel, America's oldest operating platform carousel, built 1876).

The Lazy Dayz cottage with pink and lavender trim beside a shingled shop with a large old black and white photograph in its window
Oak Bluffs · Lazy DayzPhoto by MV Vacation

The Lazy Dayz cottage in Oak Bluffs sits next to a plain shingled shop. Its window holds an old photograph of men and early cars outside the Alley Bros. public market.

First sunset

  • Owen Park Beach (VH): a small harbor beach facing east across Vineyard Haven Harbor, walkable from the VH ferry
  • Ocean Park (OB): a big green park looking east over Nantucket Sound; the sun sets behind it, over the town
  • Sunset times: early July ~8:20 PM, late July ~8:10 PM, early August ~8:00 PM

Day 2 (Sunday): Edgartown and Chappaquiddick

Boats in Edgartown Harbor with the Edgartown Light in the distance
Edgartown · the harborPhoto by MV Vacation

Edgartown Harbor with the Edgartown Light in the distance; the On Time ferry to Chappaquiddick leaves from the foot of the harbor.

Morning in Edgartown

Edgartown Lighthouse (end of North Water Street): Grounds and Lighthouse Beach free year-round. Tower open in season, weather permitting, run by the Martha's Vineyard Museum; $5 adults, free for children 12 and under. Hours change through the shoulder months, so check mvmuseum.org before you go.

North Water Street: big 19th-century whaling captains' homes with widow's walks, built in the 1830s–1850s when Edgartown was one of America's wealthiest communities. The Harbor View Hotel (1891) is at the far end.

Main Street Edgartown: boutiques, galleries, bookstores and the Old Whaling Church (Greek Revival, 1843). The Pagoda Tree on South Water Street was planted in 1837. See our complete Edgartown guide.

Chappaquiddick in the afternoon

Chappy Ferry: leaves from 53 Dock Street, Edgartown. Two small ferries, 3 cars each plus passengers and bikes, shuttle back and forth all day. Summer hours: 6:30 AM to midnight. On the winter schedule (October 18, 2026 to May 26, 2027) it runs 6:30 AM to 10 PM, with a last crossing between 11 and 11:15 PM.

  • Passenger: $5 round-trip
  • Car + driver: $17 RT
  • Bike + rider: $8 RT
  • Cash or island check only: the ferry takes no credit or debit cards

Mytoi Japanese Garden: a 14-acre Japanese-style stroll garden on Dike Road, about 2.8 miles from the ferry (15–20 minutes by bike), run by the Trustees of Reservations. Open daily sunrise to sunset; $10 adults May–October (children 12 and under free), free for everyone November–April. Most people spend 20–60 minutes.

Cape Poge Wildlife Refuge: a seven-mile barrier beach with the Cape Poge Lighthouse (first built in 1801). The Trustees run guided natural history tours in over-sand vehicles.

Wasque Point: the southeastern corner of Chappaquiddick, 200 acres with a sandy beach, half-mile trails and good birdwatching. Seals show up more reliably October–April. Parking is $25 for non-members, or free with a library card pass from Edgartown, VH, West Tisbury, or Chilmark libraries.

Day 3 (Monday): up-island to Aquinnah and Menemsha

The red clay cliffs at Aquinnah on Martha’s Vineyard
Aquinnah · the clay cliffsPhoto by MV Vacation

Up-island is the wild end: the red clay cliffs at Aquinnah, then down to Menemsha for fish straight off the boat.

Getting up-island

South Road is the nice drive out, winding and hilly past stone walls and farm fields through West Tisbury and Chilmark, and North Road makes a different way back. VTA Route 5 runs WT–Chilmark–Aquinnah (~45–60 min from VH). Route 4 serves Menemsha. In summer (through late August) the VTA Route 12 sunset shuttle runs from the Tabor House Road lot to Menemsha Beach.

Aquinnah

Gay Head Cliffs: clay cliffs in red, orange, yellow, white and black, a National Natural Landmark since 1965, and free to see from the overlook. The cliffs sit on trust land of the Wampanoag Tribe of Gay Head (Aquinnah), federally recognized in 1987, with about 1,360 enrolled citizens. Aquinnah means "land under the hill" in Wampanoag.

