South Shore Boating Itineraries

Take a journey of discovery along the inlets and peninsulas of Nova Scotia’s South Shore, featuring colourful fishing villages steeped in history, award-winning restaurants, secluded coves, folk artists and sandy beaches. Besides the charm and beauty of the area there are great biking, hiking and diving opportunities for the adventurous. Without question wreck diving is the main reason divers come to Nova Scotia, however marine life and underwater videography/photography are also big attractions.

View suggested 3, 7, and 10 day boating itineraries and learn more about each port destination, below.  

3 Day Itinerary

Lunenburg to Halifax or reverse with guests flying in and out of Halifax:

  • Lunenburg
  • Chester
  • Halifax

7 Day Itinerary

Shelburne to Halifax with guests flying into Yarmouth or reverse:

  • Shelburne
  • Port Mouton
  • Lunenburg
  • Chester
  • St. Margaret’s Bay
  • Halifax (2 nights)

10 Day Itinerary

Shelburne to Halifax with guests flying into Yarmouth or reverse:

  • Shelburne
  • Port Mouton
  • Bridgewater
  • Lunenburg
  • Mahone Bay
  • Chester
  • St. Margaret’s Bay
  • Prospect Bay
  • Halifax (2 nights)
     

Destination Descriptions

Bridgewater, South Shore

Day or overnight stop with excellent shelter. Anchor in the protected harbour of Riverport and take the tender across to the famous LaHave Bakery dock for some fresh baked treats and coffee, then continue on a beautiful cruise up the LaHave River to Bridgewater.

Chester, South Shore

A traditional summer community for the well heeled, the village of Chester is noted for sailing, stately homes, magnificent gardens and a relaxed lifestyle where the scenic beauty will capture your heart. Residents and guests alike continue to be attracted to the island picnics, summer yacht races, garden parties, band concerts, theatre, kayaking, and nearby golf, as well as marvellous restaurants, boutiques, art galleries and craft shops. Anchor overnight NW side of Meisners Island.

While in Chester take the tender out to visit Big and Little Tancook Islands (also accessible by ferry from Chester) or East Ironbound for picturesque walks ashore with historic farms on the latter. Good small boat landings in all three. On proceeding from Mahone Bay, Deep Cove is worth a quick visit and then pass west of Gravel Island and Southwest Island proceeding eastward to St. Margaret’s Bay. St. Margaret’s Bay – Anchor for the day or overnight in picturesque Hubbards Cove and join the locals at the Shore Club (the last of the great dance halls from the 1940s) for a lobster dinner in a festive venue hosting dances with live bands.

Halifax, Halifax Metro

Renowned internationally from yachts to cruise ships or naval ships as one of the best R&R ports in the world, Halifax should be the departure or destination port for any Nova Scotia itinerary. Besides professional marine services and a major airport 30 minutes from downtown, the cultural and nightlife opportunities are myriad. A vibrant urban centre wrapped in seacoast and history, experience the friendly and upbeat culture, in this walkable city with docking right in the heart of the action. Stroll the historic waterfront, catch some live music and enjoy the best of what the Maritimes have to offer with never-ending festivals that ignite the party ambience. Power and water available.

Lunenburg, South Shore

Renowned for being the birthplace of the famous Bluenose schooners, this UNESCO World Heritage Site has a long, proud seafaring history that continues to be reflected in its picturesque waterfront. Think Newport without the crowds... If awaiting guests or in need of repair, vessels can go alongside at the shipyard (which has power) or go right into the centre of activity at the museum pier or Zwicker’s wharf. Wander through Lunenburg among the colourful galleries and shops, arranged on a tidy grid of walkable streets and be sure to visit the Fisheries Museum of the Atlantic on the waterfront.

Customs clearance is available and there’s plenty to do for the captain and crew on an extended maintenance stop. Enjoy wreck diving on the nearby Saguenay, a 366-foot naval destroyer sunk in 1994 to create an artificial reef. The ship lies in approximately 25 metres with excellent visibility, and provides superb diving with abundant marine life.

Mahone Bay

One of the most picturesque towns in Nova Scotia and recently named as one of Canada’s top ten most beautiful towns, Mahone Bay is a must-see with history, artisans & unique shops, culinary experiences and outdoor adventures. Settled in 1754 and founded on the shipbuilding and logging industries, the history of Mahone Bay is rich in tradition. Discover the story at the Mahone Bay Museum and pick up a historic walking tour pamphlet, then find your favourite spot along the historic harbour front to capture one of the most photographed views in Canada: the Three Churches of Mahone Bay.

Overnight or day. Anchor west of Strum Island, very protected with scenic passage by yacht or RHIB via Indian Point, exiting at Martin’s Point.

Port Mouton, South Shore

A good day stop with superb beaches such as Kejimkujik National Park Seaside, or do a wreck dive on the nearby Matthew Atlantic. White Point Beach Resort is nearby with boat access at Hunts Point, a short drive with arranged transport available. The anchorage is exposed in a strong SE-NE wind.

Prospect Bay, South Shore

For an escape into nature anchor in Prospect Bay and explore the nearby islands, especially Hearns Island beach. Kayak tours from Lower Prospect with East Coast Outfitters provide a great outing.

Shelburne, South Shore

The town Shelburne provides unique experiences that are rich in culture and adventure while providing visitors with places to relax and unwind in a surrounding with historic treasures and beauty. Stop for the day to clear customs if eastbound, and guests can fly into Yarmouth just an hour away. Explore historic Dock Street and nearby museums including the Black Loyalist Heritage Site, then enjoy a craft beer from nearby Boxing Rock Brewing or a meal at the Charlotte Lane Cafe & Gift Shop, a local culinary gem. Spend a day ashore and explore.



South Shore Experiences

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