Cayman Islands Cruise Comparison
158 upcoming sailings from 13 cruise lines
Cayman Islands cruise port photos
Created by the Waterways Cruise content team and reviewed and fact-checked by J. Richard, Sr. Cruise Travel Agent and Founder of Waterways Cruise. Published · Last updated · About this page
At a glance: Cayman Islands cruises on Waterways Cruise: 158 upcoming sailings from 13 cruise lines (13 ocean). Lowest starting fares run from $393 per person (MSC Cruises) to $18,998 (Regent Seven Seas Cruises). Oceania Cruises lists the most sailings (34). 0 sailings start and 0 end in the Cayman Islands.
Which cruise lines sail to Cayman Islands, and how do they compare? This guide sorts the 13 lines with upcoming Cayman Islands sailings by kind of cruise, then into ultra-luxury, luxury, premium and contemporary, and shows what each costs to start, how long their sailings run and which ships you would sail on. Every figure comes from the sailings we list today, so it moves as sailings are added and sold.
What counts as a Cayman Islands cruise?
A sailing counts as a Cayman Islands cruise if it will call at least once at a Cayman Islands ship port. That covers ocean sailings, whether the Cayman Islands is where the cruise begins, where it ends, or one stop on a longer route.
There are 158 upcoming sailings, and all of them visit the Cayman Islands as a port of call on a longer route, often alongside United States, Jamaica, Mexico and other countries. Ocean sailings call at Grand Cayman.
- Cayman Islands cruise
- A sailing that will call at least once at a Cayman Islands ship port.
- Starts in the Cayman Islands
- The first stop is a Cayman Islands ship port: 0 sailings.
- Ends in the Cayman Islands
- The last stop is a Cayman Islands ship port: 0 sailings, 0 of which also start there.
- Visits only
- Cayman Islands is a port of call on a longer route: 158 sailings.
Ocean cruise lines in Cayman Islands (13)
13 ocean and expedition cruise lines have upcoming sailings that call at Cayman Islands: 158 in all. These sailings often call elsewhere too, most commonly United States, Jamaica and Mexico. The busiest ship ports are Grand Cayman.
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Ultra-luxury ocean cruise lines (1)
Ultra-luxury lines sit at the top of the market. One ultra-luxury ocean line sails to Cayman Islands, with 26 upcoming sailings. Starting fares begin at $18,998 per person with Regent Seven Seas Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Regent Seven Seas Cruises | 26 | $18,998 | 11–25 nights (typically 11) | 5 · Seven Seas Grandeur, Seven Seas Mariner, Seven Seas Prestige, Seven Seas Splendor and Seven Seas Voyager |
Luxury ocean cruise lines (2)
Luxury lines sit just below ultra-luxury. Two luxury ocean lines sail to Cayman Islands, with 37 upcoming sailings between them. Oceania Cruises has the most (34). Starting fares begin at $2,999 per person with Oceania Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Oceania Cruises | 34 | $2,999 | 10–45 nights (typically 9) | 5 · Oceania Allura, Oceania Marina, Oceania Sirena, Oceania Sonata and Oceania Vista |
| MSC Explora Journeys | 3 | $5,325 | 10–18 nights (typically 10) | 2 · MSC Explora 1 and MSC Explora 2 |
Premium ocean cruise lines (2)
Premium lines sit in the middle of the market. Two premium ocean lines sail to Cayman Islands, with 11 upcoming sailings between them. Crystal Cruises has the most (10). Starting fares begin at $3,900 per person with Crystal Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Crystal Cruises | 10 | $3,900 | 10–25 nights (typically 13) | 2 · Crystal Serenity and Crystal Symphony |
| Hapag-Lloyd Cruises | 1 | On request | 18 nights | 1 · ms Europa 2 |
Contemporary ocean cruise lines (8)
Contemporary lines are the most accessible tier. Eight contemporary ocean lines sail to Cayman Islands, with 84 upcoming sailings between them. Holland America has the most (27). Starting fares begin at $393 per person with MSC Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Holland America | 27 | $614 | 11–24 nights (typically 21) | 8 · ms Eurodam, ms Nieuw Amsterdam, ms Nieuw Statendam, ms Oosterdam, ms Rotterdam, ms Volendam, ms Zaandam and ms Zuiderdam |
| Norwegian Cruise Line | 17 | $729 | 8–14 nights (typically 10) | 9 · Norwegian Aqua, Norwegian Breakaway, Norwegian Escape, Norwegian Gem, Norwegian Jewel, Norwegian Joy, Norwegian Prima, Norwegian Star and Norwegian Sun |
| Royal Caribbean | 13 | $491 | 7–9 nights (typically 8) | 9 · Adventure Of The Seas, Brilliance Of The Seas, Explorer Of The Seas, Independence Of The Seas, Jewel Of The Seas, Liberty Of The Seas, Mariner Of The Seas, Radiance Of The Seas and Serenade Of The Seas |
| Celebrity Cruises | 12 | $581 | 6–10 nights (typically 6) | 6 · Celebrity Apex, Celebrity Beyond, Celebrity Reflection, Celebrity Silhouette, Celebrity Summit and Celebrity Xcel |
| MSC Cruises | 9 | $393 | 10–15 nights (typically 10) | 4 · MSC Grandiosa, MSC Poesia, MSC Seashore and MSC Seaside |
| Virgin Voyages | 3 | $1,666 | 7 nights | 3 · Brilliant Lady, Resilient Lady and Valiant Lady |
| Cunard | 2 | $2,565 | 21–33 nights (typically 21) | 1 · Queen Elizabeth |
| Princess Cruises | 1 | $1,188 | 14 nights | 1 · Sky Princess |
Cayman Islands cruise ports
Every Cayman Islands ship port with upcoming sailings has its own guide. The number beside each port is how many upcoming sailings call there (sailings, not individual port visits).