Gay Head Lighthouse: Opened Memorial Day weekend 2026; the repairs to its lantern deck and curtain wall were finished in June 2025. The town of Aquinnah has owned the light since February 2015. Schedule: four-day weekends until June 29, then daily through Labor Day weekend, 10 AM–4 PM; the lighthouse's site lists no fall days for 2026, so check gayheadlight.org. Admission: $6 for ages 13+, free for 12 and under, military/veterans, and Aquinnah residents. Current brick tower dates to 1856; original first-order Fresnel lens on display at MV Museum.

Moshup Beach: a boardwalk path from the overlook leads down to a rocky beach below the cliffs. Parking in the Moshup Beach town lot runs about $35 a day, card only; the short-term spaces at the Circle by the overlook are free, with a 90-minute limit in season. Water shoes help on the rocks. The cliffs are protected Wampanoag tribal land, so climbing and touching the clay are off-limits. The beach faces southwest, toward the sunset.

Menemsha village

A 300-year-old fishing village at Chilmark's northwest end, still working and one of the last of its kind in New England, and a filming location for Jaws (1975). Chilmark is a dry town, so it's BYOB everywhere.

Wooden dock with tall pilings and a fishing boat beside weathered fish houses in Menemsha
Menemsha · the docksPhoto by MV Vacation

Menemsha’s working docks, pilings and shingled fish houses, where the up-island day ends.

Menemsha Hills Reservation (Trustees): 211 acres and 3 miles of trails. Prospect Hill is MV's second-highest point, with views of Menemsha Harbor, the Elizabeth Islands and Gay Head Lighthouse. Down below there's a rocky north-shore beach with tide pools and the ruins of a 19th-century brickworks along Roaring Brook. Moderate, 1.5–2 hours.

Eating in Menemsha

Larsen's Fish Market Temporarily closed Closed for the season until May 2027, per its own site (56 Basin Road, 508-645-2680): Closed until May 2027; in season it is open daily 9 AM–7 PM, with fresh fish, a raw bar, lobsters cooked to order, chowder, lobster bisque and crab cakes, plus a cooler of lobster rolls (~$28–35) and shrimp cocktail. Cooked lobsters sell out by sunset, so ordering early is the trick. Eaten on the beach a few steps away, it's the classic Menemsha meal.

Menemsha Fish Market (54 Basin Road, 508-645-2282): A separate business right next to Larsen's; some visitors prefer its lobster rolls.

The Bite has closed, and Iggy's Bread/Bakery is now in its space at 29 Basin Road.

The Homeport Restaurant (512 North Road, 508-645-2679): open for 2026, and here since 1930. It's known for lobster dinners "served in the semi-rough," and it's BYOB (they supply the mixers). À la carte since 2025: dinner seven nights from 5 PM in season, lobster dinner $73 on the 2026 menu, and lunch from the Back Door window, 11 to 3. Reservations via OpenTable.

The Menemsha Galley Temporarily closed Closed for the season; back in spring 2027, per its own site (515 North Road, 508-645-9819): Casual takeout: lobster rolls, chowder, swordfish sandwiches, burgers and soft serve. 11 AM–8 PM daily in summer, shorter hours in spring and fall; closed for the season now and back in spring 2027.

Sunset at Menemsha

  • Getting there 45–60 min before sunset leaves time to park, get food and find a spot
  • The best seats are on Menemsha Beach (sandy, west-facing) or the stone jetty
  • Worth bringing: the lobster you ordered, your own wine or beer, a blanket, a light jacket and a trash bag
  • As the last sliver of sun goes, the crowd claps, every clear evening
  • The strongest colors (purples, pinks, oranges) come 10–20 minutes after sunset

See our complete sunset guide for more spots.

Day 4 (Tuesday): a beach day and time on the water

Wide sand with tire tracks and a volleyball net near the water under a blue sky
A beach day · room to spread outPhoto by MV Vacation

A volleyball net up near the water on a wide, empty beach. A full beach day at South Beach needs a towel and not much else.

