Top 25 Deals On Caribbean Cruises
| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Vista |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Sunday, Feb 14th 2027 | |
| Returning: | Orlando, Florida |
| Saturday, Feb 20th 2027 |
| Inside From: | $474pp | |
| Outside From: | $609pp | |
| Balcony From: | $759pp | |
 $25 Bonus Onboard Credit! | ||
| Suite From: | $1423pp | |
| $125 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Military Discounts Available!
Military Discounts Available!
Early Saver Fares Available: Lowest Price with Price Protection!| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Vista |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Sunday, Jan 17th 2027 | |
| Returning: | Orlando, Florida |
| Saturday, Jan 23rd 2027 |
| Inside From: | $379pp | |
| Outside From: | $514pp | |
| Balcony From: | $664pp | |
| Suite From: | $993pp | |
| $75 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Martin Luther King Jr. Day!
Military Discounts Available!
Military Discounts Available!
Early Saver Fares Available: Lowest Price with Price Protection!
| Cruiseline: | Carnival Cruise Line |
| Ship: | Carnival Magic |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Sunday, Aug 16th 2026 | |
| Returning: | Miami, Florida |
| Saturday, Aug 22nd 2026 |
| Inside From: | $379pp | |
| Outside From: | $564pp | |
| Balcony From: | $609pp | |
| Suite From: | $1099pp | |
| $75 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Military Discounts Available!
Military Discounts Available!
Military Discounts Available!
Early Saver Fares Available: Lowest Price with Price Protection!
| Cruiseline: | Royal Caribbean |
| Ship: | Rhapsody of the Seas |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Sep 5th 2026 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Sep 12th 2026 |
| Inside From: | $538pp | |
| Outside From: | $598pp | |
| Balcony From: | $1340pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1425pp | |
| $100 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Labor Day!
Bonus Onboard Credit from Best Price Cruises & Tours!
| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Breakaway |
| Destination: | Bermuda |
| Departing: | Boston, Massachusetts |
| Sunday, May 24th 2026 | |
| Returning: | Boston, Massachusetts |
| Sunday, May 31st 2026 |
| Inside From: | $879pp | |
| Outside From: | $1059pp | |
| Balcony From: | $1159pp | |
| $150 Bonus Onboard Credit! | ||
| Suite From: | $1309pp | |
| $375 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Limited Time Offer: Second Guest Sails Free! (Click for terms.)
Cruise on Memorial Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
Exclusive: Get up to $200 Onboard Credit Per Stateroom When Booking a Balcony or Above! (Click for terms.)
| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Prima |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Sunday, Sep 6th 2026 | |
| Returning: | Orlando, Florida |
| Sunday, Sep 13th 2026 |
| Inside From: | $959pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1089pp | |
| $25 Bonus Onboard Credit! | ||
| Balcony From: | $1369pp | |
| $200 Bonus Onboard Credit! | ||
| Suite From: | $1939pp | |
| $475 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Limited Time Offer: Second Guest Sails Free! (Click for terms.)
Cruise on Labor Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
Exclusive: Get up to $200 Onboard Credit Per Stateroom When Booking a Balcony or Above! (Click for terms.)
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Reflection |
| Destination: | Caribbean Western |
| Departing: | Ft Lauderdale, Florida |
| Sunday, Sep 20th 2026 | |
| Returning: | Ft Lauderdale, Florida |
| Saturday, Sep 26th 2026 |
| Inside From: | $715pp | |
| Outside From: | $781pp | |
| $25 Bonus Onboard Credit! | ||
| Balcony From: | $769pp | |
| $25 Bonus Onboard Credit! | ||
| Suite From: | $2955pp | |
| $300 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Save Up to 75% Off 2nd Guest Cruise Fares!
Senior Discounts Available!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)#8 - 7 Nights Caribbean -
| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Escape |
| Destination: | Caribbean |
| Departing: | Galveston, Texas |
| Saturday, Jan 1st 2028 | |
| Returning: | Galveston, Texas |
| Saturday, Jan 8th 2028 |
| Inside From: | $879pp | |
| Outside From: | $1079pp | |
| Balcony From: | $1279pp | |
| $75 Bonus Onboard Credit! | ||
| Suite From: | $1429pp | |
| $75 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Ask About Potential Air Savings. AIR MUST BE BOOKED DIRECTLY WITH NORWEGIAN. Click for terms.
