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Annapolitans - Are you looking for a weekend getaway? Theatre and Arts? A place to daytrip? Something new to do? Here's a list that will give you ideas for things to do in Annapolis, and all around Annapolis. Enjoy!

Kent Island Beach House Rentals - Click Here!

Kent Island Beach House - Stevensville MD 21666 - 410-984-7618 / Email:
Family-friendly Vacation Rentals overlooking the Chesapeake Bay across from Kentmorr Restaurant and Tiki Bar, Beach, and Marina. Only 20 minutes from Annapolis, but a world away. Read our reviews on


Talbot County - "Escape to Talbot County" is their logo and for good reason. Renowned galleries and museums, award-winning restaurants, and luxurious spas pair with an eclectic collection of boutiques and antique stores, bed and breakfasts, and historic attractions. There's a season for art, film, food and music festivals and a season for quiet and calm, ranking this as a go-to destination for both action-packed adventures and relaxing retreats. The big three towns to see in Talbot County are:

Easton: Called "the big city� of Talbot County, Easton highlights include the historic Avalon Theatre for national and top-level regional concerts in the heart of downtown Easton. Be sure to check out the historic Tidewater Inn in Downtown EAston for an elegant stay or just fine dining, or walk up a block and have fresh shucked oysters and choose from a large list of beers at the historic (built in 1889) Washington Street Pub. Easton is also home to the amazing Northern Italian restaurant Scossa Restaurant, the 18th-century Bartlett Pear Inn, the Amish Country Farmer's Market, historic Trinity Cathedral, great festivals, and much more!

St. Michaels: Nestled along the Miles River in the heart of the Chesapeake, the historic waterfront town provides itineraries for trips of all kinds, from romantic getaways to family vacations. Home to museums and boutiques, gourmet restaurants and crab shacks, and plenty of adventure by land or by sea, foodies, sailors, wine connoisseurs and art enthusiasts alike can get lost in all the town has to offer. Places of interest include the Chesapeake Bay Maritime Museum, an 18-acre waterfront venue focusing on the bay & its people, with exhibits, activities & boat rides. Also check out the St Michaels Winery and Eastern Shore Brewing located right next door. If you want to crack crabs, head over to The Crab Claw waterfront restaurant, or have fine dining at Bistro St Michaels. There's also cool pubs and lots of fun festivals to experience in St. Michaels. You can also book a "Day on the Bay" cruise from Annapolis to St. Michaels here: Cruise to St Michaels Info

Oxford: Be sure to take the nation's oldest privately operated ferry service from Bellevue across the Tred Avon River to Oxford! The Oxford-Bellvue Ferry was established in 1683 and is a fun ride to this cool small town that boasts a great farmer's market, the historic Robert Morris Inn 1710, the oldest Inn in America with fine dining and nice pub, or take a Walkin Tour and see Historic Homes, Famous Boatyards, and Great Views. Don't forget to stop into Scottish Highland Creamery and try their award-winning homemade ice cream!

Annapolis Delmarva

Queen Anne's County - "Come, Stay, Play in Queen Anne's County" is their slogan and there's a lot of fun to be had in QAC. Outdoor fun, great dining, and a vibrant night life is just acroos the Bay Bridge...

Dirty Daves Island Tiki Bar at Kentmorr Restaurant

Kentmorr Restaurant & Crabhouse / Dirty Daves Island Tiki, 910 Kentmorr Rd., Stevensville, MD 21666 - (410) 643-2263
A perfect destinations spot and only 20 minutes from Annapolis! Dine on great seafood, relax at the waterfront Tiki Bar, and play on the beach! Come by car, boat, or plane and experince unforgettable food, bay views, and service!

Kent Island / Kent Narrows - Located just across the Chesapeake Bay from Annapolis, Kent Island has a lot to offer. Stop by the Chesapeake Heritage Center and is see exhibits dedicated to the history, heritage, culture of the area. You can also walk or bike ride across Kent Island on the paved "Cross Island Trail", or take a walk in the Terrapin Nature Preserve along the shores of the Chesapeake. Don't miss a great meal at Kentmorr Restaurant & Crabhouse which is also home to Dirty Dave�s Island Tiki Bar, a great beach with a full service tiki bar and food right on the sand! If a fun nightlife is your thing, check out The Jetty Dock Bar for great live music on the water, or Red Eyes Dock Bar for more live music and fun on the bay. If you want to crack crabs there's Harris Crab House and if an upscale waterfront bisto is your thing, try The Narrows Restaurant. There are also some interesting antique shops and galleries located in Historic Stevensville to see. For more info on Kent Island be sure to check out Kent Island Online

Queenstown - The two main things to do in Queenstown are play golf at one of the top courses in Maryland, Queenstown Harbor Golf, or go shopping at Queenstown Premium Outlets, where you can enjoy savings of 25% to 65% every day at 65 designer and name brand outlet stores featuring Michael Kors, Polo Ralph Lauren, St. John, Under Armour and many more. Queenstown is located about 10 minutes east of Kent Island at the 50 / 301 split.

Centreville - See one of the oldest working courthouses in the country right on the square, or stop into Doc's Riverside Grille for a casual and amazing meal. Centreville is also home to the Queen Anne's County Fair and several other fairs and festivals.

Chesapeake Bay Bridge

Kent County - If you are a history lover who enjoys travel that can be infused with rich historical experiences, Kent County is your next dream destination. Nestled into a perfect spot on the Upper Eastern Shore of the Chesapeake Bay, this waterfront destination features remarkable highlights sure to pique the interest of any history buff.

