Top 25 Deals On Caribbean Eastern 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: | 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: | Norwegian Cruise Line |
| Ship: | Norwegian Escape |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Friday, Feb 12th 2027 | |
| Returning: | Orlando, Florida |
| Friday, Feb 19th 2027 |
| Inside From: | $889pp | |
| Outside From: | $1239pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1419pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1629pp | |
| $125 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 Valentine’s Day!
Cruise on President’s Day!
Onboard Credit! (Applies to All Categories - Value in Cruise Cash)| Cruiseline: | Norwegian Cruise Line |
| Ship: | Norwegian Escape |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Friday, Dec 4th 2026 | |
| Returning: | Orlando, Florida |
| Friday, Dec 11th 2026 |
| Inside From: | $646pp | |
| Outside From: | $709pp | |
| Balcony From: | $865pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $1122pp | |
| $350 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 during Hanukkah!
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: | Royal Caribbean |
| Ship: | Harmony of the Seas |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Saturday, Sep 4th 2027 | |
| Returning: | Orlando, Florida |
| Saturday, Sep 11th 2027 |
| Inside From: | $1149pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1308pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1376pp | |
| $175 Bonus Onboard Credit! | ||
| Suite From: | $2851pp | |
| $400 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Labor Day!
Bonus Onboard Credit from Best Price Cruises & Tours!
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Beyond |
| Destination: | Caribbean Eastern |
| Departing: | Ft Lauderdale, Florida |
| Sunday, Feb 14th 2027 | |
| Returning: | Ft Lauderdale, Florida |
| Sunday, Feb 21st 2027 |
| Inside From: | $984pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1053pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1238pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $3199pp | |
| $450 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: | Allure of the Seas |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Sunday, Feb 14th 2027 | |
| Returning: | Miami, Florida |
| Sunday, Feb 21st 2027 |
| Inside From: | $1283pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1383pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1520pp | |
| $175 Bonus Onboard Credit! | ||
| Suite From: | $3044pp | |
| $450 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Bonus Onboard Credit from Best Price Cruises & Tours!#10 - 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!
| Cruiseline: | Royal Caribbean |
| Ship: | Star of the Seas |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Sunday, Sep 6th 2026 | |
| Returning: | Orlando, Florida |
| Sunday, Sep 13th 2026 |
| Inside From: | $1387pp | |
| Outside From: | $1497pp | |
| Balcony From: | $2069pp | |
| $175 Bonus Onboard Credit! | ||
| Suite From: | $3640pp | |
| $450 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Labor Day!
Bonus Onboard Credit from Best Price Cruises & Tours!#13 - West Indies Explorer
| Cruiseline: | Viking Ocean |
| Ship: | Viking Sea |
| Destination: | Caribbean Eastern |
| Departing: | San Juan, Puerto Rico |
| Sunday, Feb 14th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Wednesday, Feb 24th 2027 |
| Balcony From: | $4799pp | |
| $600 Bonus Onboard Credit! | ||
| Suite From: | $7499pp | |
| $600 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Valentine’s Day!
Cruise on President’s Day!
Free Wifi Onboard!
Complimentary Included Shore Excursions! (Click for terms.)
Wine, Beer, Coffee, & Soda Included! (Click for terms.)
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Apex |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Saturday, Feb 13th 2027 | |
| Returning: | Orlando, Florida |
| Saturday, Feb 20th 2027 |
| Inside From: | $1223pp | |
| $50 Bonus Onboard Credit! | ||
| Outside From: | $1273pp | |
| $75 Bonus Onboard Credit! | ||
| Balcony From: | $1423pp | |
| $125 Bonus Onboard Credit! | ||
| Suite From: | $4183pp | |
| $600 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)#15 - Fantasy Islands
| Cruiseline: | Oceania Cruises |
| Ship: | Oceania Marina |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Monday, Dec 27th 2027 | |
| Returning: | Miami, Florida |
| Thursday, Jan 6th 2028 |
| Inside From: | $3099pp | |
| $250 Bonus Onboard Credit! | ||
| Outside From: | $4149pp | |
| $350 Bonus Onboard Credit! | ||
| Balcony From: | $5099pp | |
| $500 Bonus Onboard Credit! | ||
| Suite From: | $6899pp | |
| $700 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Your World Included™ - Included Wi-Fi, Dining, Gratuities, Drinks & More! (Click for terms.)
IMPORTANT - Oceania is now an Adults Only Cruise Line (Click for info.)
Ring in the New Year on this Cruise!
