Caribbean Cruises Starting In October 2027, 2028 and 2029

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152 Cruises (1,773 Departures)
152 Cruises (1,773 Departures)
Departures
Duration
5 Days
72 Days
Start & End Cities
Ship Size
Cruise Lines
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Price
$300pp
$191,550pp
Countries
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Cruise

7 Days (6 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: Oct 2027 to Oct 2028
Visits: USA, Bahamas, Mexico
Exclusive Savings
Inside
$1,241
Oceanview
$1,326
Balcony
$1,378
Suite
$2,971
From (Per Person)
A$1,241
Save 1,312
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Nov 2026 to Apr 2029
Visits: USA, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,563
Oceanview
$1,738
Balcony
$1,861
Suite
$5,332
From (Per Person)
A$1,563
Save 9,051
Per Person
Cruise

8 Days (7 Nights) San Juan to San Juan
Operator: Celebrity Cruises
Departures: Oct 2028 to Apr 2029
Visits: Puerto Rico, Virgin Islands, Antigua and Barbuda, Martinique, Barbados, Saint Lucia
Exclusive Savings
Inside
$1,004
Oceanview
$1,218
Balcony
$1,473
Suite
$3,772
From (Per Person)
A$1,004
Save 795
Per Person
Cruise

6 Days (5 Nights) Galveston to Galveston
Operator: Royal Caribbean
Departures: Jan 2027 to Apr 2028
Visits: USA, Mexico
Exclusive Savings
Inside
$582
Oceanview
$731
Balcony
$871
Suite
$1,866
From (Per Person)
A$582
Save 925
Per Person
Cruise

6 Days (5 Nights) Galveston to Galveston
Operator: MSC Cruises
Ship: MSC Seascape
Departure: 24 October 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$735
Oceanview
$904
Balcony
$983
Suite
-
From (Per Person)
A$735
Per Person
Cruise

8 Days (7 Nights) Miami to Miami
Departures: Apr 2027 to Feb 2028
Visits: USA, Honduras, Belize, Mexico, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$1,360
Oceanview
$1,798
Balcony
$2,036
Suite
$2,675
From (Per Person)
A$1,360
Per Person
Cruise

21 Days (20 Nights) Genoa to Fort-de-France
Operator: MSC Cruises
Departure: 31 October 2027
Visits: Italy, Sicily, Malta, Spain +4 more, Antigua and Barbuda, Saint Vincent, Barbados, Martinique
Exclusive Savings
Inside
$2,167
Oceanview
$2,583
Balcony
$3,375
Suite
$6,444
From (Per Person)
A$2,167
Per Person
Cruise

23 Days (22 Nights) London to Saint John's
Ship: Arvia
Departure: 22 October 2027
Visits: England, Spain, Saint Martin, Saint Kitts and Nevis +5 more, Saint Lucia, Barbados, Virgin Islands, Dominica, Antigua and Barbuda
Bonus Onboard Spend
Exclusive Savings
Inside
$3,910
Oceanview
$4,900
Balcony
$5,048
Suite
$8,117
From (Per Person)
A$3,910
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departure: 09 October 2027
Visits: USA, Bahamas, Mexico, Honduras
Exclusive Savings
Inside
$1,503
Oceanview
$1,643
Balcony
$1,729
Suite
$3,653
From (Per Person)
A$1,503
Save 836
Per Person
Cruise

10 Days (9 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departure: 30 October 2027
Visits: USA, Turks and Caicos Islands, Curacao, Aruba, Bonaire
Exclusive Savings
Inside
$1,767
Oceanview
$2,450
Balcony
$3,041
Suite
$8,357
From (Per Person)
A$1,767
Save 1,233
Per Person
Cruise

8 Days (7 Nights) La Romana to La Romana
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Dominican Republic, Virgin Islands, Saint Martin, Martinique, Antigua and Barbuda
Exclusive Savings
Inside
$984
Oceanview
$1,271
Balcony
$1,855
Suite
$2,726
From (Per Person)
A$984
Per Person
New ReleaseCruise

9 Days (8 Nights) Saint John's to Bridgetown
Operator: Scenic
Departure: 15 October 2027
Visits: Antigua and Barbuda, Saint Barthelemy, Virgin Islands, Montserrat +5 more, Martinique, Saint Lucia, Saint Vincent, Trinidad and Tobago, Barbados
Exclusive Savings
Balcony
$8,498
Suite
$9,693
From (Per Person)
A$8,498
Save 3,147
Per Person
Cruise