Chestertown - The oldest mid-Atlantic port of entry, historic Chestertown lies along the banks of the Chester River. Arts and entertainment abound here, as do War of 1812 sites along the Star Spangled Banner National Historic Trail. Don't miss the Chestertown Jazz Festival, the Chestertown Tea Party Festival or Riverfest. The Chestertown Farmers� Market is every Sunday morning and there are plenty of great restaurants. Try the Fish Whistle for waterfront dining with a fun pub, or the Lemon Leaf Cafe and watch the sidewalk traffic.

Annapolis to Washington

Washington DC - Whether you are going for the Smithsonian Museums, or for a fun evening on the town, Washington DC is not far at all! Here's how to get there:

The Orange Line Metro-Rail from New Carrollton is an easy drive just up 50 at the 50 / I95 intersection. The Metro takes about 30 minutes to get to downtown DC.

The Dillons Bus Service Daily commuter bus service that goes from the Truman Park & Ride and West Street to either K Street or Independence Avenue in Washington DC. Several busses a day run, but weekdays only.

MARC Trains - The MARC Train runs weekdays from New Carrollton to Wahington DC.

Annapolis Travel

Baltimore - Baltimore has a lot of fun things to do. Whether it's the Inner Harbor, night life at Fell's Point, an O's or Ravens Game, dining in Little Italy, or hitting the cafe's and art galleries in Hamden, it's not far or hard to get to.

Annapolis Arts


Annapolis Shakespeare Company - 1804 West Street, Annapolis, MD 21401 - (410) 280-1773
Maryland's premier regional theatre for Shakespeare and the classics.

Annapolis Summer Garden Theatre - 143 Compromise Street, Annapolis, MD 21401 - (410) 268-9212
ASGT is an outdoor community theatre led by volunteers, presenting musical theatre (featuring live music) in an intimate setting in historic Annapolis. While other theatres in the Baltimore-Annapolis area occasionally present outdoor shows, all ASGT productions are presented in our unique outdoor space during the summer months only.

The Colonial Players - 108 East Street, Annapolis, MD 21401 - (410) 268-9212
Colonial Players offers a wide variety of dramatic productions in the heart of downtown Annapolis.

Maryland Hall For The Creative Arts - 801 Chase Street, Annapolis, MD 21401 - (410) 263-5544
Dedicated to Art for All, Maryland Hall for the Creative Arts is the community�s arts center, providing lifelong, accessible engagement in the arts.

MTPA - Maryland Theatre For The Performing Arts - One Park Place, Suite 4, Annapolis, MD 21401 - (410) 626-6055
World-class performing arts center - MTPA gives opportunities to artists in Maryland.

Annapolis Navy


Eisenhower Golf Course (410) 571-0973
6,659-yard public course.

Heritage Harbor Golf Club - 875 Truman Pkwy., Annapolis, MD - (410) 224-3580
Public Golf Course

Naval Academy Golf Course - 64 Greenbury Point Rd., Annapolis, MD 21402 - (410) 293-9747

Annapolis Golf


Annapolis High School Baseball - Annapolis High School Baseball Schedule, News & Info.

Baltimore Orioles Tickets - Baltimore Orioles Tickets, Team Schedule, Orioles Players, Camden Yards and Orioles History.

Washington Nationals Official Site - Washington DC's Baseball Team.

Baltimore Ravens Official Site - Baltimore's NFL Team.

Washington Redskins Official Site - Washington D.C.'s NFL Team.

Washington Capitals Homepage - Washington D.C.'s NHL Team.

Washington Wizards Official Site - Washington D.C.'s NBA Team.

Washington Mystics Official Site - Washington D.C.'s WNBA Team.

U.S. Naval Academy Sports Official Site - Football, Basketball, Hockey, Baseball & more!

University Of Maryland Sports - Go Terps!

Bowie Baysox Official Site - AA Minor League Farm team for the O's.

Delmarva Shorebirds Official Site - Class A Minor League Farm Team for the O's.

Annapolis Transit


Maryland Transportation Authority - Anything to do with the Bay Bridge and more!

The Washington D.C. Metro-Rail - New Carollton is the closest stop to Kent Island.

MARC Trains and Baltimore Light Rail - The MARC Train leaves from New Carollton and the Light Rail leaves from Glen Burnie.

Dillon Bus Service - Direct Commuter Bus Service from Annapolis to Washington DC and Baltimore.

Shore Transit - Busses for the Lower Eastern Shore.

MTA Commuter Bus - Annapolis to Kent Island and to Baltimore.

Baltimore-Washington International Airport - BWI is the closest major airport to Annapolis.

Reagan National & Dulles Airports - Official Metro Washington Airports Authority site.

Annapolis websites


City of Annapolis - Official site. - Historic information

US Naval Academy - Official site.

The Chesapeake - Anything you want to know about the Bay.

The Chesapeake Bay Boating Guide

The Maritime Republic of Eastport

Annapolis Surrounding towns


Kent Island Online - Kent Island - Our neighbors just across the Bay Bridge.

St Michaels - Take a cruise across the bay to St Michaels and discover this amazing town.

Centreville - Eastern Shore small town.

The Severna Park Voice - Just up Ritchie Highway. - Just south of Annapolis on Rte. 2.

City of Bowie - 15 Mins West

Easton - 35 Minutes from the Bay Bridge on the Eastern Shore

Annapolis Radio Stations


The Capital - Daily Annapolis newspaper that serves Anne Arundel County.

WNAV Radio - "Your Hometown Station" at 1430AM and 99.9FM. Local news and traffic, Navy Sports, Baltimore Ravens and Orioles games, Bowie Baysox games, CBS national news, and oldies music. Listen to WNAV Live - Click Here.

WRNR-FM - Eclectic rock based music station that does a lot of fun events and concerts around Annapolis. Local news and traffic in the morning. Listen to WRNR-FM Live - Click Here.

Annapolis Blue Crab

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