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Travel advisorySteamship Authority travel advisory · Gale Warning on the ferry waters until Fri 2 PMGusty winds are forecast for Cape Cod and the Islands that will have the potential to cause cancellations on both the Hyannis-Nantucket and Woods Hole-Martha's Vineyard routes through Thursday. We are waiving change and cancellation fees for travel scheduled for Tuesday, October 20, through Thursday, October 22.Steamship Authority · checked 12:30 AM ET
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Travel advisorySteamship Authority travel advisory · Gale Warning on the ferry waters until Fri 2 PM

Oak Bluffs in August 2026: Photos

Home Galleries Oak Bluffs in August
← All galleries 57 plates · photographed on Martha’s Vineyard

Oak Bluffs in the thick of August 2026: Circuit Avenue crowds, a full harbor, gingerbread cottages dressed in flags, the Flying Horses in its 150th year, and the food stops that carry the season.

Read our complete Oak Bluffs town guide →
  • Gingerbread cottages with flags flying on a sunny August day in Oak Bluffs Plate 01 Gingerbread cottages with flags flying on a sunny August day in Oak Bluffs
  • Circuit Avenue packed with August visitors Plate 02 Circuit Avenue packed with August visitors
  • Looking down Circuit Avenue past Murdick's Fudge and the Strand, peak-season crowds Plate 03 Looking down Circuit Avenue past Murdick's Fudge and the Strand, peak-season crowds
  • A harbor packed with moored boats, a dinghy crossing in front Plate 04 A harbor packed with moored boats, a dinghy crossing in front
  • Boats stacked into every corner of the harbor on a busy August day Plate 05 Boats stacked into every corner of the harbor on a busy August day
  • The catamaran Dream Catcher in the harbor, people relaxing on deck Plate 06 The catamaran Dream Catcher in the harbor, people relaxing on deck
  • Sunflowers on a deck table behind a life ring, a summer detail aboard a boat Plate 07 Sunflowers on a deck table behind a life ring, a summer detail aboard a boat
  • Blue Heaven, an 1867 gingerbread cottage in the Campground Plate 08 Blue Heaven, an 1867 gingerbread cottage in the Campground
  • An 1868 gingerbread cottage in the Campground Plate 09 An 1868 gingerbread cottage in the Campground
  • The Flying Horses Carousel, 150 years old in 2026 Plate 10 The Flying Horses Carousel, 150 years old in 2026
  • Reaching for the brass ring at the Flying Horses Plate 11 Reaching for the brass ring at the Flying Horses
  • The poster for the carousel's 150th birthday party, held July 25 Plate 12 The poster for the carousel's 150th birthday party, held July 25
  • The Ritz Cafe sign in Oak Bluffs, established 1944 Plate 13 The Ritz Cafe sign in Oak Bluffs, established 1944
  • Highlands General, the new year-round market in the old Linda Jean's space Plate 14 Highlands General, the new year-round market in the old Linda Jean's space
  • The Sweet Life Cafe sign above the garden in Oak Bluffs Plate 15 The Sweet Life Cafe sign above the garden in Oak Bluffs
  • Nancy's on the harbor on a busy August day Plate 16 Nancy's on the harbor on a busy August day
  • Summer ice cream stop in Oak Bluffs Plate 17 Summer ice cream stop in Oak Bluffs
  • Giordano's, serving fried clams and pizza since 1930 Plate 18 Giordano's, serving fried clams and pizza since 1930
  • The Oak Bluffs information booth window, stocked with brochures and event posters Plate 19 The Oak Bluffs information booth window, stocked with brochures and event posters
  • The Welcome to Oak Bluffs sign downtown, Nancy's Restaurant behind it, summer 2026 Plate 20 The Welcome to Oak Bluffs sign downtown, Nancy's Restaurant behind it, summer 2026
  • A fare-free VTA bus rolling through town Plate 21 A fare-free VTA bus rolling through town
  • Seaview Avenue at the Oak Bluffs ferry terminal and ticket office Plate 22 Seaview Avenue at the Oak Bluffs ferry terminal and ticket office
  • A dog keeping watch from a boat in the harbor Plate 23 A dog keeping watch from a boat in the harbor
  • A balloon mural on a white clapboard wall beside a window Plate 24 A balloon mural on a white clapboard wall beside a window
  • An easy August day in Oak Bluffs Plate 25 An easy August day in Oak Bluffs
  • A painted alley in Oak Bluffs, pink Adirondack chairs at the far end Plate 26 A painted alley in Oak Bluffs, pink Adirondack chairs at the far end
  • The seawall and rocks along the water, the Oak Bluffs ferry wharf beyond Plate 27 The seawall and rocks along the water, the Oak Bluffs ferry wharf beyond
