You can find a compact overview of our trips in the cruise calendar.
Cruise calendar
118 Trips found
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Las Palmas, Gran Canaria -
Philipsburg, St. Maarten
DREAM OF A LIFETIME: ATLANTIC CROSSING
Date: 11/23 – 12/10/2025
Ship: SEA CLOUD II
Trip number: SCII-2545
Destination:
Transatlantic
17 nights sailing trip per person
from $ 13,440
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
CARIBBEAN FLAIR AWAY FROM THE EVERYDAY
Date: 11/26 – 12/4/2025
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2542
Destination:
Lesser Antilles & Grenadines
8 nights sailing trip per person
from $ 4,610
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Music cruise
Music cruise
SONGS 'N' SAIL

After a successful debut in 2024, Songs'N'Sail will set sail for its second edition in 2025.

Date: 12/4 – 12/11/2025
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2543
Destination:
Lesser Antilles & Grenadines
7 nights sailing trip per person
from $ 4,305
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Sailing Together
Sailing Together
A SUNNY BREAK FROM WINTER BLUES
Date: 12/10 – 12/20/2025
Ship: SEA CLOUD II
Trip number: SCII-2546
Destination:
Lesser Antilles & Grenadines
10 nights sailing trip per person
from $ 5,380
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Sailing Together
Sailing Together
RENDEZVOUS OF TWO WINDJAMMERS
Date: 12/11 – 12/21/2025
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2544
Destination:
Lesser Antilles & Grenadines
10 nights sailing trip per person
from $ 5,760
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Sailing Together
Sailing Together
CHRISTMAS CARIBBEAN STYLE
Date: 12/20/2025 – 1/3/2026
Ship: SEA CLOUD II
Trip number: SCII-2547
Destination:
Lesser Antilles & Grenadines
14 nights sailing trip per person
from $ 7,530
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Sailing Together
Music cruise
Sailing Together
Music cruise
HAPPY SUNNY HOLIDAYS

Chris Hopkins, jazz pianist and saxophonist, will accompany the trip.

Date: 12/21/2025 – 1/4/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2545
Destination:
Lesser Antilles & Grenadines
14 nights sailing trip per person
from $ 8,070
Cruise details Request
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Philipsburg, St. Maarten -
San Juan, Puerto Rico
On The Sunny Side Of Life
Date: 1/4 – 1/12/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2601
Destination:
Lesser Antilles & Grenadines
8 nights sailing trip per person
from $ 5,995
Cruise details Request
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San Juan, Puerto Rico -
San Juan, Puerto Rico
A Colorful Caribbean Time-Out
Date: 1/12 – 1/19/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2602
Destination:
Lesser Antilles & Grenadines
7 nights sailing trip per person
from $ 5,245
Cruise details Request
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San Juan, Puerto Rico -
Philipsburg, St. Maarten
Across A Sea Of Idyllic Islands
Date: 1/19 – 1/26/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2603
Destination:
Lesser Antilles & Grenadines
7 nights sailing trip per person
from $ 5,245
Cruise details Request
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Philipsburg, St. Maarten -
Philipsburg, St. Maarten
Sun-Soaked Islands To Shake Off Winter
Date: 1/26 – 2/1/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2604
Destination:
Lesser Antilles & Grenadines
6 nights sailing trip per person
from $ 4,495
Cruise details Request
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Willemstad, Curaçao -
Panama City (Colón), Panama
Just Drifting Along
Date: 2/9 – 2/17/2026
Ship: SEA CLOUD SPIRIT
Trip number: SCS-2606
Destination:
Lesser Antilles & Grenadines, Costa Rica & Central America
8 nights sailing trip per person
from $ 5,995
Cruise details Request
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