Alex & Samantha

Saturday, September 6, 2025 • Edgartown, MA
149 Days To Go!

Alex & Samantha

Saturday, September 6, 2025 • Edgartown, MA
149 Days To Go!

Things to Do

Coffee & Breakfast

Rosewater Market

Picture of Rosewater Market
20 S Summer St, Edgartown, MA 02539, USA

Sam's favorite spot for a coffee or delicious vanilla latte.

Espresso Love

Picture of 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

Picture of 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

Picture of 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

Picture of 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

Picture of 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

Picture of Nancy's Restaurant
29 Lake Ave, Oak Bluffs, MA 02557, USA

Mudslides. With a view.

Atlantic fish & Chop House

2 Main St, Edgartown, MA 02539, USA

Martinis at the marble bar. People-watch the night away.

Pelican Club

Picture of 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

Picture of 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

Picture of 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

Picture of 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

Picture of 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

Picture of 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

Picture of 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