❮ Back
iCruise.com iCruise.com
Speak to a Cruise Agent: J 1-888-766-6420
International Callers Click Here
☰
J

Find Caribbean - Eastern Cruises in May 2026

Filter

1,980 Cruises

Where: Caribbean - Easte Nights: Any Length
When: May 2026 Line: Any Cruise Line
From: Any Port Ship: Any Ship
Cruise Only
Cruise & Land Tours
1,980 Cruises Found
ResetShow Cruises
Sort By:
Sail Date
Price
Cruise Line
Apr 10, 2025 (Thu)

7 Night Eastern Caribbean

From Fort Lauderdale to Fort Lauderdale

Celebrity Summit

Celebrity Cruises

5 Stars

Starts: Thu, Apr 10, 2025 from Fort Lauderdale

Ends: Thu, Apr 17, 2025 in Fort Lauderdale

Cruise Ports: Fort Lauderdale, Grand Turk, Puerto Plata, San Juan, Fort Lauderdale

from $865per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 10, 2025 (Thu)

10 Night Southern Caribbean

From Miami to Miami

Explorer of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Thu, Apr 10, 2025 from Miami

Ends: Sun, Apr 20, 2025 in Miami

Cruise Ports: Miami, Puerto Plata, San Juan, Philipsburg (St. Maarten), Castries, St John's, Basseterre, Miami

from $2,668per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 11, 2025 (Fri)

5 Night Sunny Daze in Puerto Plata and Nassau

From Miami to Miami

Valiant Lady

Virgin Voyages

4.5 Stars

Starts: Fri, Apr 11, 2025 from Miami

Ends: Wed, Apr 16, 2025 in Miami

Cruise Ports: Miami, Puerto Plata, Nassau, Miami

from $996per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

5 Night Eastern Caribbean from Port Canaveral (Orlando)

From Port Canaveral to Port Canaveral

Carnival Freedom

Carnival Cruises

3.5 Stars

Starts: Sat, Apr 12, 2025 from Port Canaveral

Ends: Thu, Apr 17, 2025 in Port Canaveral

Cruise Ports: Port Canaveral, Nassau, Princess Cays, Grand Turk, Port Canaveral

from $754per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

7 Night Caribbean

From Miami to Miami

MSC World America

MSC Cruises

4 Stars

Starts: Sat, Apr 12, 2025 from Miami

Ends: Sat, Apr 19, 2025 in Miami

Cruise Ports: Miami, Puerto Plata, San Juan, Ocean Cay, Miami

from $898per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

7 Night Eastern Caribbean from Port Canaveral (Orlando)

From Port Canaveral to Port Canaveral

Mardi Gras

Carnival Cruises

4 Stars

Starts: Sat, Apr 12, 2025 from Port Canaveral

Ends: Sat, Apr 19, 2025 in Port Canaveral

Cruise Ports: Port Canaveral, Grand Turk, Amber Cove, Nassau, Port Canaveral

from $954per person
Includes taxes & fees
Learn More
Apr 12, 2025 (Sat)

9 Night Caribbean Dominican Republic and St. Maarten

From Miami to Miami

Norwegian Pearl

Norwegian Cruise Line

3.5 Stars

Starts: Sat, Apr 12, 2025 from Miami

Ends: Mon, Apr 21, 2025 in Miami

Cruise Ports: Miami, Great Stirrup Cay, St Thomas, Philipsburg (St. Maarten), Tortola, San Juan, Puerto Plata, Miami

from $1,184per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

8 Night Eastern Caribbean

From Fort Lauderdale to Fort Lauderdale

Freedom of the Seas

Royal Caribbean Cruises

4 Stars

Starts: Sat, Apr 12, 2025 from Fort Lauderdale

Ends: Sun, Apr 20, 2025 in Fort Lauderdale

Cruise Ports: Fort Lauderdale, Grand Turk, Charlotte Amalie (St Thomas), Basseterre, Philipsburg (St. Maarten), Fort Lauderdale

from $2,606per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

7 Night Eastern Caribbean

From Port Canaveral to Port Canaveral

Disney Treasure

Disney Cruises

5 Stars

Starts: Sat, Apr 12, 2025 from Port Canaveral

Ends: Sat, Apr 19, 2025 in Port Canaveral

Cruise Ports: Port Canaveral, Tortola, St Thomas, Castaway Cay, Port Canaveral

from $3,492per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

10 Night Rhythms of the Caribbean

From Miami to Miami

Sirena

Oceania Cruises

5 Stars

Starts: Sat, Apr 12, 2025 from Miami

Ends: Tue, Apr 22, 2025 in Miami

Cruise Ports: Miami, Gustavia St. Barts, Tortola, St John's, Basseterre, Charlotte Amalie (St Thomas), Miami

from $3,799per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

24 Night Transatlantic Tranquility

From Miami to Barcelona

Sirena

Oceania Cruises

5 Stars

Starts: Sat, Apr 12, 2025 from Miami

Ends: Tue, May 6, 2025 in Barcelona

Cruise Ports: Miami, Gustavia St. Barts, Tortola, St John's, Basseterre, Charlotte Amalie (St Thomas), Miami, Royal Naval Dockyard (West End), Ponta Delgada, Madeira, Motril, Alicante, Barcelona

from $6,399per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 12, 2025 (Sat)