Picking a beach

  • South Beach (Katama): the Atlantic surf beach, free parking, 4 miles from Edgartown by bike path, lifeguards in season and no sticker required.
  • State Beach (Joseph Sylvia): between OB and Edgartown, with calm, shallow Nantucket Sound water that families love (there are no lifeguards). A Jaws filming location, with the paved bike path alongside. Free.
  • Long Point Wildlife Refuge (West Tisbury): a quiet barrier beach, Atlantic on one side and a freshwater pond on the other, with kayak and SUP rentals on-site. Advance passes are required mid-June to the end of August: $25/carload non-members, free walk-ins/cyclists. A library card pass gets a car in free.

Read our complete beach guide for every beach on MV.

On the water

Island Spirit Kayak (508-693-9727): At the Little Bridge on State Beach, about 1.5 miles from Oak Bluffs. Owner Chick Stapleton holds ACA and BCU sea-kayaking certifications. Book at islandspiritkayak.com.

TourDurationPrice
2-Hour Kayak Adventure2 hrs, daily$75 adult / $55 kid
Sunset Kayak Tour2.5 hrs, Mon/Wed/Fri/Sat$85 adult / $55 kid
Kayak Glow TourEvening, Mon/Wed/Fri/Sat$120/person
Full Day Kayak AdventureDaily at 9 AM$175 (lunch included)

Wind's Up (199 Beach Road, VH, 508-693-4252): since 1962, renting SUPs, kayaks, canoes, sailboats, windsurfers and surfboards right on Lagoon Pond, and giving lessons. July/August: Mon–Sat 10 AM–5:30 PM, Sun 12–5 PM.

The Skipper (Slip #74, Oak Bluffs Harbor, 508-693-1238): MV's only shared party fishing boat: $100/person for about 4 hours, twice daily, with all gear and fishing licenses included. The crew cleans and fillets your catch, and you can bring a cooler. It also runs Marine Life Cruises with Felix Neck (Tuesdays in July/August, 5:30–7:30 PM).

Back Door Donuts in the evening

5 Post Office Square, Oak Bluffs, 508-693-3688. Voted the No. 4 doughnut shop in the country in USA Today's 2026 10Best readers' poll. In season (it has closed for the rest of 2026), from 7 PM to midnight, the screen comes down and they sell hot, freshly made donuts right out of the fryer. The apple fritters are what people come for. The line can be long, and standing in it is part of the evening.

Day 5 (Wednesday): a slow day of market, art and shops

The Grange Hall in West Tisbury with a white catering tent in front and people on the porch
West Tisbury · the Grange HallPhoto by MV Vacation

The Grange Hall in West Tisbury, the farmers’ market’s old home and an easy first stop on a slow day of galleries.

West Tisbury Farmers Market

Agricultural Hall, 35 Panhandle Road, West Tisbury. Founded in 1934 and revived in 1974, it's MV's oldest and largest open-air market. Admission and parking are free, SNAP/EBT is accepted, and dogs stay home.

DaySeasonHours
SaturdaysJune–October9 AM–12 PM
WednesdaysJune–late August9 AM–12 PM

More than 40 vendors set up, among them Morning Glory Farm, North Tabor Farm, Beetlebung Farm and Cottage City Oysters, with food trucks like Stoney Hill Pizza (a mobile Neapolitan oven), Komorad Fried Chicken and Good Pierogi. Salt Rock Chocolates sells out early, Chilmark Coffee Roasters is there, and there's live music. Presidents and celebrities have shopped here, but mostly it's the town doing its weekly shopping.

Art galleries

The Field Gallery and Sculpture Garden (1050 State Road, West Tisbury, 508-693-5595): Open 10 AM–5 PM daily and 11 AM–4 PM on Sundays as of October 2026; hours shift in winter, so it's worth checking first. Admission is free, and the outdoor sculptures are always open (the field has been public land since 2011). Tom Maley's (1911–2000) white dancing figures stand across the field, and nearly everyone stops to photograph them. Inside are rotating contemporary paintings, sculpture and photography by 25+ artists.

Granary Gallery (636 Old County Road, West Tisbury, 508-693-0455): It calls itself the oldest and largest gallery on MV (its founders opened their first island gallery in 1954; the red barn became the Granary in 1977), showing 75+ artists including Alfred Eisenstaedt (the LIFE photographer), Thomas Hart Benton and Romare Bearden. Free to browse, with artist premieres on Friday evenings.

