Anguilla Cruise Comparison
77 upcoming sailings from 10 cruise lines
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: Anguilla cruises on Waterways Cruise: 77 upcoming sailings from 10 cruise lines (10 ocean). Lowest starting fares run from $1,450 per person (Star Clippers) to $8,624 (Hapag-Lloyd Cruises). SeaDream Yacht Club lists the most sailings (22). 0 sailings start and 0 end in Anguilla.
Which cruise lines sail to Anguilla, and how do they compare? This guide sorts the 10 lines with upcoming Anguilla 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 an Anguilla cruise?
A sailing counts as an Anguilla cruise if it will call at least once at an Anguilla ship port. That covers ocean and expedition sailings, whether Anguilla is where the cruise begins, where it ends, or one stop on a longer route.
There are 77 upcoming sailings, and all of them visit Anguilla as a port of call on a longer route, often alongside Saint Barthélemy, U.S. Virgin Islands, BVI and other countries. Ocean and expedition sailings call at Island Harbour.
- Anguilla cruise
- A sailing that will call at least once at an Anguilla ship port.
- Starts in Anguilla
- The first stop is an Anguilla ship port: 0 sailings.
- Ends in Anguilla
- The last stop is an Anguilla ship port: 0 sailings, 0 of which also start there.
- Visits only
- Anguilla is a port of call on a longer route: 77 sailings.
Ocean cruise lines in Anguilla (10)
10 ocean and expedition cruise lines have upcoming sailings that call at Anguilla: 77 in all. These sailings often call elsewhere too, most commonly Saint Barthélemy, U.S. Virgin Islands and BVI. The busiest ship ports are Island Harbour.
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Ultra-luxury ocean cruise lines (4)
Ultra-luxury lines sit at the top of the market. Four ultra-luxury ocean lines sail to Anguilla, with 32 upcoming sailings between them. SeaDream Yacht Club has the most (22). Starting fares begin at $4,929 per person with Seabourn Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| SeaDream Yacht Club | 22 | $8,619 | 6–8 nights (typically 7) | 2 · SeaDream I and SeaDream II |
| Seabourn Cruises | 6 | $4,929 | 11–21 nights (typically 10) | 2 · Seabourn Ovation and Seabourn Quest |
| Ritz-Carlton Yacht Collection | 2 | $7,000 | 6–7 nights (typically 6) | 1 · Ritz-Carlton Ilma |
| Silversea Cruises | 2 | $5,400 | 9–12 nights (typically 9) | 2 · Silver Dawn and Silver Ray |
Luxury ocean cruise lines (2)
Luxury lines sit just below ultra-luxury. Two luxury ocean lines sail to Anguilla, with 19 upcoming sailings between them. MSC Explora Journeys has the most (17). Starting fares begin at $3,150 per person with MSC Explora Journeys.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| MSC Explora Journeys | 17 | $3,150 | 7–19 nights (typically 16) | 3 · MSC Explora 1, MSC Explora 2 and MSC Explora 3 |
| Ponant Cruises | 2 | $8,370 | 7 nights | 1 · Le Ponant |
Premium ocean cruise lines (3)
Premium lines sit in the middle of the market. Three premium ocean lines sail to Anguilla, with 23 upcoming sailings between them. Emerald Cruises has the most (13). Starting fares begin at $2,108 per person with Windstar Cruises.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Emerald Cruises | 13 | $2,995 | 6–14 nights (typically 7) | 3 · Emerald Azzurra, Emerald Kaia and Emerald Sakara |
| Windstar Cruises | 8 | $2,108 | 7–22 nights (typically 6) | 1 · Wind Surf |
| Hapag-Lloyd Cruises | 2 | $8,624 | 15–16 nights (typically 15) | 1 · Hanseatic Inspiration |
Other ocean cruise lines (1)
These lines have not yet been placed in a style category. One other ocean line sails to Anguilla, with 3 upcoming sailings. Starting fares begin at $1,450 per person with Star Clippers.
| Cruise line | Upcoming sailings | Lowest starting fare | Typical length | Ships |
|---|---|---|---|---|
| Star Clippers | 3 | $1,450 | 5–9 nights (typically 5) | 2 · Star Clipper and Star Flyer |
Anguilla cruise ports
Every Anguilla 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)
See them all in the Anguilla cruise port guide, or browse every sailing on the Anguilla cruises page.
How to choose an Anguilla cruise line
- Most listed sailings: SeaDream Yacht Club lists the most upcoming Anguilla sailings (22).
- Lowest starting fare: Star Clippers, from $1,450 per person.
- Style: sort by category first. Star Clippers has no style category yet, so its 3 sailings are shown under Other and left out of the style totals. Ultra-luxury lines: 4 lines, 32 sailings, from $4,929. Luxury lines: 2 lines, 19 sailings, from $3,150. Premium lines: 3 lines, 23 sailings, from $2,108. Other lines: 1 line, 3 sailings, from $1,450.
- Kind of cruise: Anguilla sailings here are ocean and expedition cruises.
- Where you start: if you want Anguilla as your first or last port, filter the sailings by Starting in or Ending in Anguilla on the Anguilla 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.
- Anguilla cruise: a sailing that calls at least once at an Anguilla ship port. A sailing "starts" or "ends" in Anguilla when its first or last stop is an Anguilla ship port.
- Lowest starting fare: the lowest "from" price among that line's upcoming Anguilla 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 77 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 Anguilla cruises
Which cruise lines sail to Anguilla?
10 cruise lines have upcoming Anguilla sailings on Waterways Cruise: 10 sail ocean or expedition itineraries. SeaDream Yacht Club lists the most sailings (22).
How much does a Anguilla cruise cost?
Starting fares begin at $1,450 per person, double occupancy, with Star Clippers. 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 Anguilla?
Ultra-luxury ocean lines: SeaDream Yacht Club, Seabourn Cruises, Ritz-Carlton Yacht Collection and Silversea Cruises. Luxury ocean lines: MSC Explora Journeys and Ponant Cruises.
Can you start or end a cruise in Anguilla?
No. All 77 upcoming sailings visit Anguilla 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 Anguilla cruise
Anguilla cruise port guide
Cruise ports, what to see, history and practical advice.
Anguilla 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 September 9, 2026 · Last updated October 26, 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!