Royal Clipper
Oct 3
Villefranche-sur-Mer
France
Oct 31
Bridgetown
Barbados
28 nights from
$7,430/pp
$265/night
Royal Clipper
Oct 3Villefranche-sur-MerFrance
Oct 31BridgetownBarbados
28 nights from$7,430/pp$265/night
Destinations
Repositioning cruises to Caribbean
157 one-way sailings arriving in Caribbean
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157 repositioning cruises
Royal Clipper
Oct 16
Lisbon
Portugal
Oct 31
Bridgetown
Barbados
15 nights from
$2,940/pp
$196/night
Royal Clipper
Oct 16LisbonPortugal
Oct 31BridgetownBarbados
15 nights from$2,940/pp$196/night
Under $100/nightMein Schiff 2
Oct 16
Palma de Mallorca
Spain
Oct 30
La Romana
Dominican Republic
14 nights from
$1,130/pp
$81/night
Under $100/nightMein Schiff 2
Oct 16Palma de MallorcaSpain
Oct 30La RomanaDominican Republic
14 nights from$1,130/pp$81/night
Under $100/nightMein Schiff 2
Oct 16
Palma de Mallorca
Spain
Nov 2
Bridgetown
Barbados
17 nights from
$1,380/pp
$81/night
Under $100/nightMein Schiff 2
Oct 16Palma de MallorcaSpain
Nov 2BridgetownBarbados
17 nights from$1,380/pp$81/night
Viking Sea
Oct 16
Rome
Italy
Nov 5
San Juan
Puerto Rico
20 nights from
$3,000/pp
$150/night
Under $100/nightNational Geographic Quest
Oct 17
Panama City
Panama
Oct 24
Cartagena
Colombia
7 nights from
$570/pp
$81/night
Under $100/nightNational Geographic Quest
Oct 17Panama CityPanama
Oct 24CartagenaColombia
7 nights from$570/pp$81/night
Under $100/nightNational Geographic Quest
Oct 24
Panama City
Panama
Oct 31
Cartagena
Colombia
7 nights from
$570/pp
$81/night
Under $100/nightNational Geographic Quest
Oct 24Panama CityPanama
Oct 31CartagenaColombia
7 nights from$570/pp$81/night
Viking Sea
Oct 24
Barcelona
Spain
Nov 5
San Juan
Puerto Rico
12 nights from
$3,600/pp
$300/night
Under $100/nightAIDAbella
Oct 25
Kiel
Germany
Nov 12
Bridgetown
Barbados
18 nights from
$1,700/pp
$94/night
Under $100/nightAIDAbella
Oct 25KielGermany
Nov 12BridgetownBarbados
18 nights from$1,700/pp$94/night
Under $100/nightAIDAbella
Oct 25
Kiel
Germany
Nov 18
La Romana
Dominican Republic
24 nights from
$2,190/pp
$91/night
Under $100/nightAIDAbella
Oct 25KielGermany
Nov 18La RomanaDominican Republic
24 nights from$2,190/pp$91/night
Mein Schiff 5
Oct 26
Palma de Mallorca
Spain
Nov 11
La Romana
Dominican Republic
16 nights from
$1,860/pp
$116/night
Mein Schiff 5
Oct 26Palma de MallorcaSpain
Nov 11La RomanaDominican Republic
16 nights from$1,860/pp$116/night
Under $100/nightCFC Renaissance
Oct 29
London
England
Nov 22
Bridgetown
Barbados
24 nights from
$1,940/pp
$81/night
Under $100/nightCFC Renaissance
Oct 29LondonEngland
Nov 22BridgetownBarbados
24 nights from$1,940/pp$81/night
MSC Opera
Oct 29
Rome
Italy
Nov 23
La Romana
Dominican Republic
25 nights from
$2,760/pp
$110/night
MSC Opera
Oct 29RomeItaly
Nov 23La RomanaDominican Republic
25 nights from$2,760/pp$110/night
Under $100/nightArtania
Oct 29
Genoa
Italy
Nov 23
Colon
Panama
25 nights from
$2,030/pp
$81/night
Under $100/nightArtania
Oct 29GenoaItaly
Nov 23ColonPanama
25 nights from$2,030/pp$81/night
Under $100/nightMSC Opera
Oct 30
Genoa
Italy
Nov 16
La Romana
Dominican Republic
17 nights from
$840/pp
$49/night
Under $100/nightMSC Opera
Oct 30GenoaItaly
Nov 16La RomanaDominican Republic
17 nights from$840/pp$49/night
National Geographic Quest
Oct 31
Panama City
Panama
Nov 7
Cartagena
