Edgartown · Historic
The Charlotte Inn
An intimate, antique-filled inn in a cluster of 19th-century houses in Edgartown.
Official details for The Charlotte InnMassachusetts · Couples · Two nights
Martha’s Vineyard
Captains’ houses, gingerbread cottages and island sunsets.
Seven miles off Cape Cod, Martha’s Vineyard is a big, varied island of harbor towns, farms and beaches. Stroll Edgartown’s white captains’ houses, ride the oldest carousel in the country in Oak Bluffs, see the clay cliffs at Aquinnah and eat lobster on the dock at Menemsha as the sun goes down.
Island townsBeaches & cliffsSunsets
YOUR ROUTEKMYR to KMVY
STRAIGHT-LINE DISTANCE~609 NM
ILLUSTRATIVE FLIGHT TIME~4 hr 19 min
WEEKEND STYLETwo nights · Bikes, buses + taxis
Time illustration: direct distance at 150 KTAS plus 15 minutes for departure and arrival, matching the discovery page. Use ForeFlight for your actual flight plan.
01 / Aviation & getting around
Land in the middle of the island.
KMVY, Martha’s Vineyard Airport, is a towered airport in the middle of the island, about 15 minutes from Edgartown, Oak Bluffs and Vineyard Haven.
The FBO
Martha’s Vineyard Airport FBO
508-693-702271 Airport Road, Vineyard Haven, MA 02568
Summer is very busy; ask the FBO about parking availability, fees and hours well ahead. No live fuel price is shown.
It is a short hop over water from Cape Cod, and fog can close the island for hours, especially in late spring and early summer. Plan a mainland alternate, carry safety gear and expect a fuel stop on the way.
02 / Where to stay
Edgartown elegance or harbor views.
Rates and availability need travel dates.
Edgartown · Harborfront
Harbor View Hotel
A classic 1891 hotel with a long porch overlooking Edgartown Harbor and the lighthouse.
Official details for Harbor View HotelKatama · Resort
Winnetu Oceanside Resort
A relaxed resort near South Beach, outside Edgartown.
Official details for Winnetu Oceanside Resort03 / Where to eat
Two dinners. One sunset lobster.
Reserve summer dinners well ahead.
Friday dinner · Edgartown
Atria
New American cooking in an 18th-century sea captain’s house.
Official details for AtriaSaturday dinner · French
l’étoile
Refined French cooking in Edgartown, one of the island’s special-occasion tables.
Official details for l’étoileSunset · Menemsha
Larsen’s Fish Market
Lobster and oysters on the dock in the fishing village of Menemsha. Stay for the sunset.
Official details for Larsen’s Fish Market04 / Things to do
Towns, cliffs and beaches.
Each town has its own character. Try to see three.
Edgartown
White captains’ houses, the harbor and Edgartown Lighthouse.
Oak Bluffs
Hundreds of colorful gingerbread cottages and the Flying Horses Carousel, the oldest operating platform carousel in the country.
Flying Horses CarouselAquinnah Cliffs
Dramatic clay cliffs and the Gay Head Lighthouse at the island’s western tip.
Menemsha
A working fishing village famous for its sunsets.
Martha’s Vineyard Museum
Island history in a restored 1895 hospital in Vineyard Haven.
Museum information05 / What’s happening
Sometimes the season is the reason to fly.
This prototype links to the local visitor site. It does not yet match events to your travel dates.
August
Grand Illumination
Oak Bluffs’ cottages lit with paper lanterns for one evening.
August
Agricultural Fair
A classic island fair in West Tisbury.
September–October
Quieter season
Warm water, easier reservations and fewer crowds.
Concerts, festivals & local happenings
Check the local calendar when choosing a weekend, and confirm dates and tickets with the organizer.
06 / Suggested itinerary
Friday in. Sunday home.
A sample Friday–Sunday weekend: three towns, the cliffs and a sunset on the dock. No bookings or availability confirmed.
Day trip version
Just for the day
- Arrive
Land at KMVY early and ride to Edgartown.
- Midday
Lunch in Edgartown and a walk to the lighthouse.
- Afternoon
Oak Bluffs’ cottages, then back to the airport before evening fog.
FRI
Arrive & Edgartown
- Arrival
Land at KMVY, subject to weather, your fuel stop and your actual flight plan.
- Afternoon
Check in and walk to Edgartown Lighthouse.
- Evening
Dinner at Atria.
SAT
Up-island
- Morning
Oak Bluffs’ cottages and the carousel.
- Afternoon
The Aquinnah Cliffs.
- Evening
Sunset lobster at Larsen’s in Menemsha, or dinner at l’étoile.
SUN
An easy departure
- Morning
A bike ride to South Beach, or the museum.
- Before leaving
Allow time at the FBO; summer is busy.
- Fly home
Island fog can delay departures. Keep the day flexible.
Longer stay · Add a day
With an extra day
- Morning
A bike ride to South Beach.
- Afternoon
The Aquinnah Cliffs.
- Evening
Sunset at Menemsha.
07 / Good to know
Keep the weekend easy to change.
These details make the difference between an appealing list and a usable getaway.
Book in this order
FBO parking and lodging first, then dinners.
Over water
A short stretch of open water from Cape Cod. Brief safety gear.
Fog
Fog can close the island for hours. Have a mainland alternate and a backup day.
Seasons
Many places close from late fall to spring. Check opening dates.
Reviewed · Destination 43
Reviewed November 3, 2026.
Picks and links reviewed by WingAway Weekends. Hours, prices, menus and availability change often, so confirm directly with each place before booking. Spotted something out of date, or have a favorite we missed? Email us at [email protected].
WingAway Weekends helps you discover the destination. Use ForeFlight and current official aviation information for route, performance, weather, NOTAMs and preflight decisions. Flight planning and PIC responsibility stay with the pilot.