Martha's Vineyard

Ferry from Woods Hole to Oak Bluffs(45 minutes)

Walk-on passengers never need reservations ($10 one-way). Car ferry requires booking months ahead for summer. Consider leaving your car on the mainland and using bikes and the VTA bus ($1.25/ride)

Check-in and bike rental(1 hour)

Rent a bike near the ferry terminal ($25-40/day). The island is only 32km long — bikes are the best way to explore down-island

Oak Bluffs Gingerbread Cottages(1.5 hours)

300+ colorful Victorian cottages surrounding the Camp Meeting Association tabernacle. Free to walk through. Cottage Museum ($2) shows an original furnished interior. Late August's Grand Illumination Night with Chinese lanterns is magical

Dinner at Nancy's Restaurant(1.5 hours)

On the Oak Bluffs harbor. Lobster roll ($28), raw bar, and harbor sunset views. Casual waterfront dining. Cash bar, cards for food

Bike from Oak Bluffs to Edgartown(45 minutes)

The Beach Road path (10km) is flat and scenic, hugging the coastline. State Beach along the way is perfect for a swim stop

Edgartown walking tour(2 hours)

Stroll North Water Street for the best whaling captain architecture. The 1672 Vincent House (free exterior viewing) is the island's oldest house. Edgartown Lighthouse (free, short harbor walk) has panoramic views

Lunch at Among the Flowers Café(1 hour)

17 Mayhew Ln, Edgartown. Hidden garden café with creative sandwiches ($14-18) and lavender lemonade ($6). Charming and unhurried

Chappy Ferry to Chappaquiddick(2 hours)

$5 two-minute ferry crossing. Bike to Mytoi Japanese garden (free, peaceful) and Cape Poge Wildlife Refuge. The beaches on Chappy are wild, empty, and beautiful

Dinner at Détente(1.5 hours)

Nevin Square, Edgartown. Wine bar with sophisticated small plates ($14-22). The charcuterie board ($28) and local oysters ($3 each) pair perfectly with their wine list

Drive or bus to Aquinnah(45 minutes)

VTA bus from Vineyard Haven ($1.25) or rent a car for the day. The drive through Chilmark's rolling farmland is beautiful

Aquinnah Cliffs (Gay Head)(1.5 hours)

46-meter clay cliffs in red, orange, and white. Free viewpoint ($20 summer parking). Sacred to the Wampanoag tribe. Walk down to Aquinnah Beach below. Gay Head Lighthouse ($5, seasonal) has panoramic views

Lunch at the Aquinnah Shop(45 minutes)

Overlooking the cliffs. Lobster roll ($30), clam chowder ($12). Wampanoag-owned. The view alone is worth the stop

Chilmark General Store(30 minutes)

Classic country store. Pizza ($4/slice), ice cream, and gossip. Where locals gather in the afternoon

Menemsha sunset & lobster(2 hours)

The island's best sunset spot — tiny fishing village facing due west. Grab a lobster roll from Larsen's Fish Market ($28-35) or fried clams from The Bite ($15-22). Arrive 1 hour before sunset for parking. Quintessential Vineyard

Morning at South Beach(2.5 hours)

Wide sandy beach on the south shore with bigger waves. Free. Good body-surfing. Accessible from Edgartown on Katama Road. The 3-mile stretch is never crowded, even in peak summer

Felix Neck Wildlife Sanctuary(2 hours)

350-acre Audubon sanctuary. $6 adults. 6.4km of trails through salt marshes and woodland. Osprey, barn owls, and piping plovers. The nature center has exhibits and guided walks. A peaceful escape

Lunch at Giordano's(1 hour)

18 Lake Ave, Oak Bluffs. No-frills Italian. Fried clam plate ($22), giant slices of pizza ($5). Family-run island institution since 1930

Afternoon at Inkwell Beach(1.5 hours)

Small Oak Bluffs beach with deep cultural significance as a historic gathering place for the African American community. Calm water, town location. Free

Vineyard Haven main street(1.5 hours)

Working harbor, bookshops (Bunch of Grapes is excellent), and the Martha's Vineyard Film Festival center. Less touristy than Oak Bluffs, more real

West Tisbury Farmers Market(1.5 hours)

Wednesday and Saturday mornings at the Grange Hall. Local organic produce, baked goods, handmade crafts, and flowers. A Vineyard tradition. The breakfast vendors are excellent — egg sandwiches ($8)