Featherstone Center for the Arts (30 Featherstone Lane, OB, 508-693-1850): The island's only year-round non-profit arts center, on 6+ acres of galleries and studios. The Francine Kelly Gallery is open 12–4 PM daily during exhibitions and free. There are classes in pottery, jewelry and painting, summer music on the lawn, and the Potter's Bowl fundraiser every September.

Other galleries: Cousen Rose (OB), Louisa Gould (VH), Alison Shaw (OB; the island's best-known photographer), Martha's Vineyard Glassworks (West Tisbury; watch glassblowing), Christina Gallery (Edgartown).

Shopping

  • Bunch of Grapes Bookstore (23 Main Street, VH): Independent bookstore where presidents on vacation have picked up their summer reading. Regular author events.
  • Black Dog General Store (VH waterfront): the MV brand everyone recognizes
  • Vineyard Vines: founded on MV in 1998, with three stores (Edgartown, VH, OB)
  • Alley's General Store (West Tisbury, since 1858): the porch is the place to sit for a bit
  • Vineyard Artisans Festivals: Sundays mid-June to late September plus Thursdays in July and August, Grange Hall, West Tisbury, 10 AM–2 PM; holiday-weekend shows in September, October and November

Wednesday evening: Community Sing at the Tabernacle

A weekly tradition for 100+ years, on Wednesdays from early July through late August (in 2026 the MVCMA listed it Wednesdays at 7:30 PM, weekly between late June and early September), at Trinity Park Tabernacle, the 1879 open-air wrought-iron hall in the MVCMA Camp Ground, Oak Bluffs. It's free (there's a free-will offering), and seats go early. Of everything on this list, it's the one we'd least want a week-long visitor to miss.

Day 6 (Thursday): a day built around food

L’Etoile restaurant in Edgartown at dusk with string lights and flowers
Edgartown · a table for the nightPhoto by MV Vacation

L’Etoile in Edgartown in the evening, string lights on and the garden in bloom.

Cottage City Oysters tour

An open-ocean farm off East Chop, Oak Bluffs, run by Dan and Greg Martino since 2014 (508-299-7745; cottagecityoysters.com).

  • ~1-hour educational boat tour of the farm (ages 13+)
  • Up to 20 guests per public tour
  • A look at how the farm works, shucking demos, and all-you-can-eat fresh oysters with lemons and sauces
  • BYOB (they suggest Prosecco)
  • ~$100–$150/person
  • EU Organic Certified (the first US shellfish farm to be)

Farm.Field.Sea

Food-and-farm experience company run by Nevette Previd (508-687-9012; book by phone and confirm the current season, the old farmfieldsea.com site is offline).

  • Oyster/shellfish farm tours by boat
  • Farm tours (Morning Glory, FARM Institute, Tabor Farm)
  • "Farmer and Chef for a Day" experiences
  • Kelp tours
  • $250–$275/person for a full day, breakfast and lunch included
  • Customized for 10–25 people

The FARM Institute (TFI Cooks)

Katama Farm, Edgartown, run by the Trustees of Reservations. Hands-on cooking classes with local chefs ("Cooking From the Island" from harvest to dinner, Beach Plum Jelly Making, Farm Fresh Pasta) and outdoor Thursday Farm Dinners in summer, booked at thetrustees.org.

Orange Peel Bakery pizza night

Gone, sadly. Juli Vanderhoop's Orange Peel Bakery at 22 State Road in Aquinnah, where Thursday pizza nights around the wood-burning oven were a week-long visitor's favorite, closed for good in late September 2026 after twenty years. She has said she hopes to come back with something new, and we will add it here if she does.

Bad Martha Farmer's Brewery

270 Upper Main Street, Edgartown. Hours change with the season (in October 2026: Wednesday to Sunday, noon to 9 PM, kitchen until 8). A 7-barrel brewhouse with ~10 beers on tap (brewed with hand-picked wild grape leaves from MV), pizza, soft pretzels, live music and outdoor games.

Day 7 (Friday): a sunset sail and local favorites

Orange sunset over calm water in Vineyard Haven with sailboats on moorings, seen from the road
The last evening · under sailPhoto by MV Vacation

Sunset over the water in Vineyard Haven, sailboats out on their moorings. The last night before the Saturday-morning boat home.

