SAIL THE BRITISH VIRGIN ISLANDS WITH SUNSAIL CHARTER 'OPTION B' IN THE EAST MEDITERRANEAN A GULET CHARTER IN TURKEY Top European Yacht Chartering Destinations THE DODECANESE ISLANDS - A ONE WEEK CHARTER TO REMEMBER SRI LANKA AND THE MALDIVES: A MATCH MADE IN HEAVEN Mykonos by Catamaran - the Perfect Greek Island Getaway AMAZON RIVER CRUISE: PERU EXPLORE AUSTRALIA'S BEAUTIFUL WHITSUNDAY ISLANDS - A 10-DAY VOYAGE ALPHA YACHTING SPECIAL OFFER - 50% OFF 2021 YACHT CHARTERS & CRUISES IN GREECE SOMNIO COMMISSION THE WORLD'S LARGEST SUPERYACHT (222M LOA) WITH 39 EXCLUSIVE RESIDENCES ANNAPOLIS & THE CHESAPEAKE BAY: AMERICA'S SAILING CAPITAL 63m UTOPIA IV now for Charter GREECE, TURKEY & CROATIA - YACHT CHARTERS & LUXURY CRUISES CHARTERING A SAILING YACHT IN GREECE - FREQUENTLY ASKED QUESTIONS GET THE MOST OUT OF YACHT OWNERSHIP SUPERYACHT 11.11 - A TRULY SPECTACULAR SUPERYACHT CHARTER CHARTER M/Y PAREAKI IN THE CYCLADES SAIL THE BEAUTIFUL SOUTHWEST COAST OF THE UK FIVE SECRET CARIBBEAN DESTINATIONS! 140M+ BRITISH 'NATIONAL FLAGSHIP' TO BE BUILT SPECIAL REPORT: GREECE & TURKEY YACHT CHARTERS top places to visit on a yacht charter from the Solent THE TOP CHARTER DESTINATIONS, BY THE EXPERTS Norway Sailing Adventure to the Fjords and Back YACHT CHARTER CONTRACTS SPECIAL REPORT: UK & IRELAND YACHT CHARTERS & CRUISES EU EXPECTED TO OPEN UP FOR TOURISM THIS SUMMER F1 GRAND PRIX - MIAMI 2022 - YACHT CHARTERS & CRUISES TO BE IN DEMAND THE NORTHWEST PASSAGE - IN THE FOOTSTEPS OF FRANKLIN CHARTER A 'GULET' AND CRUISE THE GREEK ISLANDS THIS SUMMER MAUI JIM - POLARIZEDPLUS2® LENS TECHNOLOGY Vaccinated Britons 'WILL be allowed' to fly on holiday from May 17 Achieve your dream of yacht ownership with Dream Yacht Sales OFF THE BEATEN TRACK IN THE BALEARIC ISLANDS Bahamas Yacht Charters expected to grow 500% in 5 years VENICE TO ATHENS WITH SILVER SHADOW OPV 56 - Combining Military Design With a Luxe Interior SEEK THE SUN ON A SUNSEEKER STAR CLIPPERS TO UNITE IN THE MEDITERRANEAN IN 2022 SAIL THE BRITISH VIRGIN ISLANDS WITH SUNSAIL THIS WINTER EXPLORE THE TURKISH RIVIERA ON 'LUCE DEL MARE' BY-THE-CABIN YACHTING HOLIDAYS IN ST BARTS THE COOLEST BEACH CLUB Cruising the Northwest Passage with Hurtigruten NEW ENGLAND WITH RENAISSANCE