Colombia
7 nights from
$7,450/pp
$1,064/night
National Geographic Quest
Oct 31Panama CityPanama
Nov 7CartagenaColombia
7 nights from$7,450/pp$1,064/night
Under $100/nightMSC Opera
Oct 31
Livorno
Italy
Nov 16
La Romana
Dominican Republic
16 nights from
$1,050/pp
$66/night
Under $100/nightMSC Opera
Oct 31LivornoItaly
Nov 16La RomanaDominican Republic
16 nights from$1,050/pp$66/night
Wind Star
Oct 31
Barcelona
Spain
Nov 24
Bridgetown
Barbados
24 nights from
$9,070/pp
$378/night
Under $100/nightMSC Opera
Nov 1
Marseille
France
Nov 16
La Romana
Dominican Republic
15 nights from
$770/pp
$51/night
Under $100/nightMSC Opera
Nov 1MarseilleFrance
Nov 16La RomanaDominican Republic
15 nights from$770/pp$51/night
Under $100/nightMSC Opera
Nov 1
Marseille
France
Nov 20
Fort-de-France
Martinique
19 nights from
$1,360/pp
$72/night
Under $100/nightMSC Opera
Nov 1MarseilleFrance
Nov 20Fort-de-FranceMartinique
19 nights from$1,360/pp$72/night
Keep exploring
Explore Repositioning cruises to Caribbean
Repositioning cruises to Caribbean currently covers 157 sailings from 22 cruise lines in the published catalogue. These sailings finish in the destination named on this page. Their starting ports can differ, so compare both ends of the crossing.
Listed departures run from October 3, 2026 to March 1, 2029. Voyage lengths range from 4 to 28 nights. These are the current catalogue dates, not a promise of future schedules.
Departure cities in this selection include Barcelona, Bremerhaven, Cadiz, Genoa, Hamburg. Arrival cities include Bridgetown, Cartagena, Colon, Fort-de-France, La Romana. Operators include AIDA Cruises, Ambassador Cruise Line, Celebrity Cruises, Costa Cruises, Emerald Cruises. These are examples from the full page selection, before any additional filters.
Explore this selection
- Royal Clipper: Villefranche-sur-Mer to Bridgetown, 2026-10-03
- Royal Clipper: Lisbon to Bridgetown, 2026-10-16
- Mein Schiff 2: Palma de Mallorca to La Romana, 2026-10-16
- Mein Schiff 2: Palma de Mallorca to Bridgetown, 2026-10-16
- Viking Sea: Rome to San Juan, 2026-10-16
- National Geographic Quest: Panama City to Cartagena, 2026-10-17
Repositioning cruises to Caribbean: questions and answers
What can I compare on this cruise page?
Repositioning cruises to Caribbean currently covers 157 sailings from 22 cruise lines in the published catalogue. These sailings finish in the destination named on this page. Their starting ports can differ, so compare both ends of the crossing.
Which dates and voyage lengths are currently listed?
Listed departures run from October 3, 2026 to March 1, 2029. Voyage lengths range from 4 to 28 nights. These are the current catalogue dates, not a promise of future schedules.
How should I compare the crossings?
Start with the departure and arrival cities, such as Villefranche-sur-Mer and Bridgetown, then compare dates, nights, ship and price per person. Open the sailing for its listed port stops and fare details. Allow for travel to and from the two ends of a one-way trip.
Are the listed fares and cabins guaranteed?
No. RepoCruises is a comparison directory, not a reservation service. A listed fare may be an estimate or a previously observed price. Check live cabin availability, currency, taxes, fees, gratuities and cancellation terms with the cruise line before booking.