Caribbean cruises

Summer 2026

132 Caribbean cruises, 4 to 33 nights.

Sea-paced · 9-night9-Night Caribbean from Fort Lauderdale, Florida via Willemstad & OranjestadAllure of the Seas · Royal Caribbean International6 departures · Jun 2026 → Oct 2026Sea-paced · 6-night6-Night Caribbean from Jacksonville, Florida via Celebration Key & Princess CaysCarnival Elation · Carnival Cruise Line5 departures · Jun 2026 → Jul 2026Balanced · 8-night8-Night Caribbean from Galveston, Texas via Cozumel & Costa MayaCarnival Jubilee · Carnival Cruise Line5 departures · Jun 2026 → Jul 2026Balanced · 9-night9-Night Caribbean from Miami, Florida via Princess Cays & San Juan (Puerto Rico)Carnival Magic · Carnival Cruise Line6 departures · Jun 2026 → Oct 2026Balanced · 8-night8-Night Caribbean from Port Canaveral, Florida via Grand Turk Island & Amber CoveCarnival Mardi Gras · Carnival Cruise Line6 departures · Jun 2026 → Aug 2026Balanced · 6-night6-Night Caribbean from Miami, Florida via Half Moon Cay & NassauCarnival Sunrise · Carnival Cruise Line6 departures · Jun 2026 → Aug 2026Sea-paced · 6-night6-Night Caribbean from New Orleans, Louisiana via Cozumel & ProgresoCarnival Valor · Carnival Cruise Line6 departures · Jun 2026 → Jul 2026Balanced · 8-night8-Night Caribbean from Port Canaveral, Florida via Cozumel & Georgetown, Grand CaymanDisney Treasure · Disney Cruise Line6 departures · Jun 2026 → Aug 2026Balanced · 8-night8-Night Caribbean from Tampa, Florida via Costa Maya & Roatán IslandEnchantment of the Seas · Royal Caribbean International5 departures · Jun 2026 → Jul 2026Balanced · 8-night8-Night Caribbean from Colón via Cartagena & OranjestadGrandeur of the Seas · Royal Caribbean International4 departures · Jun 2026Balanced · 8-night8-Night Caribbean from Miami, Florida via Costa Maya & Roatán IslandIcon of the Seas · Royal Caribbean6 departures · Jun 2026 → Sep 2026Sea-paced · 6-night6-Night Caribbean from Galveston, Texas via Costa Maya & CozumelMariner of the Seas · Royal Caribbean International5 departures · Jun 2026 → Jul 2026

Another 120 Caribbean cruises sail in Summer 2026beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Autumn 2026

272 Caribbean cruises, 3 to 42 nights.

Sea-paced · 9-night9-Night Caribbean from Fort Lauderdale, Florida via Willemstad & OranjestadCelebrity Reflection · Celebrity Cruises4 departures · Sep 2026 → Oct 2026Balanced · 4-night4-Night Caribbean from Port Everglades, Florida via Castaway Cay & NassauDisney Destiny · Disney Cruise Line1 departure · Sep 2026Port-rich · 10-night10-Night Caribbean from Guayaquil via Fuerte Amador & Panama Canal TransitCrystal Symphony · Crystal1 departure · Sep 2026Balanced · 5-night5-Night Caribbean from Port Everglades, Florida via Castaway Cay & NassauDisney Destiny · Disney Cruise Line4 departures · Sep 2026 → Oct 2026Balanced · 5-night5-Night Caribbean from Port Canaveral, Florida via Nassau & Castaway CayDisney Wish · Disney Cruise Line6 departures · Sep 2026 → Oct 2026Sea-paced · 5-night5-Night Caribbean from New York, New York via Kings WharfCarnival Venezia · Carnival Cruise Line2 departures · Sep 2026Balanced · 10-night10-Night Caribbean from Miami, Florida via Coco Cay & Cabo RojoFreedom of the Seas · Royal Caribbean International5 departures · Sep 2026 → Jan 2027Balanced · 4-night4-Night Caribbean from Port Everglades, Florida via Disney Lookout Cay at Lighthouse Point & NassauDisney Destiny · Disney Cruise Line2 departures · Sep 2026Balanced · 6-night6-Night Caribbean from Port Canaveral, Florida via Castaway Cay & Disney Lookout Cay at Lighthouse PointDisney Fantasy · Disney Cruise Line6 departures · Sep 2026 → Oct 2026Balanced · 7-night7-Night Caribbean from Tampa, Florida via Celebration Key & Princess CaysCarnival Paradise · Carnival Cruise Line6 departures · Sep 2026 → Jul 2027Sea-paced · 7-night7-Night Caribbean from New York, New York via Kings WharfCarnival Venezia · Carnival Cruise Line1 departure · Sep 2026Port-rich · 12-night12-Night Caribbean from San Juan (Puerto Rico) via Marigot & RoseauCrystal Symphony · Crystal1 departure · Sep 2026