DUFOUR 412 Charter the Gulet 'Blue Heaven' this Summer! TURKEY TO REOPEN FOR YACHTING THIS SPRING MIAMI - WHERE CULTURE MEETS THE BEACH CLASSIC BENETTI (35M) FOR SALE FOR €2.6M GREECE TO RE-OPEN FOR YACHT CHARTERS & SAILING HOLIDAYS IN MAY? WINE TASTING ON THE CANAL DU MIDI SUNRAYS FOR SALE OR CHARTER EXPLORE THE FRENCH RIVIERA - FOR A WEEK OR JUST A DAY OYSTER 495 - A new 50 foot bluewater sailing yacht JOURNEY IN ST-TROPEZ - A 1-DAY CELEBRATION WITH DREAM YACHTING TARGETING THE UK MARKET 'GAMECHANGER' READY FOR CHARTERS FOR THOSE WITH THE MOST ADVENTUROUS SPIRIT IRRESISTIBLE! - 32M (105') HARGRAVE FOR SALE & READY FOR THE 2021 SEASON VIEW THE WORLD THROUGH DIFFERENT EYES CORONAVIRUS: LIVE YACHTING UPDATES Yacht Charters in the Era of Social Distancing Silversea Cruises - Information on the commencement of travel LAGOON - FROM IDEA TO REALITY AZIMUT'S MAGELLANO 25 METRI - AT ONE WITH THE SEA FLOTILLA SAILING & KITEBOARDING IN THE BAHAMAS THE YACHT CHARTER SHOW & FORUM ABOARD & ASHORE IN ST. KITTS A 3-Night Adventure Voyage from Dubrovnik WHERE CAN I CHARTER? CROATIA - A 7-DAY SAILING ITINERARY FROM DUBROVNIK SAILING IN THAILAND IS AN EPIC VACATION EXPERIENCE CHARTER A YACHT ON THE FRENCH RIVIERA & CORSICA THINKING ABOUT A SAILING VACATION IN GREECE? DISCOVER UNIQUE DESTINATIONS IN THE CARIBBEAN LATE SUMMER SAILING IN SARDINIA FRENCH POLYNESIA - ONE WEEK BAREBOAT WITH SUNSAIL THE WORLD'S MOST EXCLUSIVE YACHT CHARTER? DISCOVER THE NORFOLK BROADS EXPLORATION NEVER LOOKED SO GOOD OCEANIS 51.1 - AN OCEAN SAILING YACHT FOR CHARTER & SALE EXPLORE MALTA & THE MEDITERRANEAN WITH SUNSEEKER MALTA FROM MARTINIQUE TO MUSTIQUE CRUISE CORSICA & SARDINIA WITH A PRINCESS SAIL & KITEBBOARD IN THE BAHAMAS WITH SUNSAIL CHARTER 'PRIMETIME' IN THE PHILIPPINES NATIONAL PARK EXPLORE THE WORLD WITH THE ROSETTI 171 CRUISING THE STUNNING ADRIATIC - SUNSEEKER STYLE! EMERALD YACHT CRUISES INTRODUCES 50-CABIN 'EMERALD AZZURA' ANTIGUA SAILING WEEK 2020 & DREAM YACHT CHARTER 68M SOARING - NEW TO THE SUPERYACHT CHARTER MARKET EARN YOUR POWER CERTIFICATION CHARTER MANAGEMENT PROGRAMMES WELLNESS YACHT CHARTER TOP THINGS TO DO IN ANTIGUA A WINE TASTING CRUISE IS PERFECT! DISCOVER THE WORLD WITH M/Y CLOUDBREAK ENDEAVOUR 2 IN THE AEOLIAN ISLANDS

