Windstar Cruises (50 offers included)

from $2,999.00 (USD)
Per Person
+ $59.00 taxes/fees
Feb 04, 2026
through Feb 12, 2026
Nights: 8
Ship: Star Legend
Price Per Night:$374.88 (USD)
(based on double occupancy, for comparison only)
Feb 04, 2026 through Feb 12, 2026
Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage. See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,999.00
Cat:SP
374.88 per night
from $2,699.00 (USD)
Per Person
+ $63.00 taxes/fees
Nov 30, 2025
through Dec 07, 2025
Nights: 7
Ship: Star Pride
Price Per Night:$385.57 (USD)
(based on double occupancy, for comparison only)
Nov 30, 2025 through Dec 07, 2025
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,699.00
Cat:SP
385.57 per night
Jul 07, 2025
through Jul 18, 2025
Nights: 11
Ship: Star Breeze
Jul 07, 2025 through Jul 18, 2025
Start your love story by stepping into a Gauguin painting, gazing across a turquoise lagoon at a scene straight out of a vintage travel poster, and listen as the music from the South Pacific plays in your heart. Embark on a journey to celebrate love and find romance in paradise, as you create memories you’ll cherish for years to come.
Jun 07, 2026
through Jun 14, 2026
Nights: 7
Ship: Wind Surf
Jun 07, 2026 through Jun 14, 2026
Enjoy the world’s premier yachting playgrounds in a beautiful small ship that feels like your own private yacht. These beautiful ports string together like perfect pearls, each glowing with its own special beauty. Sparkling cities and charming villages. Secluded harbors and immaculate beaches. Discover the mystique and magic of the Rivieras that only an intimate small ship can show you.
Mar 15, 2026
through Mar 22, 2026
Nights: 7
Ship: Star Pride
Mar 15, 2026 through Mar 22, 2026
Those who love watersports, snorkeling and diving will be on Cloud 9 on this cruise through the Windward and ABC islands. Swim with vibrant fish and friendly sea turtles as you visit ports in Tobago Cays Marine Park, in Bonaire National Marine Park, and in the proposed Speyside Marine Protected Area. Paddleboard right from the Watersports Platform as we visit smaller ports and less-visited bays away from the crowds.
from $6,099.00 (USD)
Per Person
+ $96.00 taxes/fees
Sep 15, 2025
through Sep 26, 2025
Nights: 11
Ship: Star Pride
Price Per Night:$554.45 (USD)
(based on double occupancy, for comparison only)
Sep 15, 2025 through Sep 26, 2025
Quebec’s French-flavored history, the fusion of Acadian and Scottish cultures in Nova Scotia-each province distills its own blend of Old World and New, bucolic and urbane. Overnight in Quebec City and browse the shops and boulangeries along picturesque Petit Champlain, the oldest street in North America. Fall under the spell of UNESCO site Lunenburg’s charming waterfront, and Halifax with its lively pub culture and majestic Citadel.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,099.00
Cat:SP
554.45 per night
from $7,499.00 (USD)
Per Person
+ $78.00 taxes/fees
Oct 07, 2025
through Oct 19, 2025
Nights: 12
Ship: Star Pride
Price Per Night:$624.92 (USD)
(based on double occupancy, for comparison only)
Oct 07, 2025 through Oct 19, 2025
Quebec’s French-flavored history, the fusion of Acadian and Scottish cultures in Nova Scotia-each province distills its own blend of Old World and New, bucolic and urbane. Overnight in Quebec City and browse the shops and boulangeries along picturesque Petit Champlain, the oldest street in North America. Fall under the spell of Halifax with its lively pub culture and majestic Citadel.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,049.00
Cat:S1
670.75 per night
Amenity Departure Dates
Culinary Collection
Culinary Collection
Jul 10, 2025
through Jul 17, 2025
Nights: 7
Ship: Star Breeze
Jul 10, 2025 through Jul 17, 2025
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds fill our sails as we visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
from $2,499.00 (USD)
Per Person
+ $36.00 taxes/fees
Dec 07, 2025
through Dec 13, 2025
Nights: 6
Ship: Star Pride
Price Per Night:$416.50 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2025 through Dec 13, 2025
History buffs, beach bums and xenophiles will all find something to celebrate on this unique itinerary to Central America and the Caribbean. Discover the barely inhabited tropical islands and friendly Guna Yala villagers of the San Blas Islands. Step back in time to the days of the Spanish Empire as you visit four of the oldest cities in the Americas. Explore forts pockmarked by time and cannon balls. Encounter pirate lore as you dive the wreck of Captain Kidd’s ship off Island Catalina.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,499.00
Cat:SP
416.50 per night
from $3,699.00 (USD)
Per Person
+ $65.00 taxes/fees
Nov 02, 2025
through Nov 12, 2025
Nights: 10
Ship: Wind Star
Price Per Night:$369.90 (USD)
(based on double occupancy, for comparison only)
Nov 02, 2025 through Nov 12, 2025
Dazzle your senses with Spanish treasure - golden Costa del Sol beaches, Picasso’s genius in Málaga, the Roman ruins of Cartagena and Tarragona. Sit at a café in Tangier’s medina sipping mint tea and watching old men play backgammon. Nestle up to the other exclusive yachts in Ibiza’s harbor with some 80 blissful beaches calling your name. Celebrate a dream come true.