Sailing

Schooner Alabama / Black Dog Tall Ships (20 Beach Street Extension, VH, 508-693-1699, theblackdogtallships.com): A 100+ foot schooner built in 1926, sailing from Black Dog Wharf, a 2-minute walk from the VH ferry.

SailDurationPrice
Day/Sunset Sail3 hrs$100 adult / $60 child (4–12)
Fireworks Cruises (July 4 Edgartown and the Oak Bluffs August show, when it runs)4 hrsFrom $187.25/person

Water, soda, chips and a cheese platter are included, your own drinks and picnic are welcome, and passengers can help hoist sails and take a turn at the wheel.

Mad Max Catamaran (25 Dock St, Edgartown): the 60-foot, 49-passenger catamaran that ran the cheapest shared sunset sail (about $60–$65 a person, bring your own food and drink) is not sailing in 2026 while a bigger boat is built. The marina says it returns in 2027 or 2028, so plan on the schooners this year.

Sail the Vineyard (S/V Phoenix) (VH, 508-493-8767): Ranked #1 on TripAdvisor six years running. Public Sunset Sail Mon and Thu, 2 hrs, $200/person (21+, 4-guest min). Private 2-hour sunset: $725 (up to 6).

Catboat Charters (1 Dock Street, Edgartown, 508-524-6903): Private only (up to 6 guests) aboard "Dolphin," a catboat built in Edgartown in 1893, with a USCG-certified captain.

Local favorites for a week-long visitor

  • Cedar Tree Neck Sanctuary (West Tisbury): Sheriff’s Meadow, about 400 acres. Trails follow a brook under cedars and past glacial boulders and come out on a bluff over Vineyard Sound and the Elizabeth Islands. 8:30 AM–5:30 PM daily, free. Access via State Rd to Indian Hill Rd to Obed Daggett Rd.
  • Waskosim's Rock Reservation: MV Land Bank, about 191 acres. The rock is a 14-foot glacial erratic split in two, left by the glaciers ~15,000 years ago, and it marked the 1600s boundary between English and Wampanoag lands. An easy 2.2-mile loop, ~45 min, free.
  • Polly Hill Arboretum (809 State Road, West Tisbury): 72-acre garden developed by Polly Hill (1907–2007) since 1958. About 1,500 kinds of trees and shrubs at its last published count. $10 admission May through October, $5 in winter (free under 12). Grounds sunrise to sunset year-round.
  • Felix Neck Wildlife Sanctuary (Mass Audubon, Edgartown): 194 acres, 4 miles of trails. Old Farm Road is wide and firm enough for strollers and wheelchairs, and a Freedom Chair trail wheelchair can be booked by phone. $4 adults, $3 children and seniors.
  • Lobsterville Beach (Aquinnah): a two-mile north shore beach. Parking on Lobsterville Road is very limited; most people come in from Menemsha.
  • Inkwell Beach at twilight (OB): a gathering place for African American vacationers for generations, with soft light in the evening (it faces east, over Nantucket Sound). It's free and in our free things to do list.

Nomans Land, seen from shore

Nomans Land is a 628-acre uninhabited island 3 miles southwest of MV. It's a National Wildlife Refuge with unexploded ordnance left from the Navy bombing range that began during World War II, so landing is prohibited. In 1602 Bartholomew Gosnold gave this small island the name "Martha's Vineyard"; the name later moved to the larger island.

You can see it as a low, flat island on the horizon from the Aquinnah/Gay Head Cliffs, Squibnocket and Lobsterville Beaches. The waters around it are serious sport fishing grounds, and you can charter with Captain Buddy Vanderhoop (Wampanoag tribal member) from Menemsha for striped bass, bluefish, bonito, tuna, sharks.