News & Features

News Feature

ANNAPOLIS & THE CHESAPEAKE BAY: AMERICA'S SAILING CAPITAL

28 June 2021
WAYPOINTS, ANNAPOLIS,
Superyacht
US East Coast
The Chesapeake Bay offers over 5,000 miles of navigable, protected coastline with an incredible diversity of cruising potential. The Bay offers forgiving conditions for beginners: a soft bottom, gentle and predictable winds, and protected harbors within easy reach of almost every corner of the Bay. From quiet, pristine anchorages, to historic and scenic ports, to the busy port of Baltimore, to Annapolis the sailing capital of the U.S, the Bay offers something for everyone.

The cruising season starts in early April and lasts well into October, sometimes later. Whether you are looking for a short sailing getaway, or a 2-3 week cruising vacation, the Chesapeake Bay is among the world’s top cruising and sailing destinations.

TOP DESTINATIONS OF THE NORTHERN, MIDDLE AND SOUTHERN BAY

Annapolis is our home base, site of the United States Sailboat Show every October, the largest in-water sailboat show. Annapolis offers history, incredible beauty, 5-star dining, and a proud maritime tradition. One of the oldest and best preserved towns in North America, our local pubs have been visited by George Washington and other prominent figures of colonial history. The United States Naval Academy is based here, just across Spa Creek from our docks. Dining options abound, with most of the best restaurants within a 5-minute walk from our docks. From Annapolis, you are a short sail to Saint Michaels (southeast), Rock Hall (northeast), Galesville and the Rhode River (southwest) for your first night out of Annapolis.

ST. MICHAELS is a ‘must do’ stop on the Chesapeake. A charming colonial seaport town that is a favorite among sailors and their families, St. Michaels has great restaurants, including the excellent Inn at Perry Cabin (reservations and sharp casual clothes required). You can visit the Maritime Museum and get to know the history of the Bay, or just spend the day browsing the quaint shops throughout town.

GALESVILLE is along the western shore of the West River. Getting there takes you by the Thomas Point Lighthouse, the oldest screwpile lighthouse still in operation on the Chesapeake. Galesville is isolated and picturesque enough to warrant cooking out. However, if you don’t feel like cooking, there are some fun restaurants ashore. Head over to Pirates Cove for good seafood and excellent views, or check out Thursdays, where there are great views of the river from the comfortable covered deck.

OXFORD is a quiet town on the Eastern Shore that was the first port of entry into the colonial states. It sits on the mighty Choptank River and is known for its boatbuilding, quaint shops, waterfront parks, fine restaurants, and many full-service marinas with swimming pools.

DEALE is a waterfront fishing village located on the Western Shore of the Bay. It is the home to Herrington Harbor North, which has a beautiful bayside pool and 600 protected boat slips surrounded by a beautiful countryside atmosphere.

SOLOMONS ISLAND is a cozy, working fishing village at the intersection of Chesapeake Bay and the Patuxent River. With lots to do, Solomons has quickly become a favorite of all our charters. There are plenty of great restaurants and shops as well as fossil hunting at Calvert Cliffs, the Calvert County Marine Museum and the Drum Point Screwpile Lighthouse. It is best to sail to Solomons in two days. A great itinerary is stopping at Harrington Harbor on the way down and St. Michael’s on the way back.

ROCK HALL is a fisherman’s town where the food is as fresh as the day’s catch. There is abundant wildlife, it hosts many festivals, and is a haven for boaters and artisans.

CHESTERTOWN is in the upper eastern shore on the banks of the Chester River. This charming colonial village is surrounded by the bountiful fisheries of America’s greatest estuary. It is the home of the HMS Sultana, a replica of a British Royal Navy Schooner that patrolled the American coast from 1768-1772, preventing smuggling and collecting duties.

KENT ISLAND is the largest island in the Chesapeake Bay and it has a rich history dating back to 1631. To the east is a narrow channel known as the Kent Narrows that just barely separates the island from the Delmarva Peninsula. The island has great marinas and fun places to eat, including Harris Crab House and Kentmorr Restaurant and Crab House.

THE WYE RIVER is a 16-mile tributary of the Bay. It is popular because of the many secluded anchorages, nice fishing and natural beauty. There are unspoiled gunkholes along the river that make crabbing there a treat.

BALTIMORE is a busy port with restaurants, shops, and attractions. From Harbor East Marina, you can take a water taxi to all the sites. Catch a baseball game at Orioles Park at Camden Yards, or go to the National Aquarium to see some of the 16,500 specimens.