Lunch at the Scottish Bakehouse(1 hour)

977 State Rd, West Tisbury. Meat pies ($14), sausage rolls ($8), and scones. A hidden gem in the rural center of the island

Polly Hill Arboretum(1.5 hours)

$5. 70 acres of rare trees and shrubs. The winding paths through the dogwood and rhododendron collections are peaceful. Bring a picnic blanket

Dinner at State Road Restaurant(1.5 hours)

688 State Rd, West Tisbury. Farm-to-table with a serious wine list. Local striped bass ($34), island-raised lamb ($38). Reservations essential in summer

Morning sail from Edgartown(2 hours)

Mad Max Sailing ($85/person) or Catboat Charters ($120/person) for a 2-hour sail around Edgartown harbor and the outer harbor. Seals, ospreys, and the lighthouse from the water

Oyster tasting at Cottage City Oysters(1 hour)

At Dockside Marketplace, Oak Bluffs. Local oysters ($3 each) grown in Sengekontacket Pond. Pair with a glass of rosé. The freshest shellfish on the island

Lunch at The Black Dog Tavern(1.5 hours)

Beach Street Extension, Vineyard Haven. Island institution since 1971. Clam chowder ($12), fish and chips ($22). The harbor-view deck fills up — arrive by 11:30AM

Afternoon at Lambert's Cove Beach(2 hours)

West Tisbury. One of the Vineyard's most beautiful beaches — calm water, shaded by trees. Town beach stickers required in summer ($40/week at the West Tisbury town hall) or walk in

Dinner at l'Étoile(2 hours)

22 N Water St, Edgartown. The Vineyard's most acclaimed fine dining. Contemporary French with local ingredients. Tasting menu ($125). Garden terrace seating in summer. Reservations essential

Sunrise at Edgartown Lighthouse(1 hour)

Walk out to the lighthouse at dawn. The harbor is still, fishing boats are heading out, and the light is golden

Breakfast at Linda Jean's(1 hour)

25 Circuit Ave, Oak Bluffs. Classic American diner. Blueberry pancakes ($12), corned beef hash ($14). No frills, big portions. Cash only

Last-minute shopping on Circuit Avenue(45 minutes)

The Vineyard's main shopping street. Pick up Black Dog merchandise (the iconic logo), saltwater taffy from Murdick's Fudge ($12/box), or local honey from Morning Glory Farm ($10)

Ferry back to Woods Hole(1 hour)

Walk-on passengers don't need reservations. Grab a window seat for the harbor view as the island recedes

Ferry to Oak Bluffs(45 minutes)

Walk-on, no reservation needed. Consider leaving car on mainland — bikes and VTA bus ($1.25) work great

Bike rental and check-in(1 hour)

$25-40/day near ferry. Island is 32km long

Gingerbread Cottages(1.5 hours)

300+ colorful Victorians. Cottage Museum ($2). Free to walk. Grand Illumination Night in late August

Dinner at Nancy's(1.5 hours)

Harbor-side. Lobster roll ($28), raw bar, sunset views

Bike to Edgartown via Beach Road(45 minutes)

10km flat coastal path. Swim stop at State Beach

Edgartown walking tour(2 hours)

North Water Street captains' homes, 1672 Vincent House, Edgartown Lighthouse (free)

Lunch at Among the Flowers(1 hour)

Hidden garden café. Sandwiches ($14-18), lavender lemonade ($6)

Chappy Ferry to Chappaquiddick(2 hours)

$5 crossing. Mytoi garden (free), Cape Poge Wildlife Refuge. Wild, empty beaches

Dinner at Détente(1.5 hours)

Wine bar. Small plates ($14-22), local oysters ($3 each)

Aquinnah Cliffs(1.5 hours)

46m clay cliffs. Free viewpoint ($20 parking). Wampanoag sacred site. Gay Head Lighthouse ($5)

Lunch at Aquinnah Shop(45 minutes)

Cliff-top. Lobster roll ($30), chowder ($12). Wampanoag-owned

Chilmark General Store(30 minutes)

Pizza ($4/slice), ice cream. Local gathering spot

Menemsha sunset & lobster(2 hours)

Best sunset spot. Larsen's lobster roll ($28-35) or The Bite fried clams ($15-22). Arrive 1 hour early for parking