Other Categories Starting At:
Inside
N/A
Outside
$3,699.00
Cat:B
369.90 per night
Balcony
N/A
Suite
N/A
from $3,799.00 (USD)
Per Person
+ $20.00 taxes/fees
Dec 30, 2025
through Jan 09, 2026
Nights: 10
Ship: Wind Star
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
Dec 30, 2025 through Jan 09, 2026
Columbus slept here, Winston Churchill painted here, and Agatha Christie wrote here, but you don’t have to be famous to fall in love with this place. This volcanic archipelago off the coast of Africa can and does charm just about everyone who visits, although it’s not the same charm for all. Some ooh and ahh at the diversity and drama of the landscapes, a tapestry of smooth and rough, black and green, blue and gold.
Other Categories Starting At:
Inside
N/A
Outside
$3,799.00
Cat:B
379.90 per night
Balcony
N/A
Suite
N/A
from $7,699.00 (USD)
Per Person
+ $18.00 taxes/fees
Apr 28, 2026
through May 12, 2026
Nights: 14
Ship: Star Breeze
Price Per Night:$549.93 (USD)
(based on double occupancy, for comparison only)
Apr 28, 2026 through May 12, 2026
Tahiti Air + Hotel Packages must be booked at least 60 days prior to your cruise date and connecting flights across the US are available. Please check with your Travel Advisor or Windstar Cruises for availability. Minimize hassles and enjoy seamless South Pacific vacation conveniences when you combine your Windstar Tahiti cruise with airline and hotel in this complete package.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$7,699.00
Cat:SP
549.93 per night
Aug 06, 2026
through Aug 13, 2026
Nights: 7
Ship: Wind Spirit
Aug 06, 2026 through Aug 13, 2026
Rustic pastas garnished with regional sheep cheeses and hearty red wines enhance the cultural flavors of this immersive odyssey to seaside hideaways throughout Corsica and Sardinia. This seven-day cruise visits popular Italian vacation spots, where the locals spend their summer days. These are destinations rich in authenticity and unhurried interactions.
Jan 18, 2026
through Jan 29, 2026
Nights: 11
Ship: Star Pride
Jan 18, 2026 through Jan 29, 2026
Transit through the storied Panama Canal and discover some of the most unique wildlife in Ecuador. Sample succulent seafood tapas and barter for Panamanian hats along Manta's sunny waterfront. Sample some Bolon de Verde--Ecuador's delicious national dish made from crispy mashed plantains stuffed with melted cheese, bacon, and pork meat--perfectly paired with local beers. Go fishing for blue marlin or visit a wildlife refuge to see over 200 species of birds and howler monkeys.
