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Trinidad / Tobago Cruise Specials

We've gathered all of the Trinidad / Tobago cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Trinidad / Tobago cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

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Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises17 NT A Journey of Caribbean Celebration & Island Bliss from $9345 pp
17 Night - An Extended Journey of Caribbean Celebration and Island Bliss - Starting in Miami, La Romana, San Juan, Basseterre, Les Trois-Ilets, Bequia, Kingstown, Bridgetown, Tobago / Scarborough, Fort-de-France, Martinique, St Johns AG, Antigua, St Maarten / Philipsburg, Tortola / Road Town, Miami
2025 Sails: Dec 12 Get a Quote
Explora Journeys, EXPLORA II
Family
EXPLORA II Cruises8 NT A Journey of Caribbean Islands from Clouds to Emeralds from $4,465 pp
8 Night - A Journey of Caribbean Islands from Clouds to Emeralds - Starting in Bridgetown, Bequia, Port of Spain, Fort-de-France, Martinique, Little Bay, Tortola / Road Town, Miami
2025 Sails: Dec 14 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises13 NT A Journey Into New Caribbean Dawns from $9945 pp
13 Night - An Extended Celebration Journey Into New Caribbean Dawns - Starting in Bridgetown, Tobago / Scarborough, Fort-de-France, Martinique, St Johns AG, Antigua, St Maarten / Philipsburg, Tortola / Road Town, Miami, New Year Fireworks Sju, Jost Van Dyke, Deshaies, Bridgetown
2025 Sails: Dec 21 Get a Quote
Explora Journeys, EXPLORA I
Family
EXPLORA I Cruises8 Nights A Celebration Journey of Caribbean Christmas Cheer from $6250 pp
8 Night - A Journey from Bridgetown to Miami - Starting in Bridgetown, Tobago / Scarborough, Fort-de-France, Martinique, St Johns AG, Antigua, St Maarten / Philipsburg, Tortola / Road Town, Miami
2025 Sails: Dec 21 Get a Quote
Azamara, Azamara Quest
Family
Azamara Quest Cruise Ship14 Nights Belem, Salvador & Rio De Janeiro from $1,929 pp plus OBC
14 Night - Brazil Intensive Cruise : Belem, Recife & Rio De Janeiro - Starting in Bridgetown, Scarborough, Tobago, Isle Royale, French Guiana, Belem, Recife, Salvador De Bahia, Buzios, Brazil, Rio De Janeiro
2026 Sails: Jan 17 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia Cruise Ship57NT Old & New World Discovery From $15,099pp $16699
57 Night - Old & New World Discovery - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Oceania Cruises, Oceania Insignia
Luxury and Exotic
Oceania Insignia Cruise Ship57NT Old & New World Discovery From $15,099pp $16699
57 Night - Old & New World Discovery - Starting in Venice (Fusina), Rijeka, Split, Kotor, Igoumenitsa, Gallipoli, Catania (Sicily), Naples / Pompeii, Rome (Civitavecchia), Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Oct 23 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia Cruise Ship47NT Footsteps of Columbus From $11,799pp $13099
47 Night - Footsteps of Columbus - Starting in Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Nov 2 Get a Quote
Oceania Cruises, Oceania Insignia
Luxury and Exotic
Oceania Insignia Cruise Ship47NT Footsteps of Columbus From $11,799pp $13099
47 Night - Footsteps of Columbus - Starting in Barcelona, Palma De Mallorca, Alicante, Cartagena ES, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Nov 2 Get a Quote
Oceania Cruises, Oceania Insignia
Discount
Oceania Insignia Cruise Ship40NT Amazon & Tropical Isles From $9,699pp $11099
40 Night - Amazon & Tropical Isles - Starting in Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz de La Palma, San Juan, Nassau, Miami, Tortola, St Johns AG, Castries, Scarborough, Cruising the Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising the Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
2026 Sails: Nov 9 Get a Quote

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Trinidad / Tobago Cruise Specials