Travel Is Better When You’re All-In

 

Go All-Inclusive — on Us

Even more included: drinks, Wi-Fi & gratuities — all on us (value of up to $1,350 per couple)

Relax like you mean it with Windstar’s complimentary All-Inclusive experience on voyages departing through March 2026. 

With Windstar, your voyage already includes more than you’d expect — like specialty dining, 24-hour room service, our water-access Marina, gym and sauna* use, exclusive Destination Discovery Events*, and so much more. 

Now until November 15, we’re giving your travel experience an even bigger upgrade with complimentary wine, beer and cocktails, Wi-Fi, and gratuities — worth up to $1,350 per couple on a 7-night cruise. 

Sail with us to unique destinations all over the world and discover what it means to truly let go and enjoy the journey — because that’s what yacht-style cruising is all about. 

* Subject to availability. 

Terms and conditions apply. 

Filter Results
Showing 190 of 190 voyages from this special
CLEAR FILTER SELECTIONS
Sort:
Destination
Departure Port
Ship
Dates
Duration
?
Cruise only
from
$5,999 per guest
?
All-inclusive
from
$5,999USD per guest

Southeast Canadian Explorations

Port to port
Boston to Montreal
Departure
September 26, 2025
Duration
11 Days
Ship
Star Pride
Callfor
availability

Treasures of the Greek Isles

Port to port
Athens, Greece to Athens, Greece
Departure
September 28, 2025
Duration
7 Days
Ship
Wind Star
?
Cruise only
from
$4,859 per guest
?
All-inclusive
from
$4,859USD per guest

Classic Italy & Dalmatian Coast

Port to port
Rome to Venice
Departure
October 3, 2025
Duration
7 Days
Ship
Wind Surf
Callfor
availability

Treasures of the Greek Isles

Port to port
Athens, Greece to Athens, Greece
Departure
October 4, 2025
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Treasures of the Greek Isles

Port to port
Athens, Greece to Athens, Greece
Departure
October 5, 2025
Duration
7 Days
Ship
Wind Star
?
Cruise only
from
$9,699 per guest
?
All-inclusive
from
$9,699USD per guest

Star Collector: Fall Leaves & Caribbean Breezes

Port to port
Montreal to San Juan
Departure
October 7, 2025
Duration
19 Days
Ship
Star Pride
Callfor
availability

Classic Italy & Dalmatian Coast

Port to port
Venice to Rome
Departure
October 10, 2025
Duration
8 Days
Ship
Wind Surf
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Enchanting Greece & the Amalfi Coast

Port to port
Athens, Greece to Rome
Departure
October 11, 2025
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Ancient to Avant-Garde Mediterranean

Port to port
Athens, Greece to Barcelona
Departure
October 11, 2025
Duration
14 Days
Ship
Wind Spirit
Callfor
availability

Treasures of the Greek Isles

Port to port
Athens, Greece to Athens, Greece
Departure
October 12, 2025
Duration
7 Days
Ship
Wind Star
Callfor
availability

Godmother Celebration: Myths & Marvels of the Aegean

Port to port
Athens, Greece to Athens, Greece
Departure
October 14, 2025
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$4,349 per guest
?
All-inclusive
from
$4,349USD per guest

Classic Italy & Dalmatian Coast

Port to port
Rome to Venice
Departure
October 18, 2025
Duration
8 Days
Ship
Wind Surf
Callfor
availability

Mediterranean Island Mosaic

Port to port
Rome to Barcelona
Departure
October 18, 2025
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Romance of the West Med

Port to port
Rome to Lisbon
Departure
October 18, 2025
Duration
17 Days
Ship
Wind Spirit
Callfor
availability

Enchanting Greece & the Amalfi Coast

Port to port
Athens, Greece to Rome
Departure
October 19, 2025
Duration
7 Days
Ship
Wind Star
Callfor
availability

Star Collector: Ancient to Avant-Garde Mediterranean

Port to port
Athens, Greece to Barcelona
Departure
October 19, 2025
Duration
14 Days
Ship
Wind Star
Callfor
availability

Star Collector: Italy and Greece Odyssey

Port to port
Athens, Greece to Barcelona
Departure
October 22, 2025
Duration
16 Days
Ship
Star Legend
Callfor
availability

Star Collector: Classic Crossing to Spain & More

Port to port
Barcelona to Bridgetown
Departure
October 25, 2025
Duration
24 Days
Ship
Wind Spirit
Callfor
availability