Another 260 Caribbean cruises sail in Autumn 2026beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Winter 2026–27

332 Caribbean cruises, 4 to 23 nights.

Balanced · 11-night11-Night Caribbean from Miami, Florida via Oranjestad & WillemstadSeven Seas Mariner · Regent Seven Seas Cruises1 departure · Dec 2026Port-rich · 11-night11-Night Caribbean from Cartagena via Willemstad & KralendijkCrystal Serenity · Crystal1 departure · Dec 2026Balanced · 10-night10-Night Caribbean from Port Canaveral, Florida via Oranjestad & WillemstadExplorer of the Seas · Royal Caribbean International3 departures · Dec 2026 → Jan 2027Balanced · 11-night11-Night Caribbean from Miami, Florida via Charlotte Amalie & GustaviaOceania Allura · Oceania Cruises1 departure · Dec 2026Balanced · 14-night14-Night Caribbean from Bridgetown via Saint George's & Fort-de-FranceMSC World Europa · MSC Cruises1 departure · Dec 2026Balanced · 10-night10-Night Caribbean from Fort Lauderdale, Florida via Basseterre, Saint Kitts & CastriesCelebrity Eclipse · Celebrity Cruises1 departure · Dec 2026Port-rich · 18-night18-Night Caribbean from Fort Lauderdale, Florida via Road Town, Tortola & GustaviaCrystal Symphony · Crystal2 departures · Dec 2026 → Feb 2027Sea-paced · 21-night21-Night Caribbean from Miami, Florida via Willemstad & OranjestadMSC Poesia · MSC Cruises1 departure · Dec 2026Balanced · 11-night11-Night Caribbean from Miami, Florida via Willemstad & OranjestadMSC Poesia · MSC Cruises1 departure · Dec 2026Port-rich · 14-night14-Night Caribbean from San Juan via Virgin Gorda & Saint John'sAzamara Journey · Azamara1 departure · Dec 2026Port-rich · 8-night8-Night Caribbean from San Juan (Puerto Rico) via Charlotte Amalie & PhilipsburgCelebrity Constellation · Celebrity Cruises2 departures · Dec 2026Sea-paced · 9-night9-Night Caribbean from Fort Lauderdale, Florida via Oranjestad & WillemstadCelebrity Silhouette · Celebrity Cruises1 departure · Dec 2026

Another 320 Caribbean cruises sail in Winter 2026–27beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Spring 2027

133 Caribbean cruises, 3 to 22 nights.

Port-rich · 8-night8-Night Caribbean from San Juan (Puerto Rico) via Saint John's & Road BayEXPLORA I · Explora Journeys1 departure · Mar 2027Sea-paced · 6-night6-Night Caribbean from Miami, Florida via Georgetown, Grand Cayman & CozumelIndependence Of The Seas · Royal Caribbean International1 departure · Mar 2027Balanced · 13-night13-Night Caribbean from Miami, Florida via Charlotte Amalie & Basseterre, Saint KittsSeven Seas Prestige · Regent Seven Seas Cruises1 departure · Mar 2027Balanced · 19-night19-Night Caribbean from Miami, Florida via Half Moon Cay & Amber CoveZuiderdam · Holland America Line1 departure · Mar 2027Port-rich · 15-night15-Night Caribbean from San Juan (Puerto Rico) via Philipsburg & GustaviaEXPLORA III · Explora Journeys1 departure · Mar 2027Port-rich · 8-night8-Night Caribbean from San Juan (Puerto Rico) via Philipsburg & GustaviaEXPLORA III · Explora Journeys1 departure · Mar 2027Balanced · 15-night15-Night Caribbean from Miami, Florida via Grand Turk Island & Ocean Cay, MSC Marine ReserveMSC Meraviglia · MSC Cruises1 departure · Mar 2027Balanced · 13-night13-Night Caribbean from Fort Lauderdale, Florida via San Juan (Puerto Rico) & Saint John'sCrystal Symphony · Crystal1 departure · Mar 2027Port-rich · 5-night5-Night Caribbean from Bridgetown via Fort-de-France & Saint John'sMSC Opera · MSC Cruises1 departure · Mar 2027Port-rich · 11-night11-Night Caribbean from Colón via San Blas Islands & CartagenaLe Lapérouse · PONANT EXPLORATIONS1 departure · Mar 2027Port-rich · 4-night4-Night Caribbean from Fort-de-France via Saint John's & Road Town, TortolaMSC Opera · MSC Cruises1 departure · Mar 2027Balanced · 9-night9-Night Caribbean from Tampa, Florida via Cozumel & Georgetown, Grand CaymanNorwegian Gem · Norwegian Cruise Line1 departure · Mar 2027