  • A long stone jetty in late light, two people sitting out at the far end Plate 28 A long stone jetty in late light, two people sitting out at the far end
  • A boat named Islander tied up in Oak Bluffs harbor at sunset Plate 29 A boat named Islander tied up in Oak Bluffs harbor at sunset
  • An evening crowd walking past the Ritz in downtown Oak Bluffs Plate 30 An evening crowd walking past the Ritz in downtown Oak Bluffs
  • An August crowd at the corner of Circuit and Lake Avenue, the Ritz Cafe sign on the left Plate 31 An August crowd at the corner of Circuit and Lake Avenue, the Ritz Cafe sign on the left
  • The dockside restaurants filling up as the light goes pink Plate 32 The dockside restaurants filling up as the light goes pink
  • A bike lane past the rental row and the Jetty sign in Oak Bluffs Plate 33 A bike lane past the rental row and the Jetty sign in Oak Bluffs
  • A street rising toward the water in Oak Bluffs, a flag out on a corner porch Plate 34 A street rising toward the water in Oak Bluffs, a flag out on a corner porch
  • The Martha's Vineyard Sightseeing Tours stand in downtown Oak Bluffs Plate 35 The Martha's Vineyard Sightseeing Tours stand in downtown Oak Bluffs
  • Big Dipper's sign lists coffee, donuts, bagels, hot dogs and paninis, Ice Cream beside it Plate 36 Big Dipper's sign lists coffee, donuts, bagels, hot dogs and paninis, Ice Cream beside it
  • Island Hoppers Bikes & Mopeds, a red bike parked up on the roof Plate 37 Island Hoppers Bikes & Mopeds, a red bike parked up on the roof
  • The new Jetty Beach House sign: raw bar, grill, cocktails Plate 38 The new Jetty Beach House sign: raw bar, grill, cocktails
  • Curio's sign (Martha's Vineyard Coastal Curiosities) under a garland of leaves and purple flowers Plate 39 Curio's sign (Martha's Vineyard Coastal Curiosities) under a garland of leaves and purple flowers
  • Vineyard Caribbean Cuisine, open sign glowing Plate 40 Vineyard Caribbean Cuisine, open sign glowing
  • Giordano's take-out menu in the window above an Air Conditioned sign Plate 41 Giordano's take-out menu in the window above an Air Conditioned sign
  • Midnight Taco with the patio full and lanterns up Plate 42 Midnight Taco with the patio full and lanterns up
  • Midnight Taco sign framed in paper lanterns Plate 43 Midnight Taco sign framed in paper lanterns
  • The red Pizza To-Take-Out neon in Oak Bluffs, an evening crowd below Plate 44 The red Pizza To-Take-Out neon in Oak Bluffs, an evening crowd below
  • Sharky's neon in the window, a ballgame reflected beside it Plate 45 Sharky's neon in the window, a ballgame reflected beside it
  • Paper lanterns on a campground cottage porch on Grand Illumination day, a big hotel's porches lit behind Plate 46 Paper lanterns on a campground cottage porch on Grand Illumination day, a big hotel's porches lit behind
  • The Island Queen summer schedule board at the dock Plate 47 The Island Queen summer schedule board at the dock
  • The Rhode Island boat boards here: sandwich board at the ramp Plate 48 The Rhode Island boat boards here: sandwich board at the ramp
  • Boarding the Quickwater at the seawall Plate 49 Boarding the Quickwater at the seawall
  • A pale blue 1950s Plymouth parked outside a yellow cottage at dusk Plate 50 A pale blue 1950s Plymouth parked outside a yellow cottage at dusk
  • Aalia's Coffee, a carved wooden sign on the blue shingles Plate 51 Aalia's Coffee, a carved wooden sign on the blue shingles
  • An Oak Bluffs Fireworks banner on a lamppost, though the 2026 show was cancelled Plate 52 An Oak Bluffs Fireworks banner on a lamppost, though the 2026 show was cancelled
  • Vineyard's Ice Cream and Coffee Co. under the Fresh Bagels awning, people on the porch Plate 53 Vineyard's Ice Cream and Coffee Co. under the Fresh Bagels awning, people on the porch
  • A quiet sunny day on an Oak Bluffs beach, the lifeguard stand waiting for the crowd. Plate 54 A quiet sunny day on an Oak Bluffs beach, the lifeguard stand waiting for the crowd.
  • A cyclist on Seaview Avenue passing the Sea View, cars parked along the water Plate 55 A cyclist on Seaview Avenue passing the Sea View, cars parked along the water
  • Seaview Avenue along Ocean Park, cars parked by the water and a ferry at the wharf Plate 56 Seaview Avenue along Ocean Park, cars parked by the water and a ferry at the wharf
  • A cruiser bike outside a candy-colored cottage, hydrangeas in bloom. Plate 57 A cruiser bike outside a candy-colored cottage, hydrangeas in bloom.

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