Treasures of Southern Spain & Morocco

Port to port
Barcelona to Lisbon
Departure
October 25, 2025
Duration
10 Days
Ship
Wind Spirit
?
Cruise only
from
$7,534 per guest
?
All-inclusive
from
$7,534USD per guest

Star Collector: Romance of the West Med

Port to port
Rome to Lisbon
Departure
October 26, 2025
Duration
17 Days
Ship
Wind Star
?
Cruise only
from
$10,579 per guest
?
All-inclusive
from
$10,579USD per guest

Star Collector: Embrace of the Mediterranean in Fall

Port to port
Athens, Greece to Málaga
Departure
October 30, 2025
Duration
15 Days
Ship
Star Legend
?
Cruise only
from
$7,499 per guest
?
All-inclusive
from
$7,499USD per guest

Star Collector: Southern Spain & Canary Islands

Port to port
Barcelona to Santa Cruz de Tenerife
Departure
November 2, 2025
Duration
18 Days
Ship
Wind Star
?
Cruise only
from
$2,999 per guest
?
All-inclusive
from
$2,999USD per guest

Mind, Body and Spirit Collection: Transatlantic Lisbon to Bridgetown

Port to port
Lisbon to Bridgetown
Departure
November 4, 2025
Duration
14 Days
Ship
Wind Spirit
?
Cruise only
from
$6,399 per guest
?
All-inclusive
from
$6,399USD per guest

Star Collector: Southern Caribbean Thanksgiving Jubilee

Port to port
Lisbon to Colón
Departure
November 4, 2025
Duration
25 Days
Ship
Wind Spirit
?
Cruise only
from
$13,099 per guest
?
All-inclusive
from
$13,099USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
November 23, 2025
Duration
14 Days
Ship
Star Pride
?
Cruise only
from
$5,299 per guest
?
All-inclusive
from
$5,299USD per guest

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
November 30, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$8,999 per guest
?
All-inclusive
from
$8,999USD per guest

Star Collector: Beaches & Bastions of the BVI and Spanish Caribbean

Port to port
San Juan to Colón
Departure
November 30, 2025
Duration
13 Days
Ship
Star Pride
?
Cruise only
from
$4,199 per guest
?
All-inclusive
from
$4,199USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
December 6, 2025
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$2,799 per guest
?
All-inclusive
from
$2,799USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 7, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$4,399 per guest
?
All-inclusive
from
$4,399USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 7, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$4,499 per guest
?
All-inclusive
from
$4,499USD per guest

Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & the Caribbean

Port to port
San Juan to Puerto Caldera
Departure
December 7, 2025
Duration
13 Days
Ship
Star Pride
?
Cruise only
from
$2,599 per guest
?
All-inclusive
from
$2,599USD per guest

The Spanish Main: Rise of the New World

Port to port
San Juan to Colón
Departure
December 7, 2025
Duration
6 Days
Ship
Star Pride
Callfor
availability

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
December 10, 2025
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$7,169 per guest
?
All-inclusive
from
$7,169USD per guest

Star Collector: Twice the Tahiti

Port to port
Papeete to Papeete
Departure
December 11, 2025
Duration
18 Days
Ship
Star Breeze
?
Cruise only
from
$2,999 per guest
?
All-inclusive
from
$2,999USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
December 13, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$2,699 per guest
?
All-inclusive
from
$2,699USD per guest

Enchanting Colombia and Panamanian Islands

Port to port
Colón to Oranjestad
Departure
December 13, 2025
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$2,899 per guest
?
All-inclusive
from
$2,899USD per guest

Southern Spain Winter Escapes

Port to port
Málaga to Barcelona
Departure
December 13, 2025
Duration
7 Days
Ship
Star Legend
?
Cruise only
from
$4,899 per guest
?
All-inclusive
from
$4,899USD per guest

Star Collector: Winter in Spain and the Rivieras

Port to port
Málaga to Rome
Departure
December 13, 2025
Duration
14 Days
Ship
Star Legend
?
Cruise only
from
$8,699 per guest
?
All-inclusive
from
$8,699USD per guest

Star Collector: Winter Mediterranean Adventure

Port to port
Málaga to Venice
Departure
December 13, 2025
Duration
22 Days
Ship
Star Legend
?
Cruise only
from
$2,799 per guest
?
All-inclusive
from
$2,799USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 14, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$5,799 per guest
?
All-inclusive
from
$5,799USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 14, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$4,599 per guest
?
All-inclusive
from
$4,599USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
December 18, 2025
Duration
11 Days
Ship
Star Breeze
Callfor
availability

