Regent Repositioning Cruises: Luxury Crossings Explained
3 min read Updated September 2026
Updated: Rewritten for the 2026-27 seasons with current pricing and routes.
Worth knowing
- All-suite, all-balcony ships carrying a few hundred passengers rather than thousands
- Fare includes drinks, specialty dining, gratuities, excursions and usually flights
- Small ships move more in ocean swell than the large mainstream vessels
- Included excursions are worth little on a crossing; included dining and drinks are worth more
Ports of call
Regent Seven Seas sits at the top of the market, and its repositioning voyages are the clearest illustration of what “all-inclusive” means when a line genuinely commits to it. Shore excursions, drinks, specialty dining, gratuities and in most cases flights are all in the fare. On a crossing, where there are few excursions to include, that changes the arithmetic in an interesting way.
How Regent handles repositioning
Regent moves its small fleet between the Caribbean, the Mediterranean, northern Europe, Asia and Australia on the same seasonal cycle as everyone else, so the crossings happen in the same spring and autumn windows. The difference is scale: these are ships carrying a few hundred passengers, not a few thousand, and a Regent crossing feels closer to a private club than to a floating resort.
Voyages are often longer than the mainstream equivalent, sometimes stitched into grand itineraries of three or four weeks that happen to include an ocean crossing in the middle.
What all-inclusive means on a sea day
On a port-heavy Regent itinerary, the included excursions are the headline benefit and they are worth real money. On a crossing there are barely any, which makes the fare look worse value on paper.
In practice the things you use on a crossing are the things Regent includes most generously: the bars, the specialty restaurants, the wine at dinner, the room service at any hour. Passengers who would spend $1,500 on drinks packages and specialty covers over two weeks on a mainstream ship find the gap smaller than the headline fares suggest. Passengers who drink little and eat in the main dining room find it larger.
The ships on a crossing
Regent’s ships are small, all-suite and all-balcony, which matters more on a crossing than on any other itinerary. A private balcony on day nine of an Atlantic crossing is a different proposition from a balcony you use twice between ports.
Small size cuts both ways at sea. These ships are less steady in a long ocean swell than the 140,000-tonne mainstream vessels, and passengers who are sensitive to motion notice it. The trade is a ship where you recognize most faces by the end of the first week and the crew learn your name by the third day.
What it costs
Regent crossings typically run several hundred dollars per person per night, which puts them five to eight times the price of a budget mainstream crossing. The comparison is not really useful: these are different products aimed at different people.
The honest comparison is against other luxury lines on the same route, where Regent’s inclusion of flights and excursions usually makes it competitive with rivals that quote lower fares and charge for both.
Who it suits
A Regent crossing suits someone who has done ocean crossings before, knows they like sea days, and wants the version with no lines, no upsell and no announcement telling them about the art auction. It is a poor choice for a first crossing, purely because it is an expensive way to discover you do not enjoy being at sea.
If the appeal is the ocean rather than the service, start with a mainstream crossing and spend the difference on the flight home.
From the finder
Upcoming sailings
54 one-way sailings that match this guide, checked on the cruise lines' own websites on September 29, 2026. Fares change daily, so follow the link to see today's price.
Barcelona → Miami
Seven Seas Mariner
Regent Seven Seas Cruises
Montreal → Miami
Seven Seas Splendor
Regent Seven Seas Cruises
Tokyo → Hong Kong
Seven Seas Explorer
Regent Seven Seas Cruises
Rome (Civitavecchia) → Miami
Seven Seas Grandeur
Regent Seven Seas Cruises
Bali (Benoa) → Sydney
Seven Seas Explorer
Regent Seven Seas Cruises
Miami → Los Angeles
Seven Seas Grandeur
Regent Seven Seas Cruises
Miami → Rio de Janeiro
Seven Seas Mariner
Regent Seven Seas Cruises
Miami → Panama City
Seven Seas Splendor
Regent Seven Seas Cruises
No sailings match these filters. Try a wider month or any cruise line.
Questions before booking
Is Regent all-inclusive on a crossing?
Yes, and more completely than on a port-heavy itinerary in practice. The excursions that normally justify the fare barely exist on a crossing, but the bars, specialty restaurants and room service that you do use are all covered.
Are Regent ships stable enough for an ocean crossing?
They cross oceans routinely, but a ship carrying a few hundred passengers moves more in a long swell than a 140,000-tonne mainstream vessel. Passengers sensitive to motion generally do better on a larger ship.
Is Regent worth it for a first crossing?
It is an expensive way to discover you dislike sea days. Try a mainstream crossing first, and move up if you find the format suits you.
Further voyages
Cruise Lines
Disney Repositioning Cruises: What Disney Actually Offers
Disney runs only a handful of repositioning voyages a year: transatlantic crossings when a ship is scheduled for a European summer, Panama Canal coast-to-coast sailings, and short Pacific runs around the Alaska season. They cost roughly twice what a mainstream crossing costs, so they are a way to get more days on a Disney ship, not a way to cruise cheaply.
Cruise Lines
Celebrity Repositioning Cruises: Routes, Ships and What to Expect
Celebrity runs transatlantic crossings each spring and autumn between the Caribbean and Europe, and its ships suit long voyages better than most. Expect a quieter, more adult crowd, stronger food than the mass-market lines, and a per-night fare above Carnival or MSC but below the luxury operators.
Cruise Lines
Royal Caribbean Repositioning Cruises: Routes, Ships and What to Expect
Royal Caribbean operates transatlantic repositioning crossings each April, May, October and November as ships move between the Caribbean and Europe, plus Pacific coast runs for the Alaska season. Its newer and larger ships handle ocean swells well, but sea days on a ship designed around outdoor attractions depend heavily on the weather.