Under $100/night
Scenic Eclipse
Oct 16
Nassau
Bahamas
Oct 26
Panama City
Panama
10 nights from
$810/pp
$81/night
Under $100/nightScenic Eclipse
Oct 16NassauBahamas
Oct 26Panama CityPanama
10 nights from$810/pp$81/night
Departures
Repositioning cruises from Caribbean
173 one-way sailings leaving Caribbean
Loading filters…Under $100/nightUnder $100/night 
Under $100/night
Under $100/night
Under $100/night
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Under $100/nightUnder $100/night 
173 repositioning cruises
Under $100/nightUnder $100/nightL'Austral
Oct 20
Colon
Panama
Oct 30
Callao-Lima
Peru
10 nights from
$6,120/pp
$612/night
Royal Clipper
Oct 31
Bridgetown
Barbados
Nov 14
Panama City
Panama
14 nights from
$4,450/pp
$318/night
Royal Clipper
Oct 31BridgetownBarbados
Nov 14Panama CityPanama
14 nights from$4,450/pp$318/night
Le Bellot
Nov 7
Colon
Panama
Nov 14
Puntarenas
Costa Rica
7 nights from
$5,880/pp
$840/night
Hanseatic Inspiration
Nov 9
Colon
Panama
Nov 27
Valparaiso-Santiago
Chile
18 nights from
$31,240/pp
$1,736/night
Hanseatic Inspiration
Nov 9ColonPanama
Nov 27Valparaiso-SantiagoChile
18 nights from$31,240/pp$1,736/night
Ritz-Carlton Evrima
Nov 12
San Juan
Puerto Rico
Nov 19
Panama City
Panama
7 nights from
$8,200/pp
$1,171/night
Ritz-Carlton Evrima
Nov 12San JuanPuerto Rico
Nov 19Panama CityPanama
7 nights from$8,200/pp$1,171/night
Le Bellot
Nov 21
Colon
Panama
Dec 1
Puntarenas
Costa Rica
10 nights from
$9,850/pp
$985/night
Under $100/nightArtania
Nov 23
Colon
Panama
Dec 18
Savona
Italy
25 nights from
$2,030/pp
$81/night
Under $100/nightArtania
Nov 23ColonPanama
Dec 18SavonaItaly
25 nights from$2,030/pp$81/night
Under $100/nightWind Star
Nov 24
Bridgetown
Barbados
Dec 12
Puntarenas
Costa Rica
18 nights from
$1,460/pp
$81/night
Under $100/nightWind Star
Nov 24BridgetownBarbados
Dec 12PuntarenasCosta Rica
18 nights from$1,460/pp$81/night
Crystal Serenity
Dec 2
Cartagena
Colombia
Dec 12
Puntarenas
Costa Rica
10 nights from
$5,500/pp
$550/night
Crystal Serenity
Dec 2CartagenaColombia
Dec 12PuntarenasCosta Rica
10 nights from$5,500/pp$550/night
Vasco da Gama-Nicko
Dec 2
Bridgetown
Barbados
Dec 17
Panama City
Panama
15 nights from
$4,250/pp
$283/night
Vasco da Gama-Nicko
Dec 2BridgetownBarbados
Dec 17Panama CityPanama
15 nights from$4,250/pp$283/night
Star Legend
Dec 4
Bridgetown
Barbados
Dec 20
Panama City
Panama
16 nights from
$6,010/pp
$376/night
Star Legend
Dec 4BridgetownBarbados
Dec 20Panama CityPanama
16 nights from$6,010/pp$376/night
Star Clipper
Dec 5
Bridgetown
Barbados
Dec 19
Panama City
Panama
14 nights from
$4,330/pp
$309/night
Star Clipper
Dec 5BridgetownBarbados
Dec 19Panama CityPanama
14 nights from$4,330/pp$309/night
Under $100/nightWind Star
Dec 5
Colon
Panama
Dec 12
Puntarenas
Costa Rica
7 nights from
$570/pp
$81/night
Under $100/nightWind Star
Dec 5ColonPanama
Dec 12PuntarenasCosta Rica
7 nights from$570/pp$81/night
National Geographic Quest
Dec 6
Colon
Panama
Dec 13
Panama City
Panama
7 nights from
$7,050/pp
$1,007/night
National Geographic Quest
Dec 6ColonPanama
Dec 13Panama CityPanama
7 nights from$7,050/pp$1,007/night
Star Legend
Dec 12
Oranjestad Aruba
Aruba
Dec 20
Panama City
Panama
8 nights from
$4,010/pp
$501/night
Star Legend
Dec 12Oranjestad ArubaAruba
Dec 20Panama CityPanama
8 nights from$4,010/pp$501/night
Star Legend
Dec 12
Oranjestad Aruba
Aruba
Dec 28
Puntarenas
Costa Rica
16 nights from
$6,630/pp
$414/night
Star Legend
Dec 12Oranjestad ArubaAruba
Dec 28PuntarenasCosta Rica
16 nights from$6,630/pp$414/night
Le Bellot
Dec 18
Colon
Panama
Dec 28
Puntarenas
Costa Rica
10 nights from
$9,850/pp
$985/night
Le Laperouse
Dec 19
Colon
Panama
Dec 29
Puntarenas
Costa Rica
10 nights from
$9,370/pp
$937/night
Le Laperouse
Dec 19ColonPanama
Dec 29PuntarenasCosta Rica
10 nights from$9,370/pp$937/night
Wind Star
Dec 19
Colon
Panama
Dec 26
Puntarenas
Costa Rica
7 nights from
$5,510/pp
$787/night
Keep exploring
Explore Repositioning cruises from Caribbean
Repositioning cruises from Caribbean currently covers 173 sailings from 26 cruise lines in the published catalogue. These sailings begin in the departure area named on this page. Compare the embarkation city with the arrival port before planning your flights.
Listed departures run from October 16, 2026 to April 28, 2029. Voyage lengths range from 4 to 29 nights. These are the current catalogue dates, not a promise of future schedules.
Departure cities in this selection include Bridgetown, Cartagena, Colon, Fort-de-France, La Romana. Arrival cities include Amsterdam, Barcelona, Bremerhaven, Callao-Lima, Funchal. Operators include AIDA Cruises, Ambassador Cruise Line, Azamara Cruises, Celebrity Cruises, Costa Cruises. These are examples from the full page selection, before any additional filters.
Explore this selection
- Scenic Eclipse: Nassau to Panama City, 2026-10-16
- L'Austral: Colon to Callao-Lima, 2026-10-20
- Royal Clipper: Bridgetown to Panama City, 2026-10-31
- Le Bellot: Colon to Puntarenas, 2026-11-07
- Hanseatic Inspiration: Colon to Valparaiso-Santiago, 2026-11-09
- Ritz-Carlton Evrima: San Juan to Panama City, 2026-11-12
Repositioning cruises from Caribbean: questions and answers
What can I compare on this cruise page?
Repositioning cruises from Caribbean currently covers 173 sailings from 26 cruise lines in the published catalogue. These sailings begin in the departure area named on this page. Compare the embarkation city with the arrival port before planning your flights.
Which dates and voyage lengths are currently listed?
Listed departures run from October 16, 2026 to April 28, 2029. Voyage lengths range from 4 to 29 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 Nassau and Panama City, 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.