Receive Up to Five "Free at Sea" Perks in Select Staterooms with Select Fares. Choose your perks! Perks vary by fare/promo code selected. Service Charges/Fees Will Apply* (Click for terms.)
Limited Time Offer: Second Guest Sails Free! (Click for terms.)
Ring in the New Year on this Cruise!
Cruise during Hanukkah!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Reflection |
| Destination: | Caribbean Southern |
| Departing: | Ft Lauderdale, Florida |
| Friday, Sep 4th 2026 | |
| Returning: | Ft Lauderdale, Florida |
| Saturday, Sep 12th 2026 |
| Inside From: | $967pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1330pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1346pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $3585pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Save Up to 75% Off 2nd Guest Cruise Fares!
Cruise on Labor Day!
Senior Discounts Available!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)#10 - 7 Night Caribbean Cruise
| Cruiseline: | Princess |
| Ship: | Caribbean Princess |
| Destination: | Caribbean |
| Departing: | Orlando, Florida |
| Sunday, Sep 6th 2026 | |
| Returning: | Orlando, Florida |
| Sunday, Sep 13th 2026 |
| Inside From: | $494pp | |
| Outside From: | $534pp | |
| Balcony From: | $699pp | |
| $25 Bonus Onboard Credit! | ||
| Suite From: | $859pp | |
| $75 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Princess Premier Fares: Includes Princess Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.)
Come Aboard Sale - Up to 40% Off + Up to $500 Instant Savings! (Click for terms.)
Come Aboard Sale - 50% Reduced Deposit! (Click for terms.)
American and Canadian Military Members Receive $100 Onboard Credit! (Click for terms.)
Princess Plus Fares Available: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.)
Cruise on Labor Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)#11 - 7 Night Caribbean Cruise
| Cruiseline: | Princess |
| Ship: | Regal Princess |
| Destination: | Caribbean |
| Departing: | Ft Lauderdale, Florida |
| Saturday, Sep 5th 2026 | |
| Returning: | Ft Lauderdale, Florida |
| Saturday, Sep 12th 2026 |
| Inside From: | $574pp | |
| Balcony From: | $589pp | |
| $25 Bonus Onboard Credit! | ||
| Suite From: | $749pp | |
| $50 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Princess Premier Fares: Includes Princess Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.)
Come Aboard Sale - Up to 40% Off + Up to $500 Instant Savings! (Click for terms.)
Come Aboard Sale - 50% Reduced Deposit! (Click for terms.)
American and Canadian Military Members Receive $100 Onboard Credit! (Click for terms.)
Princess Plus Fares Available: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.)
Cruise on Labor Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
| Cruiseline: | Seabourn |
| Ship: | Seabourn Quest |
| Destination: | Caribbean |
| Departing: | Miami, Florida |
| Tuesday, Jan 5th 2027 | |
| Returning: | Miami, Florida |
| Sunday, May 30th 2027 |
| Outside From: | $83544pp | |
| $4100 Bonus Onboard Credit! | ||
| Balcony From: | $94602pp | |
| $4750 Bonus Onboard Credit! | ||
| Suite From: | $177537pp | |
| $9900 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Exclusive Deep Discounted Rate - Limited Time Offer
Cruise on Valentine’s Day!
Cruise on Easter!
Cruise on Martin Luther King Jr. Day!
Cruise on President’s Day!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!
Specialty Dining Included!
| Cruiseline: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean |
| Departing: | Miami, Florida |
| Friday, Dec 24th 2027 | |
| Returning: | Miami, Florida |
| Friday, Dec 31st 2027 |
| Inside From: | $1175pp | |
| $125 Bonus Onboard Credit! | ||
| Outside From: | $1384pp | |
| $150 Bonus Onboard Credit! | ||
| Balcony From: | $1453pp | |
| $150 Bonus Onboard Credit! | ||
| Suite From: | $1822pp | |
| $250 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Christmas!