from $6,999.00 (USD)
Per Person
+ $18.00 taxes/fees
Dec 16, 2025
through Dec 30, 2025
Nights: 14
Ship: Star Breeze
Price Per Night:$499.93 (USD)
(based on double occupancy, for comparison only)
Dec 16, 2025 through Dec 30, 2025
Tahiti Air + Hotel Packages must be booked at least 60 days prior to your cruise date and connecting flights across the US are available. Please check with your Travel Advisor or Windstar Cruises for availability. Minimize hassles and enjoy seamless South Pacific vacation conveniences when you combine your Windstar Tahiti cruise with airline and hotel in this complete package.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,999.00
Cat:SP
499.93 per night
from $5,199.00 (USD)
Per Person
+ $66.00 taxes/fees
Apr 17, 2026
through May 02, 2026
Nights: 15
Ship: Wind Star
Price Per Night:$346.60 (USD)
(based on double occupancy, for comparison only)
Apr 17, 2026 through May 02, 2026
A perfect blend of antiquity and artistry, this 14-day cruise sails from the ancient ruins of Athens and makes a dozen port stops in Greece, Italy and France before disembarking among the contemporary architecture and gleaming, cosmopolitan wonders of Barcelona, Spain. Stroll the narrow streets inside the concealed medieval walls of Monemvasia, Greece and take an exhilarating tour of Corsica’s narrow winding coastal roads outside Calvi, France.
Other Categories Starting At:
Inside
N/A
Outside
$5,199.00
Cat:B
346.60 per night
Balcony
N/A
Suite
N/A
from $4,099.00 (USD)
Per Person
+ $94.00 taxes/fees
Nov 09, 2025
through Nov 23, 2025
Nights: 14
Ship: Star Pride
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
Nov 09, 2025 through Nov 23, 2025
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,099.00
Cat:SP
292.79 per night
from $4,699.00 (USD)
Per Person
+ $16.00 taxes/fees
Dec 29, 2025
through Jan 08, 2026
Nights: 10
Ship: Star Breeze
Price Per Night:$469.90 (USD)
(based on double occupancy, for comparison only)
Dec 29, 2025 through Jan 08, 2026
The trade winds of French Polynesia have enticed sailors for centuries – and now those same beautiful breezes welcome us as we sail through the windward and leeward Society Islands to the serene natural beauty of the Tuamotu Islands, where pristine atolls and crystal lagoons welcome you to a hidden paradise. Visit Fakarava where rare species are found nowhere else on earth.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,699.00
Cat:SP
469.90 per night
from $5,099.00 (USD)
Per Person
+ $114.00 taxes/fees
Sep 20, 2025
through Sep 28, 2025
Nights: 8
Ship: Star Legend
Price Per Night:$637.38 (USD)
(based on double occupancy, for comparison only)
Sep 20, 2025 through Sep 28, 2025
Greek temples and Turkish mosques punctuate the golden coastlines of these ancient rival nations throughout this 8-day coastal exploration of the Aegean Sea, scenic Dardanelles and the Sea of Maramara. Transit the narrow, time-saving Corinth Canal to Itea and the sacred ruins in the Sanctuary of Apollo, the former home of the ancient world’s most respected oracle. Sip tart and flavorful white wines made from local Assyrtiko, Athiri and Aidani grapes grown atop the windy ridges of Santorini.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$5,399.00
Cat:S
674.88 per night
from $2,999.00 (USD)
Per Person
+ $358.00 taxes/fees
Feb 16, 2026
through Feb 23, 2026
Nights: 7
Ship: Star Pride
Price Per Night:$428.43 (USD)
(based on double occupancy, for comparison only)
Feb 16, 2026 through Feb 23, 2026
Come find the natural and man-made wonders combined on this exotic Costa Rican and Panama Canal cruise full of bucket list places and activities.  Learn about the area from a local Naturalist on board, then take a Zodiac ashore and find rare experiences for yourself. Hike through Manuel Antonio National Park in search of its lovely beaches and abundant animal life.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,999.00
Cat:SP
428.43 per night
Oct 26, 2025
through Nov 03, 2025
Nights: 8
Ship: Wind Surf
Oct 26, 2025 through Nov 03, 2025
Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the magnificence of Rome, and the vast beauty of the Dalmatian Coast. Wander down the ancient cobblestone streets of Taormina, travel up the sparking fjord to Kotor and bask in the allure of small ship cruising as your small ship anchors in the heart of Old Town Dubrovnik while larger ships only pass by.