Another 121 Caribbean cruises sail in Spring 2027beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Summer 2027

24 Caribbean cruises, 6 to 33 nights.

Sea-paced · 6-night6-Night Caribbean from Port Canaveral, Florida via Coco Cay & CozumelAdventure of the Seas · Royal Caribbean International4 departures · Jun 2027 → Jul 2027Balanced · 7-night7-Night Caribbean from Miami, Florida via Celebration Key & Ocho RiosCarnival Venezia · Carnival Cruise Line6 departures · Jun 2027 → Aug 2027Sea-paced · 9-night9-Night Caribbean from Port Canaveral, Florida via Bonaire & ArubaCarnival Festivale · Carnival Cruise Line6 departures · Jun 2027 → Feb 2028Balanced · 7-night7-Night Caribbean from Miami, Florida via Coco Cay & Puerto PlataCelebrity Beyond · Celebrity Cruises6 departures · Jun 2027 → Sep 2027Sea-paced · 6-night6-Night Caribbean from Miami, Florida via Puerto Plata & Great Stirrup CayNorwegian Aura · Norwegian Cruise Line1 departure · Jun 2027Balanced · 8-night8-Night Caribbean from Miami, Florida via Puerto Plata & Saint ThomasNorwegian Aura · Norwegian Cruise Line6 departures · Jun 2027 → Jul 2027Sea-paced · 7-night7-Night Caribbean from Norfolk, Virginia via Kings WharfCarnival Freedom · Carnival Cruise Line6 departures · Jun 2027 → Aug 2027Sea-paced · 9-night9-Night Caribbean from New York, New York via Celebration Key & Half Moon CayCarnival Firenze · Carnival Cruise Line6 departures · Jun 2027 → Aug 2027Sea-paced · 6-night6-Night Caribbean from Miami, Florida via Puerto Plata & Bimini IslandValiant Lady · Virgin Voyages6 departures · Jun 2027 → Dec 2027Sea-paced · 6-night6-Night Caribbean from New York, New York via Kings WharfCarnival Firenze · Carnival Cruise Line5 departures · Jul 2027 → Oct 2027Sea-paced · 6-night6-Night Caribbean from Port Canaveral, Florida via Nassau & CozumelAdventure of the Seas · Royal Caribbean International3 departures · Jul 2027 → Oct 2027Port-rich · 33-night33-Night Caribbean from Vancouver, British Columbia via Victoria, British Columbia & Astoria, OregonCrystal Serenity · Crystal1 departure · Aug 2027

Another 12 Caribbean cruises sail in Summer 2027beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Autumn 2027

