Anna's Harborside Grille

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Anna's Harborside Grille Cathedral ceilings give way to an exposed kitchen where customers watch with curiosity as dinner is being prepared. We hope to see you soon!

Perhaps itโ€™s the smell of fresh herbs and spices being used for tonightโ€™s dinner special or the intimate setting where patrons are engaged in conversation while enjoying one of our signature martini drinks. The outside patio is immersed with summer and there are ocean views as far as the eyes can see. However at its core, Annaโ€™s Harborside Grille is more than just dining. In fact, it is an opportunity to slow down from the fast pace of life and take time to fully enjoy homemade authentic Greek Cuisine and Contemporary American Fare with family and friendsโ€ฆand very similar to how Anna herself hosted dinner at her own home.

Join us for a Tailgate-in the Heated Tent..
10/11/2026

Join us for a Tailgate-in the Heated Tent..

Saturday nights are for good music, great drinks, and a little something sweet! ๐Ÿธ๐ŸŽถ๐—ก๐—ถ๐—ด๐—ต๐˜๐—ฐ๐—ฎ๐—ฝ๐˜€ ๐—ฎ๐˜ ๐—”๐—ป๐—ป๐—ฎ'๐˜€ continues today Sa...
10/10/2026

Saturday nights are for good music, great drinks, and a little something sweet! ๐Ÿธ๐ŸŽถ

๐—ก๐—ถ๐—ด๐—ต๐˜๐—ฐ๐—ฎ๐—ฝ๐˜€ ๐—ฎ๐˜ ๐—”๐—ป๐—ป๐—ฎ'๐˜€ continues today Saturday, October 10th, with live music from ๐—•๐—ฟ๐—ถ๐—ฎ๐—ป ๐——๐˜‚๐—ฐ๐—ต๐—ฎ๐—ป๐—ฒ๐˜† from 8:30โ€“11:30 PM!

Whether you're wrapping up dinner or just looking for a fun way to spend your Saturday evening, Anna's is the place for martini flights, w**e, delicious desserts, and some great live music.

Who needs to head into Boston when you can enjoy a night like this right here in Plymouth? ๐Ÿฅ‚

Friday nights just got a little better at Anna's! ๐Ÿธ๐ŸŽถJoin us tonight for ๐—ก๐—ถ๐—ด๐—ต๐˜๐—ฐ๐—ฎ๐—ฝ๐˜€ ๐—ฎ๐˜ ๐—”๐—ป๐—ป๐—ฎ'๐˜€ featuring live music from ๐—ž๐—ฒ...
10/09/2026

Friday nights just got a little better at Anna's! ๐Ÿธ๐ŸŽถ

Join us tonight for ๐—ก๐—ถ๐—ด๐—ต๐˜๐—ฐ๐—ฎ๐—ฝ๐˜€ ๐—ฎ๐˜ ๐—”๐—ป๐—ป๐—ฎ'๐˜€ featuring live music from ๐—ž๐—ฒ๐—ป ๐— ๐—ผ๐—ป๐˜๐—ฒ๐—ถ๐—ฟ๐—ผ from 8:30โ€“11:30 PM!

Unwind after a long week with martini flights, a glass of w**e, something sweet, and some great live music. It's the perfect way to wrap up dinner or keep your Friday night going a little longer.

No need to head into Boston for a great night out. We've got you covered right here in Plymouth! ๐Ÿฅ‚

Looking for somewhere to go after dinner on the weekend??.. In a relaxed vibe with no rush .. live music .. late ni...
10/08/2026

Looking for somewhere to go after dinner on the weekend??..
In a relaxed vibe with no rush .. live music .. late night apps, pastries and several martini options..

Stop on over anytime Friday & Saturday nights.. 8:30 pm.

Annaโ€™s Harborside
145 Water Street
Plymouth, Mass

This weekend our featured artists are :

Mr Ken Monteiro this Friday Oct 9 th

Mr Brian Duchaney this Saturday Oct 10 th

Reminder: TONIGHT is Ladies Night here at Anna's!
10/08/2026

Reminder: TONIGHT is Ladies Night here at Anna's!

Ladies Night is back at Anna's Harborside! ๐ŸทโœจJoin us every Thursday from 4โ€“9PM for a Mediterranean charcuterie board wit...
10/07/2026

Ladies Night is back at Anna's Harborside! ๐Ÿทโœจ

Join us every Thursday from 4โ€“9PM for a Mediterranean charcuterie board with mixed cheeses, vegetables, hummus, tzatziki and pita, plus a bottle of w**e from our Ladies Night w**e list โ€” all for $40.

Grab the girls, settle in by the harbor, and make a night of it!

Start the weekend off early.. this Thursday night 4-9 pm **e ๐Ÿ’ƒ
10/07/2026

Start the weekend off early.. this Thursday night 4-9 pm
**e ๐Ÿ’ƒ

10/06/2026
Starting tonight!!!!
10/06/2026

Starting tonight!!!!

Monday night plans? We've got you covered ๐Ÿป๐Ÿง Trivia kicks off tonight at ๐Ÿณ๐—ฃ๐—  at Anna's! Grab your crew, order up some gre...
10/05/2026

Monday night plans? We've got you covered ๐Ÿป๐Ÿง 

Trivia kicks off tonight at ๐Ÿณ๐—ฃ๐—  at Anna's! Grab your crew, order up some great food and drinks, and see who actually knows all those random facts they've been storing away.

Good food, cold drinks, a little friendly competition and plenty of laughs โ€” see you tonight! ๐ŸŽ‰

Address

145 Water Street
Plymouth, MA
02360

Opening Hours

Monday 4pm - 9pm
Wednesday 11:30am - 9pm
Thursday 11:30am - 9pm
Friday 11:30am - 10pm
Saturday 11:30am - 10pm
Sunday 11:30am - 9pm

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