1882
Summer: Cushing's Island (Portland, Maine, USA).
Fall: Toronto, University College.

1886
Summer: Adirondacks (New York State).
Fall: Toronto, studies law at Osgoode Hall.

1888
First participation in the Royal Canadian Academy Annual Show.

1889
First participation in the Art Association of Montreal's Spring Show.
Fall: Called to the Ontario Bar.

1890
Spring: Leaves for London, England.
Summer: Saint-Malo (Brittany, France).

1891
Fall: Moves to Paris, which will become his permanent residence; attends the Académie Julian.

1892
Takes lessons from Henri Harpignies.
Meets the American painter Maurice B. Prendergast.

1892-1894
Paints in Normandy (Dieppe, Mers) and Brittany (Saint-Malo, Dinard, Cancale).

1894
Travels to Canada and Italy (Venice, Rome, Capri).

1895
Meets the American painters Robert Henri and William Glackens.
Paints at Bois-le-Roi (Forest of Fontainebleau) and Dieppe, also in Belgium and Holland.

1896
Spring: First participation in the Salon of the Société nationale des beaux-arts, Paris.
June-July: Saint-Malo, Cancale.
November: Montréal for Christmas and New Year.

1897
January-February: paints at Sainte-Anne-de-Beaupré and Québec with Canadian painter Maurice Cullen.
Summer or Fall: Italy (Venice, Rome, Florence).

1898
July: Lives in Montmartre.
August: Saint-Malo.

1899
August-September: Saint-Malo.
October: Moves to 45, Quai des Grands-Augustins (Montparnasse).
December: Canada, until February 1900.

1901
Summer: Venice, with Canadian painters Maurice Cullen and Edmond Morris.
First participation in the Salon of the International Society, Londres.

1902
Summer: Italy; Venice, Florence (with Canadian painters Cullen et William Brymner), Sienna (with Brymner).

1904
July: South of France (Avignon, Marseille)

1906
Summer: Normandy (Dieppe) and Brittany (Concarneau, Le Pouldu).
First participation in the Goupil Gallery Salons, London.

1907
July: Saint-Malo.

1908
Charter member, and first participation in the Canadian Art Club, Toronto.
December: Canada, until February 1909.

1909
April-May: Concarneau and vicinity.
September: Dieppe.
November: Concarneau, until the Spring of 1910 (short stay in Paris in January).

1910
Summer: Travels to Canada.
December: London.

1911
Spring: Boulogne.
December: Canada, until January 1912.

1912
End of January: Tangier (Morocco); his friend, French painter Henri Matisse, is already there.
Summer: Dieppe.
December-March 1913: Second stay in Tangier, via Spain, again with Matisse.

1914
Buys a villa for his companion Léa Cadoret at Cagnes-sur-Mer, near Nice (Côte d'Azur).
March: Tunis.
September: London, then Montréal. Death of his parents.
Last participation in the Royal Canadian Academy.

1915
February: Cuba, Jamaica. Back to Paris in May.
Summer: south-west of France.
Last participation in the Canadian Art Club, which is disbanded.

1916
Last participation in the Art Association of Montreal's Spring Show.

1918
February: Picardy war front, makes studies for a war painting (commission).
Summer: Concarneau, paints his war painting.
Lives on the Quai de la Tournelle, Paris.

1921
January: Travels to Québec.
Spring: Trinidad.

1922
Spring: Algeria, via Corsica.

1923
End of December: Leaves Cagnes-sur-Mer for Tunis.

1924
January 23: Dies at Tunis, where he is buried.