South Beach(2.5 hours)

Wide sandy beach. Good body-surfing. Free. 3-mile stretch, never crowded

Felix Neck Wildlife Sanctuary(2 hours)

$6. 6.4km trails through salt marshes. Osprey, barn owls. Nature center

Lunch at Giordano's(1 hour)

Oak Bluffs. Fried clam plate ($22), pizza ($5/slice). Since 1930

Inkwell Beach(1.5 hours)

Historic African American beach in Oak Bluffs. Calm water. Free

Vineyard Haven(1.5 hours)

Working harbor, Bunch of Grapes bookshop

West Tisbury Farmers Market(1.5 hours)

Wed & Sat at Grange Hall. Local produce, baked goods, egg sandwiches ($8)

Lunch at Scottish Bakehouse(1 hour)

Meat pies ($14), sausage rolls ($8). Hidden gem

Polly Hill Arboretum(1.5 hours)

$5. 70 acres of rare trees. Peaceful winding paths

Dinner at State Road Restaurant(1.5 hours)

Farm-to-table. Local striped bass ($34), island lamb ($38)

Morning sail from Edgartown(2 hours)

Mad Max Sailing ($85). 2-hour harbor and outer harbor sail

Oyster tasting(1 hour)

Cottage City Oysters at Dockside, Oak Bluffs. Local oysters ($3 each)

Lunch at Black Dog Tavern(1.5 hours)

Vineyard Haven. Chowder ($12), fish and chips ($22). Since 1971

Lambert's Cove Beach(2 hours)

West Tisbury. Beautiful, calm, shaded. Town sticker required ($40/week)

Dinner at l'Étoile(2 hours)

Edgartown. French fine dining. Tasting menu ($125). Garden terrace

Kayak Sengekontacket Pond(2 hours)

Rent from Island Spirit Kayak ($40/half-day). Calm tidal pond between Oak Bluffs and Edgartown. Osprey, herons, hermit crabs on the sandbars

Long Point Wildlife Refuge(2 hours)

Trustees property. $8 entry. Trails through grasslands to a pristine south-shore beach. Swimming, birding, and solitude. One of the island's most beautiful and least-visited spots

Lunch at Backdoor Donuts(30 minutes)

5 Post Office Sq, Oak Bluffs. Famous apple fritters ($6) fried to order. The line is long but moves fast. A Vineyard institution — the fritters are enormous and addictive

Afternoon at Joseph Sylvia State Beach(2 hours)

The beach between Oak Bluffs and Edgartown along the bike path. Calm, shallow water — perfect for families. The Jaws bridge is at the Edgartown end (yes, they filmed here)

Dinner at The Lookout Tavern(1.5 hours)

8 Seaview Ave, Oak Bluffs. Harbor views, sushi and seafood. Lobster sushi roll ($22), poke bowl ($18). Rooftop bar

Hy-Line ferry to Nantucket(2.5 hours)

Departs Oak Bluffs (seasonal). $42 one-way. Or from Hyannis (1 hour, $43). Book ahead in summer

Nantucket town walk(2 hours)

Cobblestone Main Street, the Whaling Museum ($28 — outstanding), and the quaint shops. The architecture is more uniform than the Vineyard — grey-shingled everything

Lunch at Something Natural(1 hour)

50 Cliff Rd. Legendary sandwiches on Portuguese bread ($14-16). The herb garden bread is famous. Bring cash

Afternoon at Surfside Beach(1.5 hours)

Bike (rental $30/day) 3 miles to Nantucket's best swimming beach. Wide sand, rolling waves. Free

Return ferry and dinner at The Port Hunter(2.5 hours)

Evening ferry back. Dinner at The Port Hunter in Edgartown — modern American. Fried chicken ($24), craft cocktails ($14)

Half-day fishing charter from Menemsha(4 hours)

Captain Tyler Smits or Skipper Fishing Charters ($600-800 for boat, up to 6 people). Striped bass, bluefish, and bonito depending on season. All gear provided. The Menemsha fleet is the real deal — working fishermen

Morning Glory Farm(1 hour)

120 Meshacket Rd, Edgartown. The island's premier farm stand. Local strawberries, corn, tomatoes (seasonal), homemade pies ($14), and their famous kitchen meals ($12-16). Cash preferred

Lunch of your fresh catch(1.5 hours)