21 Days (20 Nights) Los Angeles to New York
Departure: 19 October 2027
Visits: USA, Mexico, Guatemala, Costa Rica +4 more, Panama, Colombia, Jamaica, Bahamas
Just Cruise Fare
Exclusive Savings
Inside
$4,605
Oceanview
$5,826
Balcony
$6,645
Suite
$7,017
From (Per Person)
A$4,605
Per Person
Cruise

15 Days (14 Nights) Orlando to Orlando
Operator: MSC Cruises
Departures: Dec 2027 to Oct 2028
Visits: USA, Bahamas, Turks and Caicos Islands, Dominican Republic, Mexico
Exclusive Savings
Inside
$2,755
Oceanview
$3,310
Balcony
$3,607
Suite
$6,656
From (Per Person)
A$2,755
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Celebrity Cruises
Departures: Dec 2026 to Mar 2029
Visits: USA, Aruba, Curacao, Bonaire
Exclusive Savings
Inside
$1,219
Oceanview
$1,550
Balcony
$1,706
Suite
$5,042
From (Per Person)
A$1,219
Save 15,576
Per Person
New ReleaseCruise

27 Days (26 Nights) Quebec City to Fort Lauderdale
Operator: Crystal
Departure: 25 October 2028
Visits: Canada, USA, Bermuda, Antigua and Barbuda +5 more, Guadeloupe, Saint Lucia, Curacao, Aruba, Jamaica
Exclusive Savings
Balcony
$25,559
Suite
$28,483
From (Per Person)
A$25,559
Save 3,641
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: Nov 2026 to Sep 2028
Visits: USA, Bahamas, Virgin Islands, Saint Martin
Exclusive Savings
Inside
$1,302
Oceanview
$1,504
Balcony
$1,557
Suite
$3,180
From (Per Person)
A$1,302
Save 2,470
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Princess
Departures: Oct 2027 to Jan 2029
Visits: USA, Bahamas, Dominican Republic, Puerto Rico, Turks and Caicos Islands
Sanctuary Collection
Exclusive Savings
Inside
$816
Oceanview
$994
Balcony
$1,093
Suite
$1,509
From (Per Person)
A$816
Per Person
Cruise

5 Days (4 Nights) Tampa to Tampa
Operator: Royal Caribbean
Departures: Dec 2026 to Dec 2027
Visits: USA, Mexico
Exclusive Savings
Inside
$540
Oceanview
$569
Balcony
$713
Suite
$1,407
From (Per Person)
A$540
Save 562
Per Person
New ReleaseCruise

10 Days (9 Nights) Nassau to Miami
Operator: Scenic
Departure: 04 October 2028
Visits: Bahamas, Turks and Caicos Islands, USA
Exclusive Savings
Balcony
$9,486
Suite
$12,074
From (Per Person)
A$9,486
Save 2,659
Per Person
Cruise

15 Days (14 Nights) Bridgetown to Bridgetown
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Oct 2028
Visits: Barbados, Martinique, Guadeloupe, Virgin Islands, Dominican Republic, Saint Martin, Antigua and Barbuda
Exclusive Savings
Inside
$1,858
Oceanview
$2,254
Balcony
$3,284
Suite
$4,917
From (Per Person)
A$1,858
Per Person
Cruise

9 Days (8 Nights) Galveston to Galveston
Operator: Royal Caribbean
Departures: Aug 2027 to Oct 2028
Visits: USA, Mexico, Bahamas
Exclusive Savings
Inside
$2,052
Oceanview
$2,534
Balcony
$2,516
Suite
$4,505
From (Per Person)
A$2,052
Save 1,452
Per Person
Cruise

10 Days (9 Nights) Boston to San Juan
Operator: Celebrity Cruises
Departure: 20 October 2027
Visits: USA, Dominican Republic, Virgin Islands, Antigua and Barbuda, Puerto Rico
Exclusive Savings
Inside
$1,521
Oceanview
$1,593
Balcony
$1,797
Suite
$5,618
From (Per Person)
A$1,521
Save 962
Per Person
Cruise