12 Night San Juan to Lisbon

From San Juan to Lisbon

Evrima

Ritz-Carlton Yacht Cruises

6 Stars

Starts: Sat, Apr 12, 2025 from San Juan

Ends: Thu, Apr 24, 2025 in Lisbon

Cruise Ports: San Juan, Ponta Delgada, Lisbon

from $9,100per person
Includes taxes & fees
Learn More
Apr 12, 2025 (Sat)

31 Night Caribbean and European Dawn

From Miami to Civitavecchia (Rome)

Sirena

Oceania Cruises

5 Stars

Starts: Sat, Apr 12, 2025 from Miami

Ends: Tue, May 13, 2025 in Civitavecchia (Rome)

Cruise Ports: Miami, Gustavia St. Barts, Tortola, St John's, Basseterre, Charlotte Amalie (St Thomas), Miami, Royal Naval Dockyard (West End), Ponta Delgada, Madeira, Motril, Alicante, Barcelona, Mahon, Sete, Sanary Sur Mer, Monte Carlo, Portofino, Livorno, Civitavecchia (Rome)

Call
Learn More

Bonus Offer:

Apr 13, 2025 (Sun)

6 Night Eastern Caribbean from Miami

From Miami to Miami

Carnival Magic

Carnival Cruises

4 Stars

Starts: Sun, Apr 13, 2025 from Miami

Ends: Sat, Apr 19, 2025 in Miami

Cruise Ports: Miami, Half Moon Cay, Amber Cove, Grand Turk, Miami

from $719per person
Includes taxes & fees
Learn More
Apr 13, 2025 (Sun)

6 Night Eastern Caribbean from Port Canaveral (Orlando)

From Port Canaveral to Port Canaveral

Carnival Vista

Carnival Cruises

4 Stars

Starts: Sun, Apr 13, 2025 from Port Canaveral

Ends: Sat, Apr 19, 2025 in Port Canaveral

Cruise Ports: Port Canaveral, Half Moon Cay, Grand Turk, Amber Cove, Port Canaveral

from $784per person
Includes taxes & fees
Learn More
Apr 13, 2025 (Sun)

7 Night Eastern Caribbean from New Orleans

From New Orleans to New Orleans

Carnival Liberty

Carnival Cruises

3.5 Stars

Starts: Sun, Apr 13, 2025 from New Orleans

Ends: Sun, Apr 20, 2025 in New Orleans

Cruise Ports: New Orleans, Key West, Freeport, Nassau, New Orleans

from $824per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 13, 2025 (Sun)

7 Night Eastern Caribbean from Port Canaveral (Orlando)

From Port Canaveral to Port Canaveral

Carnival Venezia

Carnival Cruises

4 Stars

Starts: Sun, Apr 13, 2025 from Port Canaveral

Ends: Sun, Apr 20, 2025 in Port Canaveral

Cruise Ports: Port Canaveral, Charlotte Amalie (St Thomas), San Juan, Grand Turk, Port Canaveral

from $903per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 13, 2025 (Sun)

13 Night Transatlantic Dominican Republic and Spain

From San Juan to Lisbon

Norwegian Viva

Norwegian Cruise Line

4 Stars

Starts: Sun, Apr 13, 2025 from San Juan

Ends: Sat, Apr 26, 2025 in Lisbon

Cruise Ports: San Juan, La Romana, Philipsburg (St. Maarten), Porto Grande, Santa Cruz de Tenerife, Lisbon

from $1,083per person
Includes taxes & fees
Learn More

Bonus Offer:

Apr 13, 2025 (Sun)

5 Night Eastern Caribbean

From Fort Lauderdale to Fort Lauderdale

Grandeur of the Seas

Royal Caribbean Cruises

3.5 Stars

Starts: Sun, Apr 13, 2025 from Fort Lauderdale

Ends: Fri, Apr 18, 2025 in Fort Lauderdale

Cruise Ports: Fort Lauderdale, Labadee, Puerto Plata, Fort Lauderdale

from $1,213per person
Includes taxes & fees
Learn More
Apr 13, 2025 (Sun)

7 Night St. Maarten St. Thomas and Puerto Plata

From Fort Lauderdale to Fort Lauderdale

Celebrity Ascent

Celebrity Cruises

5 Stars

Starts: Sun, Apr 13, 2025 from Fort Lauderdale

Ends: Sun, Apr 20, 2025 in Fort Lauderdale

Cruise Ports: Fort Lauderdale, Puerto Plata, Charlotte Amalie (St Thomas), Philipsburg (St. Maarten), Fort Lauderdale

from $1,386per person
Includes taxes & fees
Learn More

Bonus Offer:

Related Caribbean - Eastern Cruises ▼