Ring in the New Year on this Cruise!
Cruise during Hanukkah!
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)
| Cruiseline: | Royal Caribbean |
| Ship: | Enchantment of the Seas |
| Destination: | Caribbean Western |
| Departing: | Tampa, Florida |
| Saturday, Sep 26th 2026 | |
| Returning: | Tampa, Florida |
| Saturday, Oct 3rd 2026 |
| Inside From: | $429pp | |
| Outside From: | $612pp | |
| Balcony From: | $1039pp | |
| $50 Bonus Onboard Credit! | ||
| Suite From: | $1395pp | |
| $100 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Senior Discounts Available!
Bonus Onboard Credit from Best Price Cruises & Tours!
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Constellation |
| Destination: | Caribbean Southern |
| Departing: | San Juan, Puerto Rico |
| Saturday, Feb 13th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Feb 20th 2027 |
| Inside From: | $997pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1047pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1297pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $3497pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
All Included Drinks + Wifi Package Available. (Click for terms.)
Exclusive* Special Pricing with "All Included" Perks! (Click for terms.)
Save Up to 75% Off 2nd Guest Cruise Fares!
Cruise on Valentine’s Day!
Cruise on President’s Day!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)
| Cruiseline: | Royal Caribbean |
| Ship: | Grandeur of the Seas |
| Destination: | Caribbean Southern |
| Departing: | Colon, Panama |
| Saturday, Jul 4th 2026 | |
| Returning: | Colon, Panama |
| Saturday, Jul 11th 2026 |
| Inside From: | $888pp | |
| Outside From: | $888pp | |
| Balcony From: | $1171pp | |
| $75 Bonus Onboard Credit! | ||
| Suite From: | $1386pp | |
| $100 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on the 4th of July!
Bonus Onboard Credit from Best Price Cruises & Tours!| Cruiseline: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean |
| Departing: | Miami, Florida |
| Saturday, Feb 13th 2027 | |
| Returning: | Miami, Florida |
| Saturday, Feb 20th 2027 |
| Inside From: | $815pp | |
| $75 Bonus Onboard Credit! | ||
| Outside From: | $967pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $1046pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1874pp | |
| $250 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)| Cruiseline: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean Western |
| Departing: | Miami, Florida |
| Saturday, Mar 27th 2027 | |
| Returning: | Miami, Florida |
| Saturday, Apr 3rd 2027 |
| Inside From: | $948pp | |
| $75 Bonus Onboard Credit! | ||
| Outside From: | $1100pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $1172pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1892pp | |
| $250 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Easter!
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)
| Cruiseline: | Explora Journeys |
| Ship: | Explora IV |
| Destination: | Caribbean |
| Departing: | San Juan, Puerto Rico |
| Saturday, Apr 15th 2028 | |
| Returning: | Miami, Florida |
| Saturday, Apr 22nd 2028 |
| Suite From: | $3915pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Early Booking Benefit – 5% Savings Off Cruise Fare in Select Suites. Click for terms.
Cruise on Easter!
Free Wifi Onboard!#20 - 7 Night Caribbean Cruise
| Cruiseline: | Princess |
| Ship: | Crown Princess |
| Destination: | Caribbean |
| Departing: | San Juan, Puerto Rico |
| Sunday, Feb 14th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Sunday, Feb 21st 2027 |
| Inside From: | $607pp | |
| Outside From: | $687pp | |
| $25 Bonus Onboard Credit! | ||
| Balcony From: | $1047pp | |
| $75 Bonus Onboard Credit! | ||
| Suite From: | $1497pp | |
| $175 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Princess Premier Fares: Includes Princess Premier Beverage Package, Unlimited MedallionNet Max Wi-Fi, Unlimited Specialty Dining, Crew Tips, Photo Package & More! (Click for terms.)
Come Aboard Sale - Up to 40% Off + Up to $500 Instant Savings! (Click for terms.)
Come Aboard Sale - 50% Reduced Deposit! (Click for terms.)