An ABC Christmas

Port to port
Oranjestad to Bridgetown
Departure
December 20, 2025
Duration
8 Days
Ship
Wind Spirit
?
Cruise only
from
$4,199 per guest
?
All-inclusive
from
$4,199USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
December 20, 2025
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
December 20, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Europe's Winter Riviera

Port to port
Barcelona to Rome
Departure
December 20, 2025
Duration
7 Days
Ship
Star Legend
Callfor
availability

Star Collector: Merry Christmas & Happy New Years from the Caribbean

Port to port
Oranjestad to Bridgetown
Departure
December 20, 2025
Duration
15 Days
Ship
Wind Spirit
?
Cruise only
from
$6,099 per guest
?
All-inclusive
from
$6,099USD per guest

Star Collector: Winter in Europe's Rivieras & Croatia

Port to port
Barcelona to Venice
Departure
December 20, 2025
Duration
15 Days
Ship
Star Legend
?
Cruise only
from
$3,599 per guest
?
All-inclusive
from
$3,599USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 21, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$8,599 per guest
?
All-inclusive
from
$8,599USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 21, 2025
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$2,999 per guest
?
All-inclusive
from
$2,999USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
December 27, 2025
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$7,949 per guest
?
All-inclusive
from
$7,949USD per guest

Tahiti & the Tuamotu Islands Air + Hotel Package from LAX

Port to port
Papeete to Papeete
Departure
December 27, 2025
Duration
13 Days
Ship
Star Breeze
?
Cruise only
from
$3,999 per guest
?
All-inclusive
from
$3,999USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Rome to Venice
Departure
December 27, 2025
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$3,799 per guest
?
All-inclusive
from
$3,799USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
December 28, 2025
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$5,699 per guest
?
All-inclusive
from
$5,699USD per guest

Star Seeker Maiden Voyage

Port to port
Málaga to Miami
Departure
December 28, 2025
Duration
16 Days
Ship
Star Seeker
?
Cruise only
from
$3,499 per guest
?
All-inclusive
from
$3,499USD per guest

Windward Island Delights

Port to port
Bridgetown to Bridgetown
Departure
December 28, 2025
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$5,449 per guest
?
All-inclusive
from
$5,449USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
December 29, 2025
Duration
10 Days
Ship
Star Breeze
?
Cruise only
from
$3,899 per guest
?
All-inclusive
from
$3,899USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
December 30, 2025
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$2,699 per guest
?
All-inclusive
from
$2,699USD per guest

Naturally Costa Rica

Port to port
Puerto Caldera to Balboa, Panama City
Departure
January 3, 2026
Duration
8 Days
Ship
Star Pride
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 4, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$8,649 per guest
?
All-inclusive
from
$8,649USD per guest

Star Collector: A Lesser Antilles Odyssey

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
January 4, 2026
Duration
21 Days
Ship
Wind Surf
?
Cruise only
from
$21,949 per guest
?
All-inclusive
from
$21,949USD per guest

Star Collector: Grand Caribbean Adventure

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 4, 2026
Duration
55 Days
Ship
Wind Surf
?
Cruise only
from
$5,399 per guest
?
All-inclusive
from
$5,399USD per guest

Star Collector: Leeward & Windward Caribbean Havens

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
January 4, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$11,599 per guest
?
All-inclusive
from
$11,599USD per guest

Star Collector: The Best of the Windward & Leeward Isles

Port to port
Philipsburg, St. Maarten to Oranjestad
Departure
January 4, 2026
Duration
28 Days
Ship
Wind Surf
?
Cruise only
from
$4,699 per guest
?
All-inclusive
from
$4,699USD per guest

Star Collector: Winter in Europe's Rivieras & Croatia

Port to port
Venice to Barcelona
Departure
January 4, 2026
Duration
15 Days
Ship
Star Legend
?
Cruise only
from
$7,199 per guest
?
All-inclusive
from
$7,199USD per guest

Star Collector: Winter Mediterranean Adventure

Port to port
Venice to Barcelona
Departure
January 4, 2026
Duration
24 Days
Ship
Star Legend
?
Cruise only
from
$3,599 per guest
?
All-inclusive
from
$3,599USD per guest

