The cold has arrived and it is dark by five in many places. Now is the time to sell your clients on a winter escape to somewhere warmer than where they are.

 

Windstar’s winter voyages reach from Costa Rica’s rainforest to the Caribbean, Tahiti’s lagoons and Southeast Asia, with the Canary Islands and Madeira out in the Atlantic and the Mediterranean for a milder European winter.

 

• Book for the complimentary All-Inclusive package
• A $99 per guest, per day value covering gratuities, unlimited Wi-Fi and select beer, cocktails and wine by the glass
• Sailings departing in the weeks ahead, from December into early 2027
• Yachts welcoming fewer than 350 guests, with specialty dining at no extra charge

Windstar Cruises

DESTINATIONS

YACHTS

SPECIALS

The last leaves are off the trees and the soup pot has come out of the cupboard. Your heavy coat is making its way to the front of the closet. Winter is settling in. 

Somewhere else, the opposite is happening.

The sun is on your shoulders, there is warm water to swim in and the afternoon stretches out ahead of you.  Trade winter at home for Costa Rica and the Caribbean, for the Canary Islands and Madeira out in the Atlantic, for Tahiti and Southeast Asia where rainforest runs down to the shallows, or for Venice and the Dalmatian Coast in Carnival season, with milder days, masks and candlelit palazzos.

Windstar yachts welcome fewer than 350 guests, so our itineraries are built around smaller places and longer afternoons ashore. Back on board, menus change nightly and the specialty restaurants are complimentary. And these sail soon, so the warmth is weeks away rather than months.

Book and recieve  All-Inclusive Package is complimentary, a $99 per guest, per day value covering gratuities, unlimited Wi-Fi and select beer, cocktails and wine by the glass. A warm-weather escape with the extras already covered. 
 

Let Winter Happen Somewhere Warmer 

 Choose between black sand and white in Tahiti, wade out to meet Caribbean stingrays or follow Costa Rica’s rainforest into its national parks.
 

FEATURED VOYAGES

Windward Ways & Tobago Cays

8 Nights

December 4, 2026

 

from $2,740

PER GUEST
 

Vietnam & Cambodia Revealed

10 Nights

December 17, 2026

 

from $4,413

PER GUEST
 

Dreams of Tahiti

7 Nights

December 10, 2026

 

from $2,676

PER GUEST
 

Naturally Costa Rica

8 Nights

December 20, 2026

 

from $2,942

PER GUEST
 

Hidden Gems of the Canary Islands & Madeira

10 Nights

December 17, 2026

 

from $4,120

PER GUEST
 

Carnival of Venice: Winter Italy and the Dalmatian Coast

8 Nights

January 30, 2027

 

from $3,619

PER GUEST
 

WHERE TO NEXT?