8 Days (7 Nights) Fort-de-France to Fort-de-France
Operator: MSC Cruises
Ship: MSC Opera
Departures: Apr 2027 to Nov 2028
Visits: Martinique, Antigua and Barbuda, Dominican Republic, Barbados
Exclusive Savings
Inside
$984
Oceanview
$1,182
Balcony
$1,697
Suite
$2,508
From (Per Person)
A$984
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: May 2027 to Oct 2027
Visits: USA, Curacao, Aruba, Bahamas
Exclusive Savings
Inside
$1,685
Oceanview
$1,996
Balcony
$1,972
Suite
$3,397
From (Per Person)
A$1,685
Save 1,169
Per Person
New ReleaseCruise

12 Days (11 Nights) Bridgetown to Panama City
Operator: Scenic
Departure: 20 October 2027
Visits: Barbados, Saint Lucia, Saint Vincent, Curacao, Colombia, Panama
Exclusive Savings
Balcony
$12,639
Suite
$15,329
From (Per Person)
A$12,639
Save 4,206
Per Person
Cruise

9 Days (8 Nights) Fort Lauderdale to Fort Lauderdale
Operator: Royal Caribbean
Departures: Jan 2027 to Oct 2028
Visits: USA, Aruba, Curacao, Dominican Republic, Bahamas
Exclusive Savings
Inside
$2,373
Oceanview
$2,751
Balcony
$3,079
Suite
$4,335
From (Per Person)
A$2,373
Save 1,757
Per Person
Cruise

9 Days (8 Nights) Miami to Miami
Operator: Royal Caribbean
Departures: Jul 2028 to Oct 2028
Visits: USA, Bahamas, Dominican Republic, Curacao, Aruba
Exclusive Savings
Inside
$1,652
Oceanview
$1,805
Balcony
$2,035
Suite
$3,668
From (Per Person)
A$1,652
Save 1,212
Per Person
New ReleaseCruise

11 Days (10 Nights) Nassau to Bridgetown
Operator: Scenic
Departure: 10 October 2027
Visits: Bahamas, Turks and Caicos Islands, Virgin Islands, Saint Barthelemy, Martinique, Saint Vincent, Barbados
Exclusive Savings
Balcony
$11,295
Suite
$12,716
From (Per Person)
A$11,295
Save 3,200
Per Person
Cruise

8 Days (7 Nights) Orlando to Orlando
Operator: Royal Caribbean
Departures: May 2028 to Oct 2028
Visits: USA, Mexico, Honduras, Bahamas
Exclusive Savings
Inside
$1,370
Oceanview
$1,495
Balcony
$1,515
Suite
$3,401
From (Per Person)
A$1,370
Save 1,422
Per Person
Results: 91-120 of 152

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Routes

Cruises from Athens to Lisbon Cruises from Athens to Barcelona Cruises from Athens to Rome Cruises from Athens to Venice Cruises from Baltimore to Baltimore Cruises from Barcelona to Fort Lauderdale Cruises from Barcelona to Lisbon Cruises from Barcelona to London Cruises from Barcelona to Rome Cruises from Barcelona to Venice Cruises from Barcelona to Barcelona Cruises from Barcelona to Miami Cruises from Boston to Boston Cruises from Bridgetown to Marigot Cruises from Bridgetown to Miami Cruises from Bridgetown to Bridgetown Cruises from Bridgetown to Philipsburg Cruises from Buenos Aires to Rio de Janeiro Cruises from Buenos Aires to Buenos Aires Cruises from Buenos Aires to Santiago Cruises from Cartagena to Cartagena Cruises from Colon to Colon Cruises from Fort Lauderdale to Rome Cruises from Fort Lauderdale to San Juan Cruises from Fort Lauderdale to Los Angeles Cruises from Fort Lauderdale to London Cruises from Fort Lauderdale to Barcelona Cruises from Fort Lauderdale to Fort Lauderdale Cruises from Fort Lauderdale to San Diego Cruises from Fort-de-France to Fort-de-France Cruises from Galveston to Galveston Cruises from Genoa to Genoa Cruises from Hamburg to London Cruises from Hamburg to Hamburg Cruises from Jacksonville to Jacksonville Cruises from La Romana to La Romana Cruises from Lisbon to Lisbon Cruises from Lisbon to London Cruises from Lisbon to Miami Cruises from Lisbon to Barcelona Cruises from Lisbon to Rome Cruises from London to Hamburg Cruises from London to Barcelona Cruises from London to Fort Lauderdale Cruises from London to Rome Cruises from London to London Cruises from London to Lisbon Cruises from London to New York Cruises from Los Angeles to Miami Cruises from Los Angeles to Los Angeles Cruises from Marseille to Marseille Cruises from Miami to San Juan Cruises from Miami to Lisbon Cruises from Miami to Los Angeles Cruises from Miami to Rome Cruises from Miami to Bridgetown Cruises from Miami to Panama City Cruises from Miami to Barcelona Cruises from Miami to Miami Cruises from Miami to London Cruises from Montreal to Boston Cruises from Montreal to Miami Cruises from Montreal to New York Cruises from New Orleans to New Orleans Cruises from New York to Miami Cruises from New York to Fort Lauderdale Cruises from New York to New York Cruises from New York to London Cruises from Orlando to Orlando Cruises from Panama City to Miami Cruises from Philadelphia to Philadelphia Cruises from Philipsburg to Philipsburg Cruises from Philipsburg to Bridgetown Cruises from Pointe-A-Pitre to Pointe-A-Pitre Cruises from Quebec City to Boston Cruises from Quebec City to New York Cruises from Reykjavik to London Cruises from Rio de Janeiro to Buenos Aires Cruises from Rio de Janeiro to Lisbon Cruises from Rio de Janeiro to Rio de Janeiro Cruises from Rio de Janeiro to Barcelona Cruises from Rome to Lisbon Cruises from Rome to Barcelona Cruises from Rome to Venice Cruises from Rome to Fort Lauderdale Cruises from Rome to Rome Cruises from San Juan to Fort Lauderdale Cruises from San Juan to Miami Cruises from San Juan to San Juan Cruises from Santiago to Buenos Aires Cruises from Santiago to Santiago Cruises from Seattle to Seattle Cruises from Singapore to Tokyo Cruises from Singapore to Sydney Cruises from Singapore to Hong Kong Cruises from Tampa to Tampa Cruises from Tokyo to Tokyo