from $6,799.00 (USD)
Per Person
+ $32.00 taxes/fees
Nov 10, 2025
through Nov 27, 2025
Nights: 17
Ship: Star Breeze
Price Per Night:$399.94 (USD)
(based on double occupancy, for comparison only)
Nov 10, 2025 through Nov 27, 2025
Ideal for anyone who can’t get enough of Tahiti, this unique cruise features twice the visits to ports, so you have double the opportunities to see and experience what you love, and you can do all the things you passed up during your previous stop. It’s a top tropical pick among romantic couples, active divers and anyone in love with everything under the sun among countless blue Pacific lagoons.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,799.00
Cat:SP
399.94 per night
from $3,099.00 (USD)
Per Person
+ $79.00 taxes/fees
Jan 19, 2026
through Jan 28, 2026
Nights: 9
Ship: Star Legend
Price Per Night:$344.33 (USD)
(based on double occupancy, for comparison only)
Jan 19, 2026 through Jan 28, 2026
Walk in the shadows of Gaudi's architectural splendors and sip decadent Spanish red wines paired with savory tapas during an overnight stay near the heart of Barcelona's Gothic Quarter. Master the toasty, crackling craft of perfect socarrat as you cook up paella from regional ingredients at an exclusive cooking class hosted in a Malaga home.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$3,099.00
Cat:SP
344.33 per night
from $4,099.00 (USD)
Per Person
+ $94.00 taxes/fees
Nov 16, 2025
through Nov 30, 2025
Nights: 14
Ship: Star Pride
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
Nov 16, 2025 through Nov 30, 2025
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,099.00
Cat:SP
292.79 per night
from $4,699.00 (USD)
Per Person
+ $17.00 taxes/fees
Nov 12, 2026
through Nov 23, 2026
Nights: 11
Ship: Star Breeze
Price Per Night:$427.18 (USD)
(based on double occupancy, for comparison only)
Nov 12, 2026 through Nov 23, 2026
Experience the best of French Polynesia's Tuamotus, Marquesas, and Society Islands in a range of remote, romantic, and unspoiled tropical settings on this 11-day sailing. Seek out seabirds and snorkel among harmless black tipped reef sharks in Fakarava's famous blue lagoon, a UNESCO biosphere reserve.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,699.00
Cat:SP
427.18 per night
from $7,199.00 (USD)
Per Person
+ $16.00 taxes/fees
Dec 27, 2025
through Jan 09, 2026
Nights: 13
Ship: Star Breeze
Price Per Night:$553.77 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 09, 2026
Tahiti Air + Hotel Packages must be booked at least 60 days prior to your cruise date and connecting flights across the US are available. Please check with your Travel Advisor or Windstar Cruises for availability. Minimize hassles and enjoy seamless South Pacific vacation conveniences when you combine your Windstar Tahiti cruise with airline and hotel in this complete package.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$7,199.00
Cat:SP
553.77 per night
ADRIATIC ARCHIPELAGOS & GREEK GODDESSES
Piraeus, Athens, Greece to Venice, Italy
Jun 23, 2025
through Jul 02, 2025
Nights: 9
Ship: Wind Surf
Jun 23, 2025 through Jul 02, 2025
Greek temples, rugged coastal mountain ranges, and rustic, tile-roofed villages dotting the eastern Adriatic shoreline define this exceptional 9-day cruise with an overnight port stay in Kotor, Montenegro. Toast the benefits of Croatian microclimates during a wine tasting near rocky vineyards outside Zadar.
Oct 25, 2026
through Oct 30, 2026
Nights: 5
Ship: Wind Surf
Oct 25, 2026 through Oct 30, 2026
Enjoy the world’s premier yachting playgrounds in a beautiful small ship that feels like your own private yacht. These beautiful ports string together like perfect pearls, each glowing with its own special beauty. Sparkling cities and charming villages. Secluded harbors and immaculate beaches. Discover the mystique and magic of the Rivieras that only an intimate small ship can show you.