Restaurant status for 2026

RestaurantLocationStatus
State Road RestaurantWest TisburyOpen (2026 James Beard semifinalist)
Nancy's Temporarily closed Closed for the season; reopening May 2027, per its own site RestaurantOak BluffsClosed for the season; reopens May 2027
Nomans Temporarily closed Closed for the season; back in 2027, per its own site RestaurantOBClosed for the season; reopens in 2027
L'étoileEdgartownOpen (since 1986)
AlchemyEdgartownOpen
The HomeportMenemshaOpen for 2026
Beach Plum Inn RestaurantChilmarkSeasonal pop-up dinners only (2026: Sundays and Thursdays)
Offshore AleOBOpen year-round
Art Cliff Temporarily closed Closed until further notice, per its own site DinerVHClosed until further notice (fall 2026)
7a FoodsWest TisburyOpen
Among the Flowers Temporarily closed Closed for the season until May 2027, per its own siteEdgartownSummer 2026
Newes from AmericaEdgartownOpen daily

What a week costs

A 2-bedroom rental for the week, peak summer

TierWeekly costNotes
Budget$2,000–$3,500Modest interior homes, no pool, OB or VH
Mid-range$4,000–$7,000Nice 2BR in Edgartown or West Tisbury
High-end$10,000–$25,000+Waterfront, pool, Chilmark/Edgartown premium

Daily budget per person

Budget: $120–$180/day

  • Accommodation: Rental split 4 ways ($50–$90/person)
  • Meals: Mostly self-catering + 1 casual meal ($20–$30)
  • Transport: VTA bus (free)
  • Activities: Free beaches, hiking, farmers market, library programs

Mid-range: $250–$350/day

  • B&B or 2BR split ($100–$175/person)
  • Meals: Mix of $$ to $$$ + self-catering ($60–$80)
  • Transport: Week-long bike rental (~$25/day amortized)
  • Activities: 1 paid activity/day (kayak $75, Polly Hill $10, Chappy ferry $5–$8)

Luxury: $500–$800/day

  • Upscale cottage or luxury inn ($250–$500+/person)
  • Meals: Fine dining most nights (L'étoile, Alchemy, Homeport; $100+/person)
  • Transport: Car rental (~$100–$170/day)
  • Activities: Private sailing charter ($675+), spa, Cottage City Oyster tour, guided Cape Poge

Typical prices

SSA ferry walk-on (RT)$22/adult
SSA ferry with car (peak RT)$254–$336
VTA busFree through June 30, 2027
Standard bike rental (weekly)$120–$150
E-bike rental (weekly)$280–$500
Car rental on-island (weekly peak)$700–$1,500+
Casual lunch (lobster roll)$32–$46
Mid-range dinner entrée$25–$45
Fine dining entrée$40–$75+
Cottage City Oyster tour~$100–$150/person
Schooner Alabama sail$100/adult
Mad Max sunset sailnot sailing in 2026 (was ~$60–$65/person)
The Skipper fishing trip$100/person

Our Trip Cost Calculator gives a personalized estimate.

Tips for a week-long stay

Library cards and free passes

Visitors can get library cards at any of MV's 6 town libraries (all part of the CLAMS network, 1.6 million+ items), free for Massachusetts residents, while visitors from out of state can buy a temporary card, usually a one-time $10.

A library card gets you:

  • Trustees beach passes for Long Point or Wasque: free one-day parking for one car (Edgartown, Vineyard Haven, West Tisbury and Chilmark libraries, among others)
  • MV Museum pass: free for 2 adults + 4 children (every town library lends one)
  • Discounted passes to Boston MFA, Isabella Stewart Gardner, Children's Museum
  • Free digital access to NY Times, Washington Post (VH Library)

Coffee shops worth going back to

  • Espresso Love (Edgartown): the Edgartown standby
  • Behind the Bookstore (Edgartown): a garden café tucked behind Edgartown Books
  • Catboat Coffee (VH)
  • Aalia's Coffee (OB)
  • Chilmark Coffee Co. (up-island)
  • 7a Foods (West Tisbury, behind Alley's)
The carved Aalia’s Coffee sign hanging over a yellow-trimmed window on a blue shingled building in Oak Bluffs
Oak Bluffs · Aalia’s CoffeePhoto by MV Vacation

Aalia’s Coffee sign over its yellow-trimmed window in Oak Bluffs.