Sublime Southern Caribbean

Port to port
Bridgetown to Philipsburg, St. Maarten
Departure
January 4, 2026
Duration
10 Days
Ship
Wind Spirit
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Venice to Rome
Departure
January 4, 2026
Duration
8 Days
Ship
Star Legend
Callfor
availability

Final Rose & Overwater Bungalows + Air Package from LAX

Port to port
Moorea to Papeete
Departure
January 5, 2026
Duration
11 Days
Ship
Star Breeze
?
Cruise only
from
$4,131 per guest
?
All-inclusive
from
$4,131USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
January 8, 2026
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$3,999 per guest
?
All-inclusive
from
$3,999USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
January 9, 2026
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$3,199 per guest
?
All-inclusive
from
$3,199USD per guest

Lush & Lovely Islands of the Lesser Antilles

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
January 11, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$2,499 per guest
?
All-inclusive
from
$2,499USD per guest

Panama Canal, Cartagena, San Blas Islands & More

Port to port
Balboa, Panama City to Oranjestad
Departure
January 11, 2026
Duration
6 Days
Ship
Star Pride
?
Cruise only
from
$6,799 per guest
?
All-inclusive
from
$6,799USD per guest

Star Collector: Antilles Adventures

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
January 11, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$2,899 per guest
?
All-inclusive
from
$2,899USD per guest

Europe's Winter Riviera

Port to port
Rome to Barcelona
Departure
January 12, 2026
Duration
7 Days
Ship
Star Legend
?
Cruise only
from
$4,799 per guest
?
All-inclusive
from
$4,799USD per guest

Star Collector: Winter in Spain and the Rivieras

Port to port
Rome to Barcelona
Departure
January 12, 2026
Duration
16 Days
Ship
Star Legend
?
Cruise only
from
$6,999 per guest
?
All-inclusive
from
$6,999USD per guest

Winter Riviera & Madrid Cruise Tour

Port to port
Rome to Barcelona
Departure
January 12, 2026
Duration
12 Days
Ship
Star Legend
Callfor
availability

Blue Waters of the Leeward Islands

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 14, 2026
Duration
10 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Hidden Gems of the Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 14, 2026
Duration
17 Days
Ship
Wind Spirit
?
Cruise only
from
$7,949 per guest
?
All-inclusive
from
$7,949USD per guest

Star Seeker Christening Sailing

Port to port
Miami to San Juan
Departure
January 15, 2026
Duration
8 Days
Ship
Star Seeker
?
Cruise only
from
$6,699 per guest
?
All-inclusive
from
$6,699USD per guest

Tahitian Treasures & Magnificent Marquesas

Port to port
Papeete to Papeete
Departure
January 15, 2026
Duration
14 Days
Ship
Star Breeze
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Panama Canal, Cartagena, San Blas Islands & More

Port to port
Oranjestad to Balboa / Fuerte Amador
Departure
January 17, 2026
Duration
8 Days
Ship
Star Pride
?
Cruise only
from
$3,499 per guest
?
All-inclusive
from
$3,499USD per guest

Jewels of the Windward Islands

Port to port
Bridgetown to Bridgetown
Departure
January 18, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$6,899 per guest
?
All-inclusive
from
$6,899USD per guest

Star Collector: Captivating Caribbean

Port to port
Bridgetown to Oranjestad
Departure
January 18, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$4,099 per guest
?
All-inclusive
from
$4,099USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
January 19, 2026
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$4,799 per guest
?
All-inclusive
from
$4,799USD per guest

Star Collector: Winter in Spain and the Rivieras

Port to port
Barcelona to Rome
Departure
January 19, 2026
Duration
16 Days
Ship
Star Legend
?
Cruise only
from
$8,099 per guest
?
All-inclusive
from
$8,099USD per guest

Star Collector: Winter Mediterranean Adventure

Port to port
Barcelona to Venice
Departure
January 19, 2026
Duration
24 Days
Ship
Star Legend
Callfor
availability

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
January 23, 2026
Duration
7 Days
Ship
Star Seeker
Callfor
availability

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
January 23, 2026
Duration
14 Days
Ship
Star Seeker
Callfor
availability

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 24, 2026
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$6,999 per guest
?
All-inclusive
from
$6,999USD per guest

Winter Riviera & Madrid Cruise Tour

Port to port
Barcelona to Rome
Departure
January 24, 2026
Duration
11 Days
Ship
Star Legend
?
Cruise only
from
$2,849 per guest
?
All-inclusive
from
$2,849USD per guest