American and Canadian Military Members Receive $100 Onboard Credit! (Click for terms.)
Princess Plus Fares Available: Includes Princess Plus Beverage Package, Wi-Fi, Crew Appreciation & More! (Click for terms.)
Cruise on Valentine’s Day!
Cruise on President’s Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)#21 - Mystical Maya
| Cruiseline: | Regent Seven Seas |
| Ship: | Seven Seas Grandeur |
| Destination: | Caribbean Western |
| Departing: | Miami, Florida |
| Tuesday, Feb 9th 2027 | |
| Returning: | Miami, Florida |
| Tuesday, Feb 16th 2027 |
| Suite From: | $5299pp | |
| $400 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Free or Low-Cost Airfare Add-Ons Available!
FREE Transfers to and from the Airport!
Specialty Dining Included!
Gratuities Included!
FREE Beverage Package including Unlimited Fine Wines, Premium Spirits & In-suite Mini-bar!
FREE Unlimited Shore Excursions!| Cruiseline: | Explora Journeys |
| Ship: | Explora III |
| Destination: | Caribbean |
| Departing: | San Juan, Puerto Rico |
| Friday, Feb 12th 2027 | |
| Returning: | Miami, Florida |
| Friday, Feb 19th 2027 |
| Suite From: | $4130pp |
Special Offers Available On This Sailing:
Early Booking Benefit – 5% Savings Off Cruise Fare in Select Suites. Click for terms.
Cruise on Valentine’s Day!
Cruise on President’s Day!
Free Wifi Onboard!#23 - 7 Night Caribbean Cruise
| Cruiseline: | Holland America |
| Ship: | Nieuw Statendam |
| Destination: | Caribbean |
| Departing: | Ft Lauderdale, Florida |
| Sunday, Feb 14th 2027 | |
| Returning: | Ft Lauderdale, Florida |
| Sunday, Feb 21st 2027 |
| Inside From: | $944pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $1094pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1344pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1844pp | |
| $200 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Start Your Journey Sale - Up to 30% Savings! (Click for terms.)
Start Your Journey Sale - 50% Reduced Deposit! (Click for terms.)
Cruise on Valentine’s Day!
Cruise on President’s Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)
Start Your Journey Sale - Free Balcony Upgrades! (Click for terms.)#24 - Be My Island Valentine
| Cruiseline: | Regent Seven Seas |
| Ship: | Seven Seas Grandeur |
| Destination: | Caribbean Eastern |
| Departing: | Bridgetown, Barbados |
| Monday, Feb 14th 2028 | |
| Returning: | Bridgetown, Barbados |
| Thursday, Feb 24th 2028 |
| Suite From: | $5999pp | |
| $500 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Free or Low-Cost Airfare Add-Ons Available!
FREE Transfers to and from the Airport!
Specialty Dining Included!
Gratuities Included!
FREE Beverage Package including Unlimited Fine Wines, Premium Spirits & In-suite Mini-bar!
FREE Unlimited Shore Excursions!
| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Eastern |
| Departing: | Bridgetown, Barbados |
| Saturday, Dec 12th 2026 | |
| Returning: | San Juan, Puerto Rico |
| Friday, Dec 18th 2026 |
| Inside From: | $1269pp | |
| Outside From: | $1629pp | |
| Balcony From: | $2109pp | |
| Suite From: | $3329pp |
Special Offers Available On This Sailing:
Biggest Sale of the Year - Up to $1,000 Onboard Credit per Stateroom! (Click for terms.)
Cruise during Hanukkah!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!Length:
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Norwegian Cruise Line®Exclusive Deals on 2026 NCL departures!
*Exclusive! Receive Up To $500 Onboard Credit & Save $250 Off Final Payment when booking Balcony+ on Select May - Dec. 2026 Sailings! Hurry, offer ends 2/12!
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Holland America | Legendary Voyages 2027–2028: Flagship Collection
Legendary Voyages are Holland America’s flagship collection of 25-59 Day itineraries, created for travelers who value connection, curiosity, and unhurried exploration.
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Agency Exclusive: World of Travel Sales Event going on Now!
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