If you caught fish, many rental properties have grills. Grill your striped bass with lemon, butter, and herbs from Morning Glory Farm. The ultimate Vineyard meal

Afternoon at Cedar Tree Neck Sanctuary(1.5 hours)

Free Sheriff's Meadow Foundation property in West Tisbury. 2.5km trail through beech forest to a rocky beach with views of the Elizabeth Islands. Less visited, peaceful

Dinner at Atria(1.5 hours)

137 Main St, Edgartown. Upscale seasonal American. Pan-roasted halibut ($38), duck breast ($36). Porch seating on Main Street

Late breakfast at Art Cliff Diner(1 hour)

39 Beach Rd, Vineyard Haven. Tiny diner with massive portions. Huevos rancheros ($16), banana walnut pancakes ($14). Cash only. Opens at 8AM — line forms by 8:15

Browse Edgartown bookshops and galleries(1.5 hours)

Edgartown Books (44 Main St) and the Old Sculpin Gallery (waterfront art by Vineyard artists). The gallery is free and has rotating exhibitions

Afternoon at Bend-in-the-Road Beach(2 hours)

Oak Bluffs. Small, calm, family-friendly. Close to town with easy bike access. Free

Back Door Donuts (again)(30 minutes)

You know you want another apple fritter

Dinner at The Newes from America(1.5 hours)

Kelley House, Edgartown. Colonial pub in a 1742 building. Wood-fired pizzas ($16-20), craft beer, and a warm atmosphere

Chappy Ferry and drive to Wasque(45 minutes)

$5 ferry + own vehicle or rented Jeep. Sandy roads require 4WD with aired-down tires

Cape Poge Wildlife Refuge(3 hours)

Trustees property. Guided natural history tour ($40/person, 1.5 hours) in an open-air vehicle along the barrier beach. Cape Poge Lighthouse (1893), seabird nesting grounds, and the best fishing beach on the island

Beach time at Wasque Point(2 hours)

Strong currents — swim only when calm. But the beach is dramatic — where Nantucket Sound meets the Atlantic. Great surf-casting spot

Lunch at The Chappy Store(30 minutes)

Basic supplies, sandwiches, and cold drinks. The only store on Chappaquiddick. Cash

Return and dinner at Sharky's Cantina(1.5 hours)

31 Circuit Ave, Oak Bluffs. Mexican with a Vineyard twist. Fish tacos ($16), margaritas ($12). Lively atmosphere

Granary Gallery(1 hour)

636 Old County Rd, West Tisbury. In a red barn. Paintings, photography, and sculpture by Vineyard artists and national names. Free. One of New England's best galleries

Field Gallery(45 minutes)

1050 State Rd, West Tisbury. Whimsical white dancing figures by Tom Maley on the lawn — the Vineyard's most photographed art. Gallery inside has rotating shows. Free

Lunch at Chilmark Tavern(1.5 hours)

9 State Rd, Chilmark. Local-catch fish sandwiches ($18), burgers ($16). Outdoor seating in the shade. Locals-only vibe

Martha's Vineyard Playhouse(2 hours)

24 Church St, Vineyard Haven. Professional summer theater. Tickets $30-50. Check the schedule — the quality rivals off-Broadway

Dinner at The Red Cat Kitchen(1.5 hours)

688 State Rd, West Tisbury. Intimate bistro in a farmhouse. Grilled swordfish ($34), duck confit ($32). BYOB (no corkage fee). Reservations essential

Morning at your favorite beach(2 hours)

South Beach, Lambert's Cove, or Menemsha — wherever felt most like your island

Clam chowder tour(1.5 hours)

Every restaurant does it differently. Try the Aquinnah Shop, Black Dog, and Nancy's versions in one day and pick your champion

Afternoon bike ride(1.5 hours)

One last ride on the Beach Road between Oak Bluffs and Edgartown. The salt air, the ocean views, the warm road

Farewell sunset at Menemsha(1.5 hours)

One more lobster roll, one more sunset. Larsen's Fish Market

Final dinner at The Oyster Bar(1.5 hours)

79 Beach Rd, Vineyard Haven. Local oysters, grilled catch, waterfront. A fitting farewell

Sunrise at Edgartown Lighthouse(1 hour)

Harbor at dawn. Fishing boats heading out. Golden light

Breakfast at Linda Jean's(1 hour)