Mind, Body and Spirit Collection: Naturally Costa Rica

Port to port
Balboa / Fuerte Amador to Puerto Caldera
Departure
January 25, 2026
Duration
8 Days
Ship
Star Pride
?
Cruise only
from
$6,399 per guest
?
All-inclusive
from
$6,399USD per guest

Star Collector: Windward Islands & Spanish New World

Port to port
Bridgetown to Colón
Departure
January 25, 2026
Duration
15 Days
Ship
Wind Surf
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Windward Ways & Tobago Cays

Port to port
Bridgetown to Oranjestad
Departure
January 25, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$2,899 per guest
?
All-inclusive
from
$2,899USD per guest

Europe's Winter Riviera

Port to port
Barcelona to Rome
Departure
January 28, 2026
Duration
7 Days
Ship
Star Legend
?
Cruise only
from
$4,699 per guest
?
All-inclusive
from
$4,699USD per guest

Star Collector: Winter in Europe's Rivieras & Croatia

Port to port
Barcelona to Venice
Departure
January 28, 2026
Duration
15 Days
Ship
Star Legend
?
Cruise only
from
$3,599 per guest
?
All-inclusive
from
$3,599USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
January 29, 2026
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$5,999 per guest
?
All-inclusive
from
$5,999USD per guest

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

Port to port
Puerto Caldera to Colón
Departure
January 29, 2026
Duration
11 Days
Ship
Star Pride
Callfor
availability

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
January 30, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$4,799 per guest
?
All-inclusive
from
$4,799USD per guest

Windward Islands Surf & Sunsets

Port to port
San Juan to San Juan
Departure
January 30, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$3,699 per guest
?
All-inclusive
from
$3,699USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 31, 2026
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
January 31, 2026
Duration
14 Days
Ship
Wind Spirit
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

In the Wake of the Spanish Armadas

Port to port
Oranjestad to Colón
Departure
February 1, 2026
Duration
8 Days
Ship
Wind Surf
?
Cruise only
from
$5,299 per guest
?
All-inclusive
from
$5,299USD per guest

Star Collector: Natural History Meets Ancient Mystery: Latin America & Beyond

Port to port
Oranjestad to Cozumel
Departure
February 1, 2026
Duration
16 Days
Ship
Wind Surf
?
Cruise only
from
$3,599 per guest
?
All-inclusive
from
$3,599USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
February 2, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Rome to Venice
Departure
February 4, 2026
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$3,799 per guest
?
All-inclusive
from
$3,799USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
February 5, 2026
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$7,399 per guest
?
All-inclusive
from
$7,399USD per guest

Star Collector: Twice the Tahiti

Port to port
Papeete to Papeete
Departure
February 5, 2026
Duration
18 Days
Ship
Star Breeze
Callfor
availability

Tahiti & Moorea Culture Through Cuisine Cruise Tour

Port to port
Papeete to Papeete
Departure
February 5, 2026
Duration
10 Days
Ship
Star Breeze
?
Cruise only
from
$5,199 per guest
?
All-inclusive
from
$5,199USD per guest

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
February 6, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$11,159 per guest
?
All-inclusive
from
$11,159USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
February 6, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$3,699 per guest
?
All-inclusive
from
$3,699USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 7, 2026
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 7, 2026
Duration
14 Days
Ship
Wind Spirit
?
Cruise only
from
$4,099 per guest
?
All-inclusive
from
$4,099USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
February 8, 2026
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
February 9, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Mayan Legacies

Port to port
Colón to Cozumel
Departure
February 9, 2026
Duration
8 Days
Ship
Wind Surf
?
Cruise only
from
$5,699 per guest
?
All-inclusive
from
$5,699USD per guest

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

Port to port
Colón to Puerto Caldera
Departure
February 9, 2026
Duration
10 Days
Ship
Star Pride
?
Cruise only
from
$6,199 per guest
?
All-inclusive
from
$6,199USD per guest

Star Collector: Caribbean Cultures: Latin America & the Greater Antilles

Port to port
Colón to Philipsburg, St. Maarten
Departure
February 9, 2026
Duration
19 Days
Ship
Wind Surf
?
Cruise only
from
$4,699 per guest
?
All-inclusive
from
$4,699USD per guest

Star Collector: Winter in Europe's Rivieras & Croatia

Port to port
Venice to Barcelona
Departure
February 12, 2026
Duration
15 Days
Ship
Star Legend
?
Cruise only
from
$8,099 per guest
?
All-inclusive
from
$8,099USD per guest

