

7-night Classic Caribbean Cruise
Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
10 Sailings
Dec 21, 2025 - Mar 20, 2027
10 Sailings
Dec 21, 2025 - Mar 20, 2027
Published prices from
$3,051
per person*
taxes & fees included

495 Results
Taxes and fees included in all prices shown
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Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
10 Sailings
Dec 21, 2025 - Mar 20, 2027
10 Sailings
Dec 21, 2025 - Mar 20, 2027
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
17 Sailings
Dec 21, 2025 - Mar 13, 2027
17 Sailings
Dec 21, 2025 - Mar 13, 2027
Published prices from
per person*
taxes & fees included


Aboard
Star Pride
From
Lima, Peru
1 Sailing
Dec 22, 2025
1 Sailing
Dec 22, 2025


Aboard
Star Breeze
From
Los Angeles, California
1 Sailing
Dec 27, 2025
1 Sailing
Dec 27, 2025


Aboard
Star Legend
From
Civitavecchia, Rome, Italy
3 Sailings
Dec 27, 2025 - Mar 15, 2026
3 Sailings
Dec 27, 2025 - Mar 15, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Pride
From
Colon, Panama
3 Sailings
Dec 27, 2025 - Feb 23, 2026
3 Sailings
Dec 27, 2025 - Feb 23, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Spirit
From
Bridgetown, Barbados
1 Sailing
Dec 28, 2025
1 Sailing
Dec 28, 2025


Aboard
Star Seeker
From
Malaga, Spain
1 Sailing
Dec 28, 2025
1 Sailing
Dec 28, 2025
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
3 Sailings
Dec 28, 2025 - Mar 28, 2026
3 Sailings
Dec 28, 2025 - Mar 28, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Breeze
From
Papeete, Tahiti, French Polynesia
9 Sailings
Dec 29, 2025 - Sep 23, 2027
9 Sailings
Dec 29, 2025 - Sep 23, 2027
Published prices from
per person*
taxes & fees included


Aboard
Star Pride
From
Puerto Caldera, Costa Rica
1 Sailing
Jan 3, 2026
1 Sailing
Jan 3, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Spirit
From
Bridgetown, Barbados
1 Sailing
Jan 4, 2026
1 Sailing
Jan 4, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 4, 2026
1 Sailing
Jan 4, 2026


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 4, 2026
1 Sailing
Jan 4, 2026


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 4, 2026
1 Sailing
Jan 4, 2026


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 4, 2026
1 Sailing
Jan 4, 2026


Aboard
Star Legend
From
Venice, Italy
2 Sailings
Jan 4 - Feb 12, 2026
2 Sailings
Jan 4 - Feb 12, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Legend
From
Venice, Italy
2 Sailings
Jan 4 - Feb 12, 2026
2 Sailings
Jan 4 - Feb 12, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Legend
From
Venice, Italy
3 Sailings
Jan 4 - Mar 23, 2026
3 Sailings
Jan 4 - Mar 23, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Breeze
From
Papeete, Tahiti, French Polynesia
9 Sailings
Jan 8 - May 28, 2026
9 Sailings
Jan 8 - May 28, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Pride
From
Balboa, Panama
1 Sailing
Jan 11, 2026
1 Sailing
Jan 11, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 11, 2026
1 Sailing
Jan 11, 2026
Published prices from
per person*
taxes & fees included


Aboard
Wind Surf
From
Philipsburg, St. Maarten, The Netherlands
1 Sailing
Jan 11, 2026
1 Sailing
Jan 11, 2026


Aboard
Star Legend
From
Civitavecchia, Rome, Italy
2 Sailings
Jan 12 - Feb 20, 2026
2 Sailings
Jan 12 - Feb 20, 2026
Published prices from
per person*
taxes & fees included


Aboard
Star Legend
From
Civitavecchia, Rome, Italy
3 Sailings
Jan 12, 2026 - Nov 5, 2027
3 Sailings
Jan 12, 2026 - Nov 5, 2027
Published prices from
per person*
taxes & fees included
*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.
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