Country Routes

Cruises from Peru to Argentina Cruises from USA to Portugal Cruises from USA to Germany Cruises from Italy to England Cruises from Dominican Republic to Puerto Rico Cruises from Greece to Portugal Cruises from France to Portugal Cruises from Germany to England Cruises from Canada to Japan Cruises from France to Spain Cruises from Portugal to England Cruises from Iceland to USA Cruises from Puerto Rico to USA Cruises from Iceland to France Cruises from Brazil to USA Cruises from Japan to China Cruises from Portugal to France Cruises from Chile to USA Cruises from France to Brazil Cruises from Brazil to France Cruises from Iceland to Canada Cruises from England to Canada Cruises from Australia to Japan Cruises from England to Germany Cruises from Singapore to China Cruises from Brazil to Portugal Cruises from Puerto Rico to Dominican Republic Cruises from Dominican Republic to USA Cruises from Brazil to Spain Cruises from USA to Puerto Rico Cruises from Canada to England Cruises from Argentina to Brazil Cruises from USA to Brazil Cruises from Argentina to Chile Cruises from Brazil to Italy Cruises from Argentina to USA Cruises from Australia to USA Cruises from Barbados to USA Cruises from Brazil to Argentina Cruises from Canada to USA Cruises from Chile to Argentina Cruises from England to Italy Cruises from England to Spain Cruises from England to USA Cruises from France to Italy Cruises from Saint Martin to Barbados Cruises from Greece to Italy Cruises from Greece to Spain Cruises from USA to Dominican Republic Cruises from Iceland to England Cruises from Italy to Brazil Cruises from Italy to France Cruises from Italy to Portugal Cruises from Italy to Spain Cruises from Italy to USA Cruises from Japan to USA Cruises from Panama to USA Cruises from Spain to Brazil Cruises from Portugal to Italy Cruises from Portugal to Spain Cruises from Greece to USA Cruises from Portugal to USA Cruises from Singapore to Australia Cruises from Barbados to Saint Martin Cruises from Singapore to Japan Cruises from Spain to France Cruises from Spain to Italy Cruises from Germany to USA Cruises from Spain to Portugal Cruises from Spain to USA Cruises from USA to Argentina Cruises from USA to Australia Cruises from USA to Barbados Cruises from USA to Canada Cruises from England to Portugal Cruises from USA to Chile Cruises from USA to England Cruises from USA to Italy Cruises from USA to Japan Cruises from Spain to England Cruises from USA to Panama Cruises from USA to Peru Cruises from USA to Spain Cruises from Japan to Canada