Circuit Ave, Oak Bluffs. Blueberry pancakes ($12). Cash only

Last shopping on Circuit Avenue(45 minutes)

Black Dog merchandise, Murdick's Fudge ($12/box), Morning Glory Farm honey ($10)

Ferry to Woods Hole(1 hour)

Walk-on, no reservation needed. Window seat for the farewell harbor view

Ferry to Oak Bluffs(45 minutes)

Walk-on, no reservation needed. Leave car on mainland

Bike rental and check-in(1 hour)

$25-40/day. Island is 32km long

Gingerbread Cottages(1.5 hours)

300+ colorful Victorians. Cottage Museum ($2). Free to walk

Dinner at Nancy's(1.5 hours)

Harbor-side. Lobster roll ($28), sunset views

Bike to Edgartown via Beach Road(45 minutes)

10km flat coastal path. Swim at State Beach

Edgartown walking tour(2 hours)

North Water Street, Vincent House (1672), Edgartown Lighthouse

Lunch at Among the Flowers(1 hour)

Garden café. Sandwiches ($14-18), lavender lemonade

Chappy Ferry(2 hours)

$5. Mytoi garden, Cape Poge. Empty beaches

Dinner at Détente(1.5 hours)

Wine bar. Small plates ($14-22), oysters ($3)

Aquinnah Cliffs(1.5 hours)

46m clay cliffs. Free viewpoint ($20 parking). Gay Head Lighthouse ($5)

Lunch at Aquinnah Shop(45 minutes)

Cliff-top. Lobster roll ($30). Wampanoag-owned

Chilmark General Store(30 minutes)

Pizza ($4/slice), ice cream

Menemsha sunset & lobster(2 hours)

Larsen's ($28-35) or The Bite ($15-22). Arrive 1 hour early

South Beach(2.5 hours)

Wide, never crowded. Good body-surfing. Free

Felix Neck Wildlife Sanctuary(2 hours)

$6. Salt marsh trails. Osprey, barn owls

Lunch at Giordano's(1 hour)

Fried clam plate ($22). Since 1930

Inkwell Beach(1.5 hours)

Historic Oak Bluffs beach. Calm water. Free

Vineyard Haven(1.5 hours)

Bunch of Grapes bookshop, working harbor

Farmers Market(1.5 hours)

Wed & Sat at Grange Hall. Produce, baked goods

Lunch at Scottish Bakehouse(1 hour)

Meat pies ($14), sausage rolls ($8)

Polly Hill Arboretum(1.5 hours)

$5. 70 acres of rare trees

Dinner at State Road(1.5 hours)

Farm-to-table. Striped bass ($34), lamb ($38)

Morning sail(2 hours)

Mad Max Sailing ($85). Edgartown harbor

Oyster tasting(1 hour)

Cottage City Oysters. Local oysters ($3 each)

Lunch at Black Dog Tavern(1.5 hours)

Chowder ($12), fish and chips ($22). Since 1971

Lambert's Cove Beach(2 hours)

Beautiful, calm, shaded. Town sticker ($40/week)

Dinner at l'Étoile(2 hours)

Fine dining. Tasting menu ($125). Garden terrace

Kayak Sengekontacket Pond(2 hours)

Island Spirit Kayak ($40/half-day). Osprey, herons, sandbars

Long Point Wildlife Refuge(2 hours)

$8. Pristine south-shore beach. Solitude

Lunch at Backdoor Donuts(30 minutes)

Apple fritters ($6). Line moves fast. Enormous, addictive

Joseph Sylvia State Beach(2 hours)

Along the bike path. Calm, shallow. Jaws bridge at Edgartown end

Dinner at Lookout Tavern(1.5 hours)

Harbor views. Lobster sushi roll ($22). Rooftop bar

Hy-Line ferry to Nantucket(2.5 hours)

From Oak Bluffs (seasonal) or Hyannis. $42 one-way. Book ahead

Nantucket town and Whaling Museum(2 hours)

Cobblestone Main Street. Whaling Museum ($28). Grey-shingled architecture

Lunch at Something Natural(1 hour)

Sandwiches on Portuguese bread ($14-16). Cash

Surfside Beach(1.5 hours)

Bike 3 miles. Wide sand, rolling waves. Free

Return ferry and dinner(2.5 hours)

Port Hunter in Edgartown. Fried chicken ($24)

Fishing charter from Menemsha(4 hours)

