Need Help?

Get a Free Quote

Tell us what you're looking for and an agent will follow up with pricing.

Caribbean - Eastern
Destination

Cruises to Caribbean - Eastern

1,186 sailings 10 cruise lines
All Months Oct '26 (9) Nov '26 (81) Dec '26 (100) Jan '27 (95) Feb '27 (82) Mar '27 (71) Apr '27 (45) May '27 (28) Jun '27 (23) Jul '27 (26) Aug '27 (27) Sep '27 (23) Oct '27 (38) Nov '27 (59) Dec '27 (95) Jan '28 (92) Feb '28 (82) Mar '28 (68) Apr '28 (36) May '28 (7) Jun '28 (6) Jul '28 (7) Aug '28 (6) Sep '28 (9) Oct '28 (8) Nov '28 (8) Dec '28 (17) Jan '29 (16) Feb '29 (14) Mar '29 (8)
All Sailings 1,186 Page 1 of 60
Seven Seas Splendor
Onboard Seven Seas Splendor
16-Night Caribbean - Eastern Cruise
Montreal → Miami
Fri, Oct 30 2026
Montreal, Quebec, Saguenay, Sydney, Halifax, St. Maarten, Antigua , St. Kitts, Tortola, San Juan, Miami
Call for rates
View Details
Zuiderdam
Onboard Zuiderdam
11-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sat, Oct 31 2026
Miami, St. Maarten, Antigua , Martinique, Dominica, St. Kitts, St. Thomas, Half Moon Cay, Miami
Call for rates
View Details
Zuiderdam
Onboard Zuiderdam
21-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sat, Oct 31 2026
Miami, St. Maarten, Antigua , Martinique, Dominica, St. Kitts, St. Thomas, Half Moon Cay, Miami, Bonaire, Curacao, Aruba, Cabo Rojo, Dominican Republic, Half Moon Cay, Miami
Call for rates
View Details
Norwegian Luna
Onboard Norwegian Luna
7-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sat, Oct 31 2026
Miami, Puerto Plata, St. Thomas, Tortola, Great Stirrup Cay, Miami
Call for rates
View Details
Star Princess
Onboard Star Princess
7-Night Caribbean - Eastern Cruise
Roundtrip · Ft. Lauderdale
Sat, Oct 31 2026
Ft. Lauderdale, Celebration Key, Bahamas, Amber Cove, Grand Turk, Bimini/BAHAMAS, Ft. Lauderdale
Call for rates
View Details
Star Princess
Onboard Star Princess
14-Night Caribbean - Eastern Cruise
Roundtrip · Ft. Lauderdale
Sat, Oct 31 2026
Ft. Lauderdale, Celebration Key, Bahamas, Amber Cove, Grand Turk, Bimini/BAHAMAS, Ft. Lauderdale, Roatan, Belize, Cozumel/MEXICO, Ft. Lauderdale
Call for rates
View Details
Regal Princess
Onboard Regal Princess
8-Night Caribbean - Eastern Cruise
Roundtrip · Ft. Lauderdale
Sat, Oct 31 2026
Ft. Lauderdale, St. Maarten, San Juan, Amber Cove, Grand Turk, Ft. Lauderdale
Call for rates
View Details
Freedom of the Seas
Onboard Freedom of the Seas
5-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sat, Oct 31 2026
Miami, Perfect Day CocoCay, Grand Turk, Miami
Call for rates
View Details
Harmony of the Seas
Onboard Harmony of the Seas
5-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Sat, Oct 31 2026
Port Canaveral, Nassau, Perfect Day CocoCay, Port Canaveral
Call for rates
View Details
Norwegian Prima
Onboard Norwegian Prima
7-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Sun, Nov 1 2026
Port Canaveral, Puerto Plata, St. Thomas, Tortola, Great Stirrup Cay, Port Canaveral
Call for rates
View Details
Star of the Seas
Onboard Star of the Seas
7-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Sun, Nov 1 2026
Port Canaveral, Perfect Day CocoCay, St. Thomas, St. Maarten, Port Canaveral
Call for rates
View Details
Allure of the Seas
Onboard Allure of the Seas
7-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sun, Nov 1 2026
Miami, Perfect Day CocoCay, San Juan, St. Kitts, Miami
Call for rates
View Details
Harmony of the Seas
Onboard Harmony of the Seas
5-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Thu, Nov 5 2026
Port Canaveral, Nassau, Perfect Day CocoCay, Port Canaveral
Call for rates
View Details
Celebrity Apex
Onboard Celebrity Apex
7-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Sat, Nov 7 2026
Port Canaveral, Puerto Plata, St. Thomas, St. Kitts, Port Canaveral
Call for rates
View Details
Disney Treasure
Onboard Disney Treasure
7-Night Caribbean - Eastern Cruise
Roundtrip · Port Canaveral
Sat, Nov 7 2026
Port Canaveral, Tortola, San Juan, Castaway Cay, Port Canaveral
Call for rates
View Details
Star Princess
Onboard Star Princess
14-Night Caribbean - Eastern Cruise
Roundtrip · Ft. Lauderdale
Sat, Nov 7 2026
Ft. Lauderdale, Roatan, Belize, Cozumel/MEXICO, Ft. Lauderdale, Celebration Key, Bahamas, Amber Cove, Grand Turk, Ft. Lauderdale
Call for rates
View Details
Icon of the Seas
Onboard Icon of the Seas
7-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sat, Nov 7 2026
Miami, St. Maarten, St. Thomas, Perfect Day CocoCay, Miami
Call for rates
View Details
Adventure of the Seas
Onboard Adventure of the Seas
8-Night Caribbean - Eastern Cruise
Roundtrip · Ft. Lauderdale
Sat, Nov 7 2026
Ft. Lauderdale, St. Kitts, St. Maarten, San Juan, Grand Turk, Ft. Lauderdale
Call for rates
View Details
Celebrity Xcel
Onboard Celebrity Xcel
7-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sun, Nov 8 2026
Miami, St. Maarten, St. Thomas, Puerto Plata, Miami
Call for rates
View Details
Norwegian Aqua
Onboard Norwegian Aqua
7-Night Caribbean - Eastern Cruise
Roundtrip · Miami
Sun, Nov 8 2026
Miami, Puerto Plata, St. Thomas, Tortola, Great Stirrup Cay, Miami
Call for rates
View Details
Saved to Maybe Trips