164 Caribbean cruises, 3 to 28 nights.

Sea-paced · 9-night9-Night Caribbean from Fort Lauderdale, Florida via Oranjestad & WillemstadCelebrity Reflection · Celebrity Cruises4 departures · Sep 2027 → Oct 2027Balanced · 8-night8-Night Caribbean from Tampa, Florida via Cozumel & Coco CayEnchantment of the Seas · Royal Caribbean International1 departure · Sep 2027Balanced · 7-night7-Night Caribbean from Fort Lauderdale, Florida via Grand Turk Island & Bimini IslandCelebrity Reflection · Celebrity Cruises1 departure · Sep 2027Sea-paced · 8-night8-Night Caribbean from New York, New York via Kings WharfCarnival Firenze · Carnival Cruise Line2 departures · Sep 2027 → Oct 2027Balanced · 8-night8-Night Caribbean from Tampa, Florida via Nassau & Coco CayEnchantment of the Seas · Royal Caribbean International1 departure · Sep 2027Balanced · 15-night15-Night Caribbean from Mobile, Alabama via Ocho Rios & ArubaCarnival Valor · Carnival Cruise Line1 departure · Sep 2027Sea-paced · 5-night5-Night Caribbean from New York, New York via Kings WharfCarnival Firenze · Carnival Cruise Line3 departures · Sep 2027 → Oct 2027Sea-paced · 6-night6-Night Caribbean from Port Canaveral, Florida via Labadee & NassauAdventure of the Seas · Royal Caribbean International5 departures · Oct 2027 → Mar 2028Balanced · 9-night9-Night Caribbean from Fort Lauderdale, Florida via Basseterre, Saint Kitts & PhilipsburgSymphony of the Seas · Royal Caribbean International6 departures · Oct 2027 → Jan 2028Balanced · 11-night11-Night Caribbean from Galveston, Texas via Celebration Key & Half Moon CayCarnival Spirit · Carnival Cruise Line1 departure · Oct 2027Balanced · 10-night10-Night Caribbean from New York, New York via Kings Wharf & Saint John'sCrystal Serenity · Crystal1 departure · Oct 2027Sea-paced · 3-night3-Night Caribbean from Miami, Florida via Great Stirrup CayNorwegian Luna · Norwegian Cruise Line1 departure · Oct 2027

Another 152 Caribbean cruises sail in Autumn 2027beyond these — tell your advisor the dates you have in mind and they’ll narrow the rest. Request your quote →

Narrow by departure port

• Miami 610
• Fort Lauderdale 273
• Port Canaveral 192
• San Juan (Puerto Rico) 118
• New York 92
• Tampa 88
• Bridgetown 84
• Galveston 69
• Fort-de-France 41
• Pointe-à-Pitre 22
• Port Everglades 21
• Baltimore 20
• Cape Liberty 20
• New Orleans 18
• Philadelphia 16
• Jacksonville 14
• Norfolk 14
• San Juan 13
• La Romana 12
• Mobile 12

Cruises to

• Cozumel 358
• Nassau 351
• San Juan (Puerto Rico) 337
• Philipsburg 333
• Saint John's 315
• Basseterre 303
• Bridgetown 221
• Miami 217
• Puerto Plata 217
• Georgetown 209
• Charlotte Amalie 199
• Castries 196
• Willemstad 184
• Oranjestad 181
• Gustavia 174
• Roatán Island 174
• Costa Maya 173
• Grand Turk Island 161
• Coco Cay 149
• Roseau 136
• Ocean Cay 133
• Saint George's 125
• Tortola 118
• Fort-de-France 117
• Half Moon Cay 108
• Ocho Rios 98
• Road Town 97
• Bimini Island 95
• Pointe-à-Pitre 95
• Kralendijk 94
• Belize City 91
• Key West 91
• Saint Thomas 89
• Port Elizabeth 83
• Celebration Key 79
• Colón 79
• Kingstown 74
• Great Stirrup Cay 73
• Falmouth 72
• Great Harbour 71
• Amber Cove 65
• Aruba 61
• Saint Pierre 58
• Virgin Gorda 58
• Cabo Rojo 53
• Grand Cayman 52
• Scarborough 52
• South Friars Bay 50
• Harvest Caye 46
• Samaná 44
• Antigua 43
• Cruz Bay 43
• Curaçao 41
• Montego Bay 41
• Road Bay 37
• Santo Tomás de Castilla 37
• Sint Maarten 37
• Freeport 36
• Charlestown 35
• Montserrat 35
• Terre-de-Haut 35
• Castaway Cay 34
• Îles des Saintes 34
• Bonaire 33
• Mayreau Island 30
• Santa Marta 30
• Saint John Island 28
• Disney Lookout Cay at Lighthouse Point 27
• Port Canaveral 27
• Soufrière 26
• Marigot 25
• Labadee 24
• Progreso 24
• Tobago Cays 23
• Catalina Island 21
• San Juan 21
• Saint Croix Island 20
• Little Bay 17
• Spanish Town 17
• Deshaies 15
• Falmouth 14
• Isla Catalana 14
• Speightstown 14
• Union Island 14
• Norman Island 13
• Cayo Levantado 12
• Frederiksted 12
• Providenciales 12
• Trois-Ilets 12