Star Collector: Winter Mediterranean Adventure

Port to port
Venice to Barcelona
Departure
February 12, 2026
Duration
24 Days
Ship
Star Legend
?
Cruise only
from
$4,999 per guest
?
All-inclusive
from
$4,999USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
February 12, 2026
Duration
11 Days
Ship
Star Breeze
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Venice to Rome
Departure
February 12, 2026
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$9,399 per guest
?
All-inclusive
from
$9,399USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
February 13, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$4,699 per guest
?
All-inclusive
from
$4,699USD per guest

Windward Islands Surf & Sunsets

Port to port
San Juan to San Juan
Departure
February 13, 2026
Duration
7 Days
Ship
Star Seeker
Callfor
availability

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 14, 2026
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$3,199 per guest
?
All-inclusive
from
$3,199USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
February 16, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$6,399 per guest
?
All-inclusive
from
$6,399USD per guest

Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean

Port to port
Cozumel to Philipsburg, St. Maarten
Departure
February 17, 2026
Duration
18 Days
Ship
Wind Surf
?
Cruise only
from
$4,399 per guest
?
All-inclusive
from
$4,399USD per guest

Stars of the Greater Antilles

Port to port
Cozumel to Philipsburg, St. Maarten
Departure
February 17, 2026
Duration
11 Days
Ship
Wind Surf
?
Cruise only
from
$5,199 per guest
?
All-inclusive
from
$5,199USD per guest

Canary Island Idyll

Port to port
Santa Cruz de Tenerife to Santa Cruz de Tenerife
Departure
February 18, 2026
Duration
10 Days
Ship
Wind Star
?
Cruise only
from
$2,899 per guest
?
All-inclusive
from
$2,899USD per guest

Masterpieces at Sea: Europe’s Winter Riviera

Port to port
Rome to Barcelona
Departure
February 20, 2026
Duration
7 Days
Ship
Star Legend
?
Cruise only
from
$5,299 per guest
?
All-inclusive
from
$5,299USD per guest

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
February 20, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$9,399 per guest
?
All-inclusive
from
$9,399USD per guest

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
February 20, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$5,399 per guest
?
All-inclusive
from
$5,399USD per guest

Star Collector: Winter in Spain and the Rivieras

Port to port
Rome to Barcelona
Departure
February 20, 2026
Duration
16 Days
Ship
Star Legend
?
Cruise only
from
$6,999 per guest
?
All-inclusive
from
$6,999USD per guest

Winter Riviera & Madrid Cruise Tour

Port to port
Rome to Barcelona
Departure
February 20, 2026
Duration
12 Days
Ship
Star Legend
?
Cruise only
from
$3,499 per guest
?
All-inclusive
from
$3,499USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 21, 2026
Duration
7 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: A Lesser Antilles Odyssey

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
February 21, 2026
Duration
22 Days
Ship
Wind Spirit
?
Cruise only
from
$5,799 per guest
?
All-inclusive
from
$5,799USD per guest

Star Collector: Leeward & Windward Caribbean Havens

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
February 21, 2026
Duration
14 Days
Ship
Wind Spirit
Callfor
availability

Star Collector: Wind Spirit Grand Caribbean Adventure 2026

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
February 21, 2026
Duration
28 Days
Ship
Wind Spirit
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Costa Rica & Panama Canal

Port to port
Colón to Puerto Caldera
Departure
February 23, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$7,299 per guest
?
All-inclusive
from
$7,299USD per guest

Madrid & Southern Spain Winter Escapes Cruise Tour

Port to port
Barcelona to Barcelona
Departure
February 23, 2026
Duration
13 Days
Ship
Star Legend
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

Port to port
Colón to Puerto Caldera
Departure
February 23, 2026
Duration
10 Days
Ship
Star Pride
?
Cruise only
from
$8,999 per guest
?
All-inclusive
from
$8,999USD per guest

Star Collector: Twice the Tahiti

Port to port
Papeete to Papeete
Departure
February 23, 2026
Duration
17 Days
Ship
Star Breeze
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Tahiti & the Tuamotu Islands

Port to port
Papeete to Papeete
Departure
February 23, 2026
Duration
10 Days
Ship
Star Breeze
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Monteverde Cloud Forest & Arenal Volcano Cruise Tour

