Canada: Nova Scotia

South Shore Sea Kayak Adventure

Four nights; four days of visiting islands, beaches, and villages by sea kayak. Nights in warm inns, with excellent cuisine.
“The size of the group is key, as is the quality of the personnel both in the office and on the tour. Freewheeling has it just right on all those fronts and I want to thank you all for making my holiday so enjoyable!” – Carol J.


Start: Halifax, The Lord Nelson Hotel, 16:00, day one. Please contact us to arrange an alternate pickup location in Halifax.

Finish: Halifax, The Lord Nelson Hotel, 17:00, day five.

Day 1


We’ll pick you up in downtown Halifax at ~16:00, or meet in Chester at ~17:00 for a delicious introductory dinner. D (Meal inclusions shown for guided trips only. Self-guided trips include breakfasts)
Mecklenburgh Inn or
White Gate Inn; Chester

Day 2

Paddle 10-15km

Between Hubbards and Chester, there are seven beaches, five fishing harbours, ten islands – some inhabited, others not, and many miles of coastal beauty. You will sometimes feel as though you are exploring two worlds – one above the water; the other below. This is our home, and we look forward to sharing its treasures with you. BL
Same lodging

Day 3

Paddle 10-20km

The islands around Chester have given rise to romantic holiday visions for centuries. Some are now inhabited, but many hide quiet, seldom trodden wilderness behind bars of sandy beach or rocky shorelines with breathtaking beauty, whether seen from a distance or as close as a kayak can get - and that’s close! One of them is home to a treasure pit still being searched for what might be Captain Kidd’s treasure. Come prepared to swim. These islands, on a sunny day, demand your total immersion! BLD
Mariner King Inn, or

Boscawen Inn; Lunenburg

Day 4

Sea kayak to the seal rookery ~10km

This is one of the best sea kayak experiences in Nova Scotia. You will meander through many islands – both inhabited and wild, and will be visited by dozens, maybe hundreds, of seals. Return to Lunenburg with time to enjoy wandering through this UNESCO World Heritage Site. BL
Same lodging

Day 5

Paddle the LaHave Islands 6-12km

Cross the LaHave cable ferry first thing this morning. After stopping to see Fort Point Lighthouse, and stocking up on lunch supplies at the delicious bakery, you’ll launch from Crescent Beach to explore the LaHave Islands. We frequently see deer here, and people are scarce. The white sandy beaches will tempt you to swim. At day’s end, transfer back to Halifax in time for dinner. BL


Note about the route:

The planned routes are not long, but can require more stamina when wind picks up. We sometimes change the plan based on conditions, to keep things enjoyable for the whole group.

Spend your days exploring the coves and crannies of Nova Scotia’s most inviting coast by seakayak, and your nights enjoying the warmth and comfort of small inns with fabulous cuisine. This trip parallels the South Shore Secrets cycling trip along the Lighthouse Route, giving you opportunities to compare notes with those who saw the shore from the other side! You will explore the islands and headlands of the Aspotogan Peninsula, the islands, villages, and beaches of Mahone Bay, the fantastic, deer-frequented beaches and remote fish stores of the LaHave Islands, and the coastal beauty of the Kejimkujik Seaside National Park. You will rest in sumptuous comfort in coastal communities such as the opulent yachting village of Chester, and Lunenburg, a town so delightful UNESCO has added the whole thing to its World Heritage list! You will explore myriad reefs and islets around Stonehurst, paddle through a colony of seals near the Rackets, and follow a circuitous route through the islands of Mahone Bay, with occasional company from sailboats and marine life. This is an exciting adventure, combining days cavorting with the ocean, and nights with fine dining, the friendliness of small inns, and blissful comfort. Come and exercise your sense of adventure!

Trip history: Nova Scotia is Freewheeling’s home province. Founders Cathy and Philip exercised their exploratory spirits here first and they still have a deep love for its subtle beauty, relaxed lifestyle and friendly people. You will benefit from an intimate knowledge of Nova Scotia by most Freewheeling Adventures staff.


Day # Daily distance
  10-15 km
  10-20 km
  10 km
    6 to 10 km

Learn more

Spend some extra time in Halifax including a visit to the Titanic gravesites.

Visit the Halifax farmer's market, the Maritime Museum of the Atlantic and the Citadel; all thoroughly recommended.

Contact us for hiking, cycling, paddling, or multisport extensions.


US 1915 C 2295 (tax included)

(per person, double occupancy, includes 5 days, 4 inn nights, 4 breakfasts, 4 lunches, 2 dinner, seakayak and equipment, luggage handling, guide support)


Not available for this tour.


US 385 C 460 (tax included)

Kayak Rental

Included in tour cost.

All details and pricing are subject to change without notice. 15% sales tax included.