Cruise during Hanukkah!
| Cruiseline: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Mar 4th 2028 | |
| Returning: | Miami, Florida |
| Saturday, Mar 11th 2028 |
| Inside From: | $862pp | |
| $75 Bonus Onboard Credit! | ||
| Outside From: | $1052pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $1129pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1417pp | |
| $150 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)| Cruiseline: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Mar 18th 2028 | |
| Returning: | Miami, Florida |
| Saturday, Mar 25th 2028 |
| Inside From: | $900pp | |
| $75 Bonus Onboard Credit! | ||
| Outside From: | $1090pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $1165pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1453pp | |
| $150 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)| Cruiseline: | Oceania Cruises |
| Ship: | Oceania Marina |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Feb 13th 2027 | |
| Returning: | Miami, Florida |
| Tuesday, Feb 23rd 2027 |
| Inside From: | $3149pp | |
| $250 Bonus Onboard Credit! | ||
| Outside From: | $3799pp | |
| $300 Bonus Onboard Credit! | ||
| Balcony From: | $4399pp | |
| $400 Bonus Onboard Credit! | ||
| Suite From: | $6199pp | |
| $600 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Your World Included™ - Included Wi-Fi, Dining, Gratuities, Drinks & More! (Click for terms.)
IMPORTANT - Oceania is now an Adults Only Cruise Line (Click for info.)
Cruise on Valentine’s Day!
Cruise on President’s Day!#19 - Season To Cheer
| Cruiseline: | Regent Seven Seas |
| Ship: | Seven Seas Prestige |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Dec 18th 2027 | |
| Returning: | Miami, Florida |
| Tuesday, Dec 28th 2027 |
| Suite From: | $7099pp | |
| $600 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Cruise on Christmas!
Cruise during Hanukkah!
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: | MSC Cruises |
| Ship: | MSC World America |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Mar 20th 2027 | |
| Returning: | Miami, Florida |
| Saturday, Mar 27th 2027 |
| Inside From: | $898pp | |
| $75 Bonus Onboard Credit! | ||
| Outside From: | $1050pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $1127pp | |
| $100 Bonus Onboard Credit! | ||
| Suite From: | $1847pp | |
| $250 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Call and Ask About a Bonus 5% Fare Discount! (Click for terms.)| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Thursday, Jan 14th 2027 | |
| Returning: | Bridgetown, Barbados |
| Monday, Jan 25th 2027 |
| Inside From: | $2519pp | |
| Outside From: | $2979pp | |
| $150 Bonus Onboard Credit! | ||
| Balcony From: | $3299pp | |
| $250 Bonus Onboard Credit! | ||
| Suite From: | $6149pp | |
| $650 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Biggest Sale of the Year - Up to $1,000 Onboard Credit per Stateroom! (Click for terms.)
Cruise on Martin Luther King Jr. Day!
Gratuities Included!
Wine, Beer, Liquor, Water & Soda Included!
Complimentary AzAmazing Evening Shore Event Included!
| Cruiseline: | Margaritaville at Sea |
| Ship: | Margaritaville Beachcomber |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Saturday, Sep 11th 2027 | |
| Returning: | Miami, Florida |
| Saturday, Sep 18th 2027 |
| Inside From: | $679pp | |
| Outside From: | $929pp | |
| Balcony From: | $1049pp | |
| Suite From: | $2099pp |
| Cruiseline: | Celebrity Cruises |
| Ship: | Celebrity Apex |
| Destination: | Caribbean Eastern |
| Departing: | Orlando, Florida |
| Saturday, Nov 21st 2026 | |
| Returning: | Orlando, Florida |
| Saturday, Nov 28th 2026 |
| Inside From: | $861pp | |
| $25 Bonus Onboard Credit! | ||
| Outside From: | $942pp | |
| $50 Bonus Onboard Credit! | ||
| Balcony From: | $1154pp | |
| $75 Bonus Onboard Credit! | ||
| Suite From: | $4243pp | |
| $600 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 Thanksgiving!
Bonus Onboard Credit from Best Price Cruises & Tours!
Free Prepaid Gratuities Available on Select Categories! (Value Included in Cruise Cash)#24 - Yachtsman's Harbors
| Cruiseline: | Oceania Cruises |
| Ship: | Oceania Allura |
| Destination: | Caribbean Eastern |
| Departing: | Miami, Florida |
| Friday, Feb 5th 2027 | |
| Returning: | San Juan, Puerto Rico |
| Friday, Feb 12th 2027 |
| Balcony From: | $2949pp | |
| $250 Bonus Onboard Credit! | ||
| Suite From: | $4649pp | |
| $450 Bonus Onboard Credit! | ||
Special Offers Available On This Sailing:
Your World Included™ - Included Wi-Fi, Dining, Gratuities, Drinks & More! (Click for terms.)
IMPORTANT - Oceania is now an Adults Only Cruise Line (Click for info.)| Cruiseline: | Azamara |
| Ship: | Azamara Journey |
| Destination: | Caribbean Eastern |
| Departing: | Bridgetown, Barbados |
| Saturday, Nov 28th 2026 | |
| Returning: | San Juan, Puerto Rico |
| Saturday, Dec 5th 2026 |
| Inside From: | $1629pp | |
| Outside From: | $2079pp | |
| $100 Bonus Onboard Credit! | ||
| Balcony From: | $2709pp | |
| $200 Bonus Onboard Credit! | ||
| Suite From: | $4269pp | |
| $450 Bonus Onboard Credit! | ||
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!
Complimentary AzAmazing Evening Shore Event 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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