Port to port
Puerto Caldera to Colón
Departure
February 26, 2026
Duration
11 Days
Ship
Star Pride
?
Cruise only
from
$3,199 per guest
?
All-inclusive
from
$3,199USD per guest

Southern Spain Winter Escapes

Port to port
Barcelona to Barcelona
Departure
February 27, 2026
Duration
9 Days
Ship
Star Legend
Callfor
availability

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
February 27, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$4,599 per guest
?
All-inclusive
from
$4,599USD per guest

Windward Islands Surf & Sunsets

Port to port
San Juan to San Juan
Departure
February 27, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 28, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Lush & Lovely Islands of the Lesser Antilles

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
February 28, 2026
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$3,599 per guest
?
All-inclusive
from
$3,599USD per guest

Mind, Body and Spirit Collection: The Colorful Canary Islands

Port to port
Santa Cruz de Tenerife to Cádiz
Departure
February 28, 2026
Duration
10 Days
Ship
Wind Star
Callfor
availability

Star Collector: Antilles Adventures

Port to port
Philipsburg, St. Maarten to Bridgetown
Departure
February 28, 2026
Duration
15 Days
Ship
Wind Spirit
?
Cruise only
from
$5,599 per guest
?
All-inclusive
from
$5,599USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
February 28, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Costa Rica & Panama Canal

Port to port
Puerto Caldera to Colón
Departure
March 2, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$4,699 per guest
?
All-inclusive
from
$4,699USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
March 5, 2026
Duration
7 Days
Ship
Star Breeze
Callfor
availability

San Juan & the Virgin Islands

Port to port
San Juan to San Juan
Departure
March 6, 2026
Duration
7 Days
Ship
Star Seeker
Callfor
availability

Star Collector: Lovely Leewards

Port to port
San Juan to San Juan
Departure
March 6, 2026
Duration
14 Days
Ship
Star Seeker
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 7, 2026
Duration
7 Days
Ship
Wind Surf
Callfor
availability

Star Collector: Blue Seas of the Windward Islands

Port to port
Bridgetown to Bridgetown
Departure
March 7, 2026
Duration
14 Days
Ship
Wind Spirit
Callfor
availability

Windward Island Delights

Port to port
Bridgetown to Bridgetown
Departure
March 7, 2026
Duration
8 Days
Ship
Wind Spirit
?
Cruise only
from
$2,499 per guest
?
All-inclusive
from
$2,499USD per guest

Panama’s Pristine Caribbean

Port to port
Colón to Oranjestad
Departure
March 9, 2026
Duration
6 Days
Ship
Star Pride
?
Cruise only
from
$3,899 per guest
?
All-inclusive
from
$3,899USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
March 12, 2026
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$4,499 per guest
?
All-inclusive
from
$4,499USD per guest

Windward Islands Surf & Sunsets

Port to port
San Juan to San Juan
Departure
March 13, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 14, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 14, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Jewels of the Windward Islands

Port to port
Bridgetown to Bridgetown
Departure
March 15, 2026
Duration
6 Days
Ship
Wind Spirit
?
Cruise only
from
$2,699 per guest
?
All-inclusive
from
$2,699USD per guest

Windward Ways & Tobago Cays

Port to port
Oranjestad to Bridgetown
Departure
March 15, 2026
Duration
7 Days
Ship
Star Pride
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Rome to Venice
Departure
March 15, 2026
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$3,799 per guest
?
All-inclusive
from
$3,799USD per guest

Dreams of Tahiti

Port to port
Papeete to Papeete
Departure
March 19, 2026
Duration
7 Days
Ship
Star Breeze
?
Cruise only
from
$9,899 per guest
?
All-inclusive
from
$9,899USD per guest

Star Collector: Comprehensive Tahiti & Marquesas Adventure

Port to port
Papeete to Papeete
Departure
March 19, 2026
Duration
21 Days
Ship
Star Breeze
Callfor
availability

2026 President’s Mystery Cruise

Port to port
San Juan to San Juan
Departure
March 20, 2026
Duration
7 Days
Ship
Star Seeker
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Classic Caribbean

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 21, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$5,099 per guest
?
All-inclusive
from
$5,099USD per guest

Star Collector: Caribbean Beats & Transatlantic Treats

Port to port
Bridgetown to Lisbon
Departure
March 21, 2026
Duration
22 Days
Ship
Wind Spirit
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Star Collector: Caribbean Explorations

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 21, 2026
Duration
14 Days
Ship
Wind Surf
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Windward Island Delights

