I’ve spent some truly memorable evenings dining around Annapolis, and I wanted to share a few of my favorite spots with you. If you’re anything like me, you’ll love the farm-to-table flavors, the romantic settings, and the genuinely friendly staff that make each visit special. Whether you’re planning a date night or just treating yourself, these are the places I always recommend.

Unique Romantic Restaurants in Annapolis, Maryland:

Savor Farm-to-Table Flavors at Vin 909

Vin 909

Savor Farm-to-Table Flavors at Vin 909

- Savor Farm-to-Table Flavors at Vin 909

If You Love Fresh Seafood, Then Dock at Boatyard Bar & Grill

Boatyard Bar & Grill

If You Love Fresh Seafood, Then Dock at Boatyard Bar & Grill

- If You Love Fresh Seafood, Then Dock at Boatyard Bar & Grill

Start Your Day Right with Comfort Eats at Iron Rooster

Iron Rooster

Start Your Day Right with Comfort Eats at Iron Rooster

- Start Your Day Right with Comfort Eats at Iron Rooster

Indulge in Italian Classics at Carpaccio Tuscan Kitchen and Wine Bar

Carpaccio Tuscan Kitchen and Wine Bar

Indulge in Italian Classics at Carpaccio Tuscan Kitchen and Wine Bar

- Indulge in Italian Classics at Carpaccio Tuscan Kitchen and Wine Bar

Raise a Glass and Feast at Galway Bay Irish Pub

Galway Bay Irish Pub

Raise a Glass and Feast at Galway Bay Irish Pub

- Raise a Glass and Feast at Galway Bay Irish Pub

Dive Into Fresh Flavor at Mason’s Famous Lobster Rolls

Mason’s Famous Lobster Rolls

Dive Into Fresh Flavor at Mason’s Famous Lobster Rolls

- Dive Into Fresh Flavor at Mason’s Famous Lobster Rolls