Mar 14, 2026
through Mar 21, 2026
Nights: 7
Ship: Wind Surf
Mar 14, 2026 through Mar 21, 2026
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.
from $2,599.00 (USD)
Per Person
+ $52.00 taxes/fees
Feb 28, 2026
through Mar 07, 2026
Nights: 7
Ship: Wind Surf
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
Feb 28, 2026 through Mar 07, 2026
From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
Other Categories Starting At:
Inside
N/A
Outside
$2,599.00
Cat:B
371.29 per night
Balcony
N/A
Suite
$5,699.00
Cat:OS
814.14 per night
Jul 30, 2026
through Aug 13, 2026
Nights: 14
Ship: Wind Spirit
Jul 30, 2026 through Aug 13, 2026
Come with us on the lovely Wind Spirit as we sail to Italian islands with a unique cultural heritage, and to small resort-style ports popular with well-heeled but laid-back Europeans. Rocky coves and vivid blue waters make these islands worth visiting for their beauty alone.
from $5,399.00 (USD)
Per Person
+ $40.00 taxes/fees
Jul 09, 2026
through Jul 23, 2026
Nights: 14
Ship: Wind Spirit
Price Per Night:$385.64 (USD)
(based on double occupancy, for comparison only)
Jul 09, 2026 through Jul 23, 2026
Come with us on the lovely Wind Spirit as we sail to Italian islands with a unique cultural heritage, and to small resort-style ports popular with well-heeled but laid-back Europeans. Rocky coves and vivid blue waters make these islands worth visiting for their beauty alone.
Other Categories Starting At:
Inside
N/A
Outside
$5,399.00
Cat:B
385.64 per night
Balcony
N/A
Suite
N/A
from $5,399.00 (USD)
Per Person
+ $16.00 taxes/fees
Dec 02, 2025
through Dec 12, 2025
Nights: 10
Ship: Star Breeze
Price Per Night:$539.90 (USD)
(based on double occupancy, for comparison only)
Dec 02, 2025 through Dec 12, 2025
Tahiti Air + Hotel Packages must be booked at least 60 days prior to your cruise date and connecting flights across the US are available. Please check with your Travel Advisor or Windstar Cruises for availability. Tahiti doesn't have to be just a dream with our convenient Air + Hotel package. If you haven't seen one Tahitian island, let alone six, now is your perfect opportunity aboard a boutique yacht. Depart from Los Angeles (LAX) and set foot in Tahiti in only eight hours.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$5,399.00
Cat:SP
539.90 per night
from $4,099.00 (USD)
Per Person
+ $94.00 taxes/fees
Nov 23, 2025
through Dec 07, 2025
Nights: 14
Ship: Star Pride
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
Nov 23, 2025 through Dec 07, 2025
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,099.00
Cat:SP
292.79 per night
from $4,499.00 (USD)
Per Person
+ $82.00 taxes/fees
Feb 21, 2026
through Mar 07, 2026
Nights: 14
Ship: Wind Spirit
Price Per Night:$321.36 (USD)
(based on double occupancy, for comparison only)
Feb 21, 2026 through Mar 07, 2026
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.
Other Categories Starting At:
Inside
N/A
Outside
$4,499.00
Cat:B
321.36 per night
Balcony
N/A
Suite
N/A
from $3,499.00 (USD)
Per Person
+ $20.00 taxes/fees
Jan 19, 2026
through Jan 29, 2026
Nights: 10
Ship: Wind Star
Price Per Night:$349.90 (USD)
(based on double occupancy, for comparison only)
Jan 19, 2026 through Jan 29, 2026
Columbus slept here, Winston Churchill painted here, and Agatha Christie wrote here, but you don’t have to be famous to fall in love with this place. This volcanic archipelago off the coast of Africa can and does charm just about everyone who visits, although it’s not the same charm for all. Some ooh and ahh at the diversity and drama of the landscapes, a tapestry of smooth and rough, black and green, blue and gold.
Other Categories Starting At:
Inside
N/A
Outside
$3,499.00
Cat:B
349.90 per night
Balcony
N/A
Suite
N/A
from $2,999.00 (USD)
Per Person
+ $52.00 taxes/fees
Dec 21, 2025
through Dec 28, 2025
Nights: 7
Ship: Wind Surf
Price Per Night:$428.43 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Dec 28, 2025
From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.
