Alex & Samantha
Saturday, September 6, 2025 • Edgartown, MA
56 Days To Go!
Alex & Samantha
Saturday, September 6, 2025 • Edgartown, MA
56 Days To Go!
Coffee & Breakfast
Rosewater Market


20 S Summer St, Edgartown, MA 02539, USA
Sam's favorite spot for a coffee or delicious vanilla latte.
Espresso Love


17 Church St, Edgartown, MA 02539, USA
Alex's favorite spot for a coffee, a breakfast sandwich, or a blueberry scone to sit and enjoy in the garden out back.
P.S. They have asiago bagels
The Black Dog Tavern


20 Beach Street Extension, Vineyard Haven, MA 02568, USA
Great classic breakfast with a view of the water and Black Dog Tall Ships.
Lunch Spots
Behind the Bookstore
46 Main St, Edgartown, MA 02539, USA
Fresh classic fare sourced locally on the island served on an airy patio behind Edgartown Books on Main Street.
The Seafood Shanty


31 Dock St, Edgartown, MA 02539, USA
New England bar food with exceptional views of Edgartown Harbor and tasty drinks that remind you to be on island-time.
Among the Flowers Cafe
17 Mayhew Ln, Edgartown, MA 02539, USA
Quaint cafe for breakfast or lunch with a patio bedecked in seasonal blooms.
Nomans
15 Island Inn Rd, Oak Bluffs, MA 02557, USA
Fun spot for food and drinks on expansive patio with lawn games and live music for entertainment.
Dinner
The Port Hunter


55 Main St, Edgartown, MA 02539, USA
Prime location in the heart of Edgartown for seafood, raw bar, creative cocktails, and a lively atmosphere.
Atlantic fish & Chop House
2 Main St, Edgartown, MA 02539, USA
Bettini Restaurant


Harbor View Hotel, 131 N Water St, Edgartown, MA 02539, USA
Fine dining serving elevated surf and turf menu with a Martha's Vineyard flair. Excellent service and views of Edgartown Light.
Alchemy Bistro & Bar
71 Main St, Edgartown, MA 02539, USA
High end American bistro and craft cocktail bar. Voted best cocktails on the island for over a decade.
Cocktails
Nancy's Restaurant


29 Lake Ave, Oak Bluffs, MA 02557, USA
Atlantic fish & Chop House
2 Main St, Edgartown, MA 02539, USA
Martinis at the marble bar. People-watch the night away.
Pelican Club


6 Kelly St, Edgartown, MA 02539, USA
(508) 627-6336
Outdoor cocktail lounge with good vibes, sushi, and small bites.
Bad Martha Farmer's Brewery & Pizzeria


270 Upper Main St #5932, Edgartown, MA 02539
Top notch spot for casual pizza, pretzels, and island-brewed craft beers. Sam & Alex's choice for best pizza on island.
Beaches
State Beach / Jaws Bridge (yes, from the movie!)
267-125 Seaview Ave, Edgartown, MA 02539, USA
South Beach
555 Katama Rd, Edgartown, MA 02539
Aquinnah Cliffs & Beaches


31 Aquinnah Cir, Aquinnah, MA 02535, USA
Lighthouses
Edgartown Harbor Lighthouse
121 N Water St, Edgartown, MA 02539, USA
Gay Head Light


15 Aquinnah Cir, Aquinnah, MA 02535, USA
East Chop Lighthouse
229 E Chop Dr, Vineyard Haven, MA 02568, USA
Shops & Galleries
Portobello Road
4 Dock St, Edgartown, MA 02539, USA
(508) 627-4276
Excellent spot to rifle through curios, antiques, and books.
Old Sculpin Gallery


58 Dock St, Edgartown, MA 02539, USA
(508) 627-4881
Ramshackle old sail loft and boat-builder's shed now home to art gallery supporting and displaying local artists. Definitely worth a stop as you explore downtown.
SALTE
6 S Water St, Edgartown, MA 02539, USA
(508) 939-4123
Home and lifestyle shop inspired by all things ocean.
Katama General Store


170 Katama Rd, Edgartown, MA 02539, USA
Charming and relaxing general store on the way to South Beach. If walking or biking to South Beach in Katama, be sure to stop in for provisions. Surprisingly good gourmet sandwiches, pizza, lobster rolls, and drink selection.
Kismet Outfitters
204 Upper Main St, Edgartown, MA 02539, USA
(774) 549-5921
Fishing gear, surf, and apparel shop. Friendly staff. Owned by local fishing guide and yogi Capt. Abbie Schuster.
Rentals & Charters
Wheel Happy Bicycle Shop
8 S Water St, Edgartown, MA 02539, USA
(508) 627-5928
Catboat Charters


Box 2652, 1 Dock St, Edgartown, MA 02539, USA
(508) 524-6903
The Black Dog Tall Ships
20 Beach Street Extension, Vineyard Haven, MA 02568, USA
(508) 693-1699