Community events to plan around

  • Wednesday Community Sing: Tabernacle, OB, July through late August
  • Grand Illumination Night: one Wednesday in mid-August (Aug 19 in 2026; Wednesday, Aug 18 in 2027)
  • Ocean Park Sunday Concerts: free Sunday evening band concerts, OB
  • Vineyard Artisans Festivals: Sundays at Grange Hall
  • First Fridays Art Walk: VH Main Street, June–October plus December; art market 10 AM–2 PM, evening program from 5 PM

Practical tips for the week

  • Cell coverage is spotty up-island (Chilmark, Aquinnah), so the TrailsMV app is worth downloading for offline use before a hike
  • Ticks are common and Lyme disease is endemic here; a DEET repellent helps, and our tick safety guide has the rest
  • Island shops cannot sell water or soda in single-use plastic bottles (under 34 ounces), so a reusable bottle comes in handy
  • Plastic bags are banned too, in all six towns since 2017. A reusable tote does the job, or buy one as a souvenir: canvas bags from the Black Dog, Cronig's or Alley's General Store outlive the trip
  • Alcohol is sold retail only in Edgartown and OB, so it's easiest to stock up before heading up-island
  • A midweek run to Stop and Shop or Cronig's keeps the fridge going
  • Trash and recycling rules vary by town. In Oak Bluffs, Bruno's picks up at the curb: each barrel needs a $7 town rubbish sticker on its top bag and goes out by 7 am. The town drop-off is for residents with a permit. Managed rentals often use Bruno's (508-693-5454) or another private hauler
The raised recycling platform at the Edgartown transfer station, with blue bin signs, a list of what stays out and wooden steps
Edgartown · the recycling rampPhoto by MV Vacation

The recycling ramp at the Refuse District transfer station in Edgartown: one bin each for clean metal cans, clean glass bottles and jars, and clean plastic containers, with a NO! sign listing what stays out.

What a week feels like

With seven days you get the farmers market twice, a coffee shop where they start to recognize you, a few days with nothing scheduled, and the places weekend visitors don't reach. There are almost no chain hotels and very few chain restaurants, and the early mornings belong to the people who live here. By midweek it starts to feel like a place you know.

Plan the whole trip, one step at a time

Frequently Asked Questions

Do I really need a car for a week?

Not strictly: the fare-free VTA bus reaches all six towns, and bikes handle the rest. A car does make up-island dinners, sunset trips to Menemsha and last-minute plans much easier, and for families with kids it's usually worth it. See our car-free MV guide.

When should I book a weekly rental?

3–6 months ahead for peak summer (July/August); the weeks around July 4th and mid-August sell out first. June and September are much more flexible.

Is the Saturday-to-Saturday rule strict?

For traditional MV vacation homes through major agencies, yes: the Saturday changeover is standard. Airbnb and VRBO increasingly offer shorter stays, but weekly rentals are the norm for whole houses in peak summer.

What's the one thing only a week-long visitor gets to do?

The Wednesday Community Sing at the Tabernacle. It's been going for over 100 years, it's free, and a weekend trip rarely lines up with it. It runs Wednesdays from early July to late August.

Can I visit without a car reservation on the ferry?

Walk-on passengers, yes (no reservation needed). With a car, no: vehicle travel is reservation-only, and on October 20, 2026 the Steamship Authority board voted unanimously not to bring standby back. Book the moment reservations open (February 3 for summer 2026).

What should I buy at the Wednesday farmers market vs Saturday?

Roughly the same vendors. Saturday is bigger, with more live music and more of the town out; Wednesday is calmer for shopping. A week lets you do both.

For shorter trips, see our 3-day itinerary and 2-day weekend getaway guides.

Want this shaped around your dates?

Pick your arrival day, nights and interests and our free Trip Planner sketches your island days in about a minute, with island events on your dates included.

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Island tip of the day Timing No. 58 of 79 New tip at midnight, island time

Oak Bluffs restaurants are packed 6–8 PM. Eat at 5 PM or after 8:30 PM: same food, half the wait, easier parking.

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Disclaimer: The information in this article is provided for general guidance only and was accurate at the time of writing. Beach conditions, hours, prices, lifeguard schedules, ferry fares, and business operations change frequently and without notice. Ocean swimming carries inherent risks including rip currents, undertow, and cold water shock. Always verify current conditions with official local sources before your visit. MV Vacation assumes no responsibility for any loss, injury, or inconvenience resulting from the use of this information. Swim only where lifeguards are on duty, supervise children at all times near water, and follow all posted safety signs.

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A guide to Martha's Vineyard, written on the island: beaches, dining, events and island living. We write down what we know about the island so your trip goes the way you hoped.

Island prices, hours and details change often. Please verify with businesses before you go. Full disclaimer

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