Other Categories Starting At:
Inside
N/A
Outside
$2,999.00
Cat:B
428.43 per night
Balcony
N/A
Suite
$6,099.00
Cat:OS
871.29 per night
from $3,799.00 (USD)
Per Person
+ $16.00 taxes/fees
Mar 12, 2026
through Mar 19, 2026
Nights: 7
Ship: Star Breeze
Price Per Night:$542.71 (USD)
(based on double occupancy, for comparison only)
Mar 12, 2026 through Mar 19, 2026
A graceful yacht is the perfect way to experience the true wonder of Tahiti. We’ll let the trade winds take us to visit one legendary island after another, with plenty of casual time to swim and snorkel in crystal-clear lagoons, meander through lush rainforests, and experience the fascinating Polynesian culture from tikis to tiare flowers.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$3,799.00
Cat:SP
542.71 per night
from $3,999.00 (USD)
Per Person
+ $66.00 taxes/fees
Oct 14, 2025
through Oct 22, 2025
Nights: 8
Ship: Star Legend
Price Per Night:$499.88 (USD)
(based on double occupancy, for comparison only)
Oct 14, 2025 through Oct 22, 2025
Savor the enticing islands and historic wonders of Greece and Turkey on this roundtrip voyage from Athens. Watch the Aegean sun shift shadows on the white columns of the Parthenon, let your imagination soar at the Palace of Knossos with its legendary Minotaur and labyrinth, and experience a once-in-a-lifetime event as you dine under the stars at the ruins of Ephesus during Windstar’s exclusive and complimentary Destination Discovery event.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,399.00
Cat:S1
549.88 per night
from $5,399.00 (USD)
Per Person
+ $40.00 taxes/fees
Jul 16, 2026
through Jul 30, 2026
Nights: 14
Ship: Wind Spirit
Price Per Night:$385.64 (USD)
(based on double occupancy, for comparison only)
Jul 16, 2026 through Jul 30, 2026
Come with us on the lovely Wind Spirit as we sail to Italian islands with a unique cultural heritage, and to small resort-style ports popular with well-heeled but laid-back Europeans. Rocky coves and vivid blue waters make these islands worth visiting for their beauty alone.
Other Categories Starting At:
Inside
N/A
Outside
$5,399.00
Cat:B
385.64 per night
Balcony
N/A
Suite
N/A
Mar 14, 2026
through Mar 21, 2026
Nights: 7
Ship: Wind Surf
Mar 14, 2026 through Mar 21, 2026
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.
Culinary Collection
Culinary Collection
Aug 06, 2026
through Aug 20, 2026
Nights: 14
Ship: Wind Spirit
Aug 06, 2026 through Aug 20, 2026
Come with us on the lovely Wind Spirit as we sail to Italian islands with a unique cultural heritage, and to small resort-style ports popular with well-heeled but laid-back Europeans. Rocky coves and vivid blue waters make these islands worth visiting for their beauty alone.
May 14, 2026
through May 21, 2026
Nights: 7
Ship: Wind Spirit
May 14, 2026 through May 21, 2026
Visit sun-drenched places as you sail the Greek Isles, discovering a world abounding with seaside scenery and ancient treasures. On such legendary islands as Santorini and Mykonos, views of azure sea and white-washed villages will take your breath away. On your Greek islands cruise, you may embrace the magic and mythology of ancient temples built to honor Greek gods and goddesses. Visit UNESCO World Heritage Sites such as the amazing hilltop Acropolis in Athens, the haunts of St.