Port to port
Bridgetown to Bridgetown
Departure
March 21, 2026
Duration
7 Days
Ship
Wind Spirit
?
Cruise only
from
$3,099 per guest
?
All-inclusive
from
$3,099USD per guest

Ocean Crossings

Port to port
Bridgetown to Amsterdam
Departure
March 22, 2026
Duration
16 Days
Ship
Star Pride
?
Cruise only
from
$5,999 per guest
?
All-inclusive
from
$5,999USD per guest

Star Collector: A Winter Muse in the Mediterranean

Port to port
Venice to Athens, Greece
Departure
March 23, 2026
Duration
16 Days
Ship
Star Legend
?
Cruise only
from
$9,899 per guest
?
All-inclusive
from
$9,899USD per guest

Star Collector: Coastlines of Antiquity: Italy, Croatia, and Greece

Port to port
Venice to Istanbul
Departure
March 23, 2026
Duration
24 Days
Ship
Star Legend
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Winter Italy and the Dalmatian Coast

Port to port
Venice to Rome
Departure
March 23, 2026
Duration
8 Days
Ship
Star Legend
?
Cruise only
from
$10,499 per guest
?
All-inclusive
from
$10,499USD per guest

Tahitian Treasures & Magnificent Marquesas Air + Hotel Package from LAX

Port to port
Papeete to Papeete
Departure
March 24, 2026
Duration
17 Days
Ship
Star Breeze
?
Cruise only
from
$7,999 per guest
?
All-inclusive
from
$7,999USD per guest

Tahitian Treasures & Magnificent Marquesas

Port to port
Papeete to Papeete
Departure
March 26, 2026
Duration
14 Days
Ship
Star Breeze
?
Cruise only
from
$5,699 per guest
?
All-inclusive
from
$5,699USD per guest

Gems of the Leeward Islands

Port to port
San Juan to San Juan
Departure
March 27, 2026
Duration
10 Days
Ship
Star Seeker
?
Cruise only
from
$30,849 per guest
?
All-inclusive
from
$30,849USD per guest

Star Collector: Grand Caribbean & Americas Explorer

Port to port
San Juan to Juneau
Departure
March 27, 2026
Duration
49 Days
Ship
Star Seeker
?
Cruise only
from
$13,299 per guest
?
All-inclusive
from
$13,299USD per guest

Star Collector: Historic Caribbean: Legendary Islands, Colombia and Panama

Port to port
San Juan to Puerto Caldera
Departure
March 27, 2026
Duration
24 Days
Ship
Star Seeker
?
Cruise only
from
$7,799 per guest
?
All-inclusive
from
$7,799USD per guest

Star Collector: Seeking the Antilles

Port to port
San Juan to Colón
Departure
March 27, 2026
Duration
17 Days
Ship
Star Seeker
?
Cruise only
from
$3,299 per guest
?
All-inclusive
from
$3,299USD per guest

Beach Fun & Sun: A Remote Caribbean Getaway

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Departure
March 28, 2026
Duration
7 Days
Ship
Wind Surf
?
Cruise only
from
$2,899 per guest
?
All-inclusive
from
$2,899USD per guest

Knot Your Average Crossing

Port to port
Bridgetown to Lisbon
Departure
March 28, 2026
Duration
15 Days
Ship
Wind Spirit
?
Cruise only
from
$5,499 per guest
?
All-inclusive
from
$5,499USD per guest

Star Collector: Classic Crossing to Spain & More

Port to port
Bridgetown to Barcelona
Departure
March 28, 2026
Duration
25 Days
Ship
Wind Spirit
?
Cruise only
from
$4,749 per guest
?
All-inclusive
from
$4,749USD per guest

Star Collector: Spectacular Transatlantic Journey: Caribbean to the Azores

Port to port
Philipsburg, St. Maarten to Lisbon
Departure
March 28, 2026
Duration
21 Days
Ship
Wind Surf
?
Cruise only
from
$7,399 per guest
?
All-inclusive
from
$7,399USD per guest

Star Collector: Eastern Mediterranean Jewels

Port to port
Rome to Istanbul
Departure
March 31, 2026
Duration
16 Days
Ship
Star Legend
?
Cruise only
from
$3,399 per guest
?
All-inclusive
from
$3,399USD per guest

Winter in Italy and the Adriatic

Port to port
Rome to Athens, Greece
Departure
March 31, 2026
Duration
8 Days
Ship
Star Legend