Coastal and island ports (1)
- Grand Cayman 158
See them all in the Cayman Islands cruise port guide, or browse every sailing on the Cayman Islands cruises page.
How to choose a Cayman Islands cruise line
- Most listed sailings: Oceania Cruises lists the most upcoming Cayman Islands sailings (34).
- Lowest starting fare: MSC Cruises, from $393 per person.
- Style: sort by category first. Ultra-luxury lines: 1 line, 26 sailings, from $18,998. Luxury lines: 2 lines, 37 sailings, from $2,999. Premium lines: 2 lines, 11 sailings, from $3,900. Contemporary lines: 8 lines, 84 sailings, from $393.
- Kind of cruise: Cayman Islands sailings here are ocean and expedition cruises.
- Where you start: if you want Cayman Islands as your first or last port, filter the sailings by Starting in or Ending in Cayman Islands on the Cayman Islands cruises page.
How we calculated these figures
- Upcoming sailing: an itinerary with at least one departure date from today onward, counted once however many departure dates it has. Sailings that have passed drop out each day.
- Cayman Islands cruise: a sailing that calls at least once at a Cayman Islands ship port. A sailing "starts" or "ends" in the Cayman Islands when its first or last stop is a Cayman Islands ship port.
- Lowest starting fare: the lowest "from" price among that line's upcoming Cayman Islands sailings, per person based on double occupancy, in US dollars. Under our Cruise Disclosure, prices include all applicable taxes and fees. Fares still depend on cabin category and date, so treat them as a starting point for comparison, not a quote.
- Typical length: the range covers the middle 80% of that line's sailings (the shortest and longest tenth are left out), and "typically" is the most common length.
- Kinds of cruise: A sailing is in exactly one kind, so the totals by kind add up to the 158 sailings above. Ocean: sailings on ocean-going ships, including expedition ships and ferries. River: sailings on rivers, canals and lakes. A river itinerary that also includes a coastal leg counts as river. A line that sails more than one kind appears in each list, with its sailings split by kind. Totals by kind count each sailing once.
- Style categories: Ultra-luxury, Luxury, Premium and Contemporary are Waterways Cruise's own groupings of cruise lines, not an industry standard.
- Freshness: the sailing data is refreshed daily from the sailings we list; figures here were calculated on .
Frequently asked questions about Cayman Islands cruises
Which cruise lines sail to Cayman Islands?
13 cruise lines have upcoming Cayman Islands sailings on Waterways Cruise: 13 sail ocean or expedition itineraries. Oceania Cruises lists the most sailings (34).
How much does a Cayman Islands cruise cost?
Starting fares begin at $393 per person, double occupancy, with MSC Cruises. Fares depend on the line, the cabin and the sailing date, so the best way to see current rates is to request exclusive rates for the dates you want.
Which cruise lines are ultra-luxury and luxury in Cayman Islands?
Ultra-luxury ocean lines: Regent Seven Seas Cruises. Luxury ocean lines: Oceania Cruises and MSC Explora Journeys.
Can you start or end a cruise in Cayman Islands?
No. All 158 upcoming sailings visit the Cayman Islands as a port of call on a longer route.
Want help choosing?
Our advisors compare sailings, cabins and fares across all of these lines.
Request exclusive ratesPlan your Cayman Islands cruise
Cayman Islands cruise port guide
Cruise ports, what to see, history and practical advice.
Cayman Islands cruise port guide →Created by the Waterways Cruise content team and reviewed and fact-checked by J. Richard, Sr. Cruise Travel Agent and Founder of Waterways Cruise.
Published August 29, 2026 · Last updated October 31, 2026
Fares, availability and itineraries change often. Confirm current details with your cruise line or a Waterways Cruise agent before you book.
Cruise Disclosure
Good to know: Prices are quoted per person based on double occupancy and include all applicable taxes and fees. Availability and prices can change quickly, so please continue through the booking process to confirm the latest availability and pricing before you pay.
We work hard to make sure everything on this website is accurate and up to date. However, some information may be incomplete or inaccurate, including details supplied by third parties or otherwise outside our control, and we cannot be held responsible for such errors. We work with 41 cruise line operators, that are providing cruises on 585 ships visiting 1,731 ports across 7,194 unique cruises, creating 13,822 itineraries. This is a great deal of data to continually update daily from our suppliers. If a pricing error, misrepresentation, or omission occurs, we reserve the right to adjust the pricing, correct the information, or cancel or decline any booking made in error, with notice to you. Thank you for your understanding!