Nov 09, 2025
through Nov 16, 2025
Nights: 7
Ship: Star Pride
Nov 09, 2025 through Nov 16, 2025
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
from $7,399.00 (USD)
Per Person
+ $14.00 taxes/fees
Jul 24, 2026
through Aug 03, 2026
Nights: 10
Ship: Star Pride
Price Per Night:$739.90 (USD)
(based on double occupancy, for comparison only)
Jul 24, 2026 through Aug 03, 2026
Take in the glow of pink midnight skies as you stand before fragile moss-shrouded arctic deserts punctuated by alabaster icefields, steaming geysers and smoldering volcanoes on a 10-day combination cruise and tour that integrates inland adventures with a coastal circumnavigation of Iceland.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$7,399.00
Cat:SP
739.90 per night
from $2,699.00 (USD)
Per Person
+ $37.00 taxes/fees
Jan 11, 2026
through Jan 18, 2026
Nights: 7
Ship: Wind Surf
Price Per Night:$385.57 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2026 through Jan 18, 2026
Enjoy the perfect mix of must-see Caribbean towns and harbors off the beaten path as you cruise and sail the royal beauties of the Lesser Antilles islands. Explore colonial history in pastel waterfronts, weathered forts and former sugar plantations. See the Caribbean at its most wild and beautiful on Dominica, St. Lucia and St. Kitts. Join the jetsetters on St. Barts, and everywhere you go, find delicious white beaches that turn rose and orange under Caribbean sunsets.
Other Categories Starting At:
Inside
N/A
Outside
$2,699.00
Cat:B
385.57 per night
Balcony
N/A
Suite
$5,799.00
Cat:OS
828.43 per night
from $5,999.00 (USD)
Per Person
+ $57.00 taxes/fees
Nov 10, 2026
through Dec 05, 2026
Nights: 25
Ship: Wind Star
Price Per Night:$239.96 (USD)
(based on double occupancy, for comparison only)
Nov 10, 2026 through Dec 05, 2026
This is a voyage for those who want to see and do things out of the ordinary. Cross the Atlantic relishing your "me time" and arrive in the Southern Caribbean, which is usually the last part of the Caribbean that cruisers explore. Because these tend to be smaller and less developed than other Caribbean islands, they’re meant for the savvy traveler to discover plus, you’ll be here at a time just before most tourists arrive. These islands are filled with unique sights, attractions, and activities.
Other Categories Starting At:
Inside
N/A
Outside
$5,999.00
Cat:BX
239.96 per night
Balcony
N/A
Suite
N/A
from $6,499.00 (USD)
Per Person
+ $97.00 taxes/fees
Aug 21, 2025
through Aug 31, 2025
Nights: 10
Ship: Wind Star
Price Per Night:$649.90 (USD)
(based on double occupancy, for comparison only)
Aug 21, 2025 through Aug 31, 2025
Delve into the ancient wonders of early Western Civilization on this 10-day journey featuring Meteora and Delphi and delve into the islands of Greece. Stroll the monument-lined Sacred Way toward the Grand Temple of Apollo in Delphi. Savor a moonlit Turkish dinner and romantic concert among the broken columns and weathered walls of Ephesus in Turkey during Windstar’s complimentary Destination Discovery Event.
Other Categories Starting At:
Inside
N/A
Outside
$6,499.00
Cat:B
649.90 per night
Balcony
N/A
Suite
N/A
from $4,099.00 (USD)
Per Person
+ $120.00 taxes/fees
Mar 14, 2026
through Mar 28, 2026
Nights: 14
Ship: Wind Surf
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
Mar 14, 2026 through Mar 28, 2026
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
N/A
Outside
$4,099.00
Cat:B
292.79 per night
Balcony
N/A
Suite
$10,199.00
Cat:OS
728.50 per night
from $6,099.00 (USD)
Per Person
+ $109.00 taxes/fees
Feb 09, 2026
through Feb 28, 2026
Nights: 19
Ship: Wind Surf
Price Per Night:$321.00 (USD)
(based on double occupancy, for comparison only)
Feb 09, 2026 through Feb 28, 2026
Begin in Colón by exploring the engineering wonder of the Panama Canal. In Bocas del Toro, soak up the laidback atmosphere and colorful clapboard houses before heading to Isla San Andres to swim with puffer fish and sea turtles at the UNESCO Biosphere Reserve. Snorkel and kayak with dolphins in the ocean playground of Roatan, and sample baleadas and pastilles with delicious Honduran coffee.
Other Categories Starting At:
Inside
N/A
Outside
$6,099.00
Cat:B
321.00 per night
Balcony
N/A
Suite
$12,799.00
Cat:OS
673.63 per night