Tobago Cays Cruises
Cruises that visit Caribbean: Saint Vincent / Grenadines: Tobago Cays
14 Night - Caribbean from Bridgetown to Santo Domingo
Starting in Bridgetown, Port Elizabeth VC / Bequia, St Georges, Tobago Cays, St Vincent and the Grenadines, Soufriere, Gustavia, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Santo Domingo
2026 Sails: Dec 22, More...
7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...
13 Night - Discover the Grenadines & Windwards Islands
Starting in Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 27, More...
7 Night - Gliding the Waters of the Windward Islands
Starting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, Dec 27, 2028: Jan 17, Feb 14, Mar 13, More...
7 Night - Pearls of the Caribbean
Starting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2027 Sails: Jan 6, Jan 20, Feb 3, More...
14 Night - Discover Eastern Caribbean & Grenadines
Starting in Marigot, Saint Martin, Marigot, Saint Martin / Prickly Pear Cays, Anguilla / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2027 Sails: Jan 16, Feb 13, Mar 13, More...
10 Night - Aruba to Grenada
Starting in Oranjestad, Aruba, Willemstad AN, Curacao, Charlestown Bay, Canouan, Grenadines, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Charlotteville, Tobago, Castara Bay, Tobago, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Jan 27, More...
11 Night - Grenada Roundtrip
Starting in St Georges, Grenada, Charlotteville, Tobago, Castara Bay, Tobago, Paradise Beach, Carriacou, Grenada, Tobago Cays, Grenadines, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Bridgetown, Barbados, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 6, More...
7 Night - Cruising the Caribbean's Windward Islands - with Smithsonian Journeys
Starting in Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Bridgetown, Vieux Fort
2027 Sails: Feb 17, More...
10 Night - Grenada Roundtrip
Starting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Tobago Cays, Grenadines, Paradise Beach, Carriacou, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 17, More...
Cruises that visit Caribbean: Saint Vincent / Grenadines: Tobago Cays
Click on a cruise ship itinerary that visits Tobago Cays (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Tobago Cays), please visit: Cruise Search or try our Virtual Cruise Advisor™.
14 Night - Caribbean from Bridgetown to Santo DomingoStarting in Bridgetown, Port Elizabeth VC / Bequia, St Georges, Tobago Cays, St Vincent and the Grenadines, Soufriere, Gustavia, White Bay, Jost Van Dyke, Great Harbour / Jost Van Dyke, The Bight Bay / Norman Island, North Sound / Virgin Gorda, Santo Domingo
2026 Sails: Dec 22, More...
7 Night - Pearls of the CaribbeanStarting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2026 Sails: Dec 23, Dec 30, More...
13 Night - Discover the Grenadines & Windwards IslandsStarting in Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados, Soufriere, Saint Lucia, Iles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthelemy, Marigot, Saint Martin
2026 Sails: Dec 27, More...
7 Night - Gliding the Waters of the Windward IslandsStarting in Pointe-a-Pitre, Grande Anse dArlet, Tobago Cays, Sandy Island, Carriacou, Sailing along the Pitons, Port Elizabeth VC, Bequia Island, Portsmouth, Marie-Galante, Pointe-a-Pitre
2027 Sails: Jan 2, Jan 30, Feb 27, Mar 27, Dec 27, 2028: Jan 17, Feb 14, Mar 13, More...
7 Night - Pearls of the CaribbeanStarting in Fort-de-France, Union Island, Tobago Cays, Mayreau Island, Port Elizabeth VC, Bequia Island, Pigeon Island Beach, Soufriere, Les Saintes, Fort-de-France
2027 Sails: Jan 6, Jan 20, Feb 3, More...
14 Night - Discover Eastern Caribbean & GrenadinesStarting in Marigot, Saint Martin, Marigot, Saint Martin / Prickly Pear Cays, Anguilla / Gustavia, Saint Barthelemy, Gustavia, Saint Barthelemy, Charlestown, Saint Kitts and Nevis / Cades Bay, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Iles des Saintes, Guadeloupe, Soufriere, Saint Lucia, Bridgetown, Barbados, Bridgetown / Port St Charles, Barbados, Kingstown / Bequia Island, Saint Vincent and the Grenadines, Bequia Island / Mayreau Island, Saint Vincent and the Grenadines, Mayreau Island / Union Island, Saint Vincent and the Grenadines, Union Island, Saint Vincent and the Grenadines, Union Island / Tobago Cays, Saint Vincent and the Grenadines, Bridgetown, Barbados
2027 Sails: Jan 16, Feb 13, Mar 13, More...
10 Night - Aruba to GrenadaStarting in Oranjestad, Aruba, Willemstad AN, Curacao, Charlestown Bay, Canouan, Grenadines, Tobago Cays, Grenadines, Admiralty Bay, Bequia, Grenadines, Charlotteville, Tobago, Castara Bay, Tobago, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Jan 27, More...
11 Night - Grenada RoundtripStarting in St Georges, Grenada, Charlotteville, Tobago, Castara Bay, Tobago, Paradise Beach, Carriacou, Grenada, Tobago Cays, Grenadines, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Bridgetown, Barbados, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 6, More...
7 Night - Cruising the Caribbean's Windward Islands - with Smithsonian JourneysStarting in Vieux Fort, Portsmouth, Les Saintes, Port Elizabeth VC, Bequia Island, Mayreau Island, Tobago Cays, Bridgetown, Vieux Fort
2027 Sails: Feb 17, More...
10 Night - Grenada RoundtripStarting in St Georges, Grenada, Charlotteville, Tobago, Englishmans Bay, Tobago, Tobago Cays, Grenadines, Paradise Beach, Carriacou, Grenada, Charlestown Bay, Canouan, Grenadines, Admiralty Bay, Bequia, Grenadines, Saint-Pierre, Martinique, Soufriere, St Lucia, Saline Bay, Mayreau, Grenadines, St Georges, Grenada
2027 Sails: Feb 17, More...