$600-800 for boat (up to 6). Striped bass, bluefish. All gear provided

Morning Glory Farm(1 hour)

Local produce, pies ($14), kitchen meals ($12-16)

Grill your catch(1.5 hours)

Ultimate Vineyard meal — fresh-caught striped bass with farm herbs

Cedar Tree Neck Sanctuary(1.5 hours)

Free. 2.5km trail to rocky beach. Elizabeth Islands views

Dinner at Atria(1.5 hours)

Halibut ($38), duck ($36). Main Street porch seating

Breakfast at Art Cliff Diner(1 hour)

Vineyard Haven. Huevos rancheros ($16). Cash only. Line from 8:15AM

Bookshops and galleries(1.5 hours)

Edgartown Books, Old Sculpin Gallery (free)

Bend-in-the-Road Beach(2 hours)

Oak Bluffs. Small, calm, family-friendly. Free

Dinner at Newes from America(1.5 hours)

Colonial pub in 1742 building. Pizzas ($16-20), craft beer

Chappy Ferry and Wasque drive(45 minutes)

$5 ferry. 4WD with aired-down tires for sandy roads

Cape Poge Wildlife Refuge tour(3 hours)

Trustees guided tour ($40). Lighthouse, seabird nesting, best fishing beach

Wasque Point beach(2 hours)

Where Sound meets Atlantic. Dramatic, strong currents

Lunch at Chappy Store(30 minutes)

Only store on Chappaquiddick. Sandwiches. Cash

Dinner at Sharky's Cantina(1.5 hours)

Oak Bluffs. Fish tacos ($16), margaritas ($12)

Granary Gallery(1 hour)

Red barn in West Tisbury. Paintings, sculpture. Free

Field Gallery(45 minutes)

White dancing figures on lawn. Free. Most photographed Vineyard art

Lunch at Chilmark Tavern(1.5 hours)

Fish sandwiches ($18), burgers ($16). Locals vibe

Martha's Vineyard Playhouse(2 hours)

Professional theater. Tickets $30-50. Off-Broadway quality

Dinner at Red Cat Kitchen(1.5 hours)

Farmhouse bistro. Swordfish ($34). BYOB. Reservations essential

Clamming trip(2.5 hours)

Menemsha Pond or Katama Bay. Town shellfish permits ($30-50/week) from Town Hall. A bucket, a rake, and knee-deep water. The Vineyard's most authentic experience. Ask your hotel or a local for tips on where to dig

Cooking class at MV Kitchen(2.5 hours)

Seasonal workshops ($75-100) focusing on local seafood. Learn to shuck oysters, prepare chowder from scratch, and steam clams properly. Small groups. Book 1 week ahead

Late lunch at Offshore Ale(1 hour)

30 Kennebec Ave, Oak Bluffs. Vineyard's only brew pub. Amber ale ($7), fish and chips ($18)

Evening bonfire at South Beach(2 hours)

Permitted bonfires on the beach (check current rules). Bring marshmallows, a blanket, and your clam-haul stories. Stars are incredible with no light pollution

Cranberry Bog walk(1.5 hours)

The Trustees' property off State Road in West Tisbury. Free. Walk the boardwalk around the working cranberry bog. In September-October, the bogs flood red for harvest — spectacular. Off-season, the bog and surrounding woodland are peaceful

Alley's General Store(30 minutes)

1045 State Rd, West Tisbury. Operating since 1858. The oldest general store on the Vineyard. Snacks, sandwiches, and the front porch is a gathering spot for locals reading the paper

Lunch at 7a Foods(1 hour)

1045 State Rd, West Tisbury (next to Alley's). Korean-inspired farm-to-table. Bibimbap bowl ($16), kimchi fries ($12). Unexpectedly excellent

Afternoon at Lucy Vincent Beach(2 hours)

Chilmark's most famous beach — dramatic clay cliffs. Residents-only in summer (need Chilmark sticker $100/week), but accessible in shoulder season. The cliffs glow in afternoon light

Dinner at Beach Plum Inn(2 hours)

50 Beach Plum Ln, Menemsha. Fine dining with harbor sunset views. Pre-fixe menu ($95). Locally sourced seafood and produce. The setting is unforgettable

Brunch at Behind the Bookstore(1 hour)

35 Main St, Edgartown. Hidden patio café. Avocado toast ($14), smoothie bowls ($12). Quiet, charming

Read in a hammock(3 hours)

