Skip to main content
Journii
Start Free
3 days
United States, North America

3-Day Oak Bluffs itinerary guide

Use this route structure as a starting point, then adapt stops and timing with your group in Journii.

Oak Bluffs — Ocean Park Oak Bluffs

Top stops to prioritize

  • Lookout Tavern
  • The Pawnee House MV
  • The Black Dog Tavern
  • ArtCliff Diner
  • Martha's Vineyard
  • TigerHawk Sandwich Co
  • Nancy's Restaurant
  • Flying Horses Carousel a Vineyard Preservation Trust Property

Day 1: Most popular attractions

For day 1, we strategically grouped the most popular attraction, Flying Horses Carousel a Vineyard Preservation Trust Property, with surrounding point of interests to start your trip off with a bang.

  • Lookout Tavern
  • Nancy's Restaurant
  • Flying Horses Carousel a Vineyard Preservation Trust Property
  • Back Door Donuts
  • Offshore Ale Co
  • Ocean Park
  • Inkwell Beach

Day 2: Northwest side of town

For day 2, we recommend exploring the northwest side side of town.

  • The Black Dog Tavern
  • Martha's Vineyard Museum
  • East Chop Lighthouse
  • Martha's Vineyard Camp Meeting Association
  • The Barn Bowl & Bistro

Day 3: Proximity is everything

For day 3, we bundled attractions like Martha's Vineyard and Island Alpaca Company and other places within a close range, so that the time it takes to travel between all of them is less than one hour.

  • Martha's Vineyard
  • Island Alpaca Company
  • Jaws Bridge
  • Joseph Sylvia State Beach
  • Our Market
  • Ben & Bill's Chocolate Emporium of Martha's Vineyard
  • Mocha Mott's

Related itinerary guides

Turn this guide into a shared trip: add flights, accommodation, transport notes, and reservations so your whole group can edit one timeline.

Start free in JourniiOpen destination pageBrowse more 3-day plans