The Vineyard was made for this. Bring the book you bought at Bunch of Grapes

Evening at Lure Grill(1.5 hours)

The Winnetu Resort, Edgartown. Clam bake for two ($98) — lobsters, mussels, corn, potatoes. Ocean views

Edgartown Lighthouse(30 minutes)

Harbor walk. Free exterior. The prettiest setting

Cape Poge Lighthouse(1.5 hours)

Via Chappy Ferry. Trustees property. Accessible by 4WD or guided tour

East Chop Lighthouse(30 minutes)

Oak Bluffs. Open for Sunday evening sunset tours in summer ($5). Views across the sound

West Chop Lighthouse(30 minutes)

Vineyard Haven. Visible from the road. The white tower against blue sky is classic New England

Lunch at The Net Result(1 hour)

79 Beach Rd, Vineyard Haven. Fish market and raw bar. The best lobster roll on the island ($32), eaten at the outdoor picnic tables

Gay Head Lighthouse(1 hour)

Aquinnah. $5 seasonal entry. The most dramatic setting — atop the clay cliffs

Dinner at Outermost Inn(1.5 hours)

81 Lighthouse Rd, Aquinnah. Chef's prix fixe ($80) with local catch and produce. BYOB. Stunning hilltop ocean views. Reservations only

SUP in Menemsha Pond(2 hours)

Wind's Up! in Vineyard Haven rents SUPs ($50/half-day). The calm pond waters are perfect for beginners. Paddle past osprey nests and through tidal channels

Lunch at Larsen's Fish Market(1 hour)

Menemsha. Lobster, shrimp, and clam plates ($15-28) eaten on the dock

Martha's Vineyard wine tasting(1.5 hours)

The island has several small vineyards. Visit the OBG Winery tasting room in Oak Bluffs or Chicama Vineyards for local wines. Tastings $12-15

Dinner at Garde East(1.5 hours)

69 Main St, Vineyard Haven. Modern waterfront restaurant in a restored bank building. Seasonal small plates ($14-24), craft cocktails ($14). The raw bar is excellent

Morning routine(2 hours)

Coffee at Mocha Mott's in Vineyard Haven ($5 pour-over), then whatever calls to you

Revisit your favorite beach(3 hours)

One more long beach day

Dinner at Alchemy(1.5 hours)

71 Main St, Edgartown. Bistro with creative cocktails. Pan-seared scallops ($34), burrata salad ($18)

Photography walk through Edgartown(2 hours)

Morning light on the white clapboard houses. The lighthouse, the harbor, the widow's walks. Bring your best camera

Martha's Vineyard Museum(1.5 hours)

151 Lagoon Pond Rd, Vineyard Haven. $18 adults. Excellent exhibits on whaling history, Wampanoag culture, and island life. The Fresnel lens from the Gay Head Lighthouse is here

Lunch at Little House Café(1 hour)

Beach Road, Vineyard Haven. Overlooking the harbor. Crab cakes ($22), lobster BLT ($24)

Afternoon at Chilmark Cemetery(30 minutes)

Abel's Hill Cemetery where John Belushi is buried. Visitors leave bottles and notes. A curious and peaceful spot surrounded by farmland

Dinner at The Covington(1.5 hours)

8 Seaview Ave, Oak Bluffs. New American with local ingredients. Grilled catch ($32), heirloom tomato salad ($16)

Morning at favorite beach(2 hours)

One final swim in the waters you've come to love

Clam chowder at your champion(1 hour)

By now you've found the best chowder on the island. Have it one more time

Bike ride on Beach Road(1 hour)

Salt air, ocean views. The ride that defines the Vineyard

Farewell sunset at Menemsha(1.5 hours)

Lobster roll. Sunset. Applause as the sun disappears. A Vineyard tradition

Farewell dinner at l'Étoile(2 hours)

Edgartown. Tasting menu ($125). Garden terrace. The perfect ending

Sunrise at Edgartown Lighthouse(1 hour)

Golden light, still harbor, fishing boats heading out

Breakfast at Linda Jean's(1 hour)

Blueberry pancakes ($12). Cash only

Last shopping(45 minutes)

Black Dog merchandise, Murdick's Fudge ($12), farm honey ($10)

Ferry to Woods Hole(1 hour)

Walk-on. Window seat. Watch the island recede