Small Ship Cruising ( 20 offers included )
Small Ship Cruising offers high crew to passenger ratios, unparalleled service, and access to destinations unreachable by large cruise ships.

The Caribbean Is Open
Special: Enjoy extraordinary cruise pricing, $200 shipboard credit, and free onboard Wi-Fi for posting all those envy-inducing vacation photos. 
Travel Dates: Dec 16, 2017 through Dec 30, 2017
Itinerary:  Caribbean
To welcome Windstar's guests back to the Caribbean, we're offering a special Caribbean Is Open Cruise Package full of additional perks and savings on all 2017 Caribbean sailings.


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Colón to Bridgetown - Wind Star
Colon, Panama to Bridgetown, Barbados
Price From: $999.00 (USD)
Virtuoso Voyages Non-Hosted
Travel Dates: Apr 07, 2018 through Apr 14, 2018 Number of nights: 7
Ship: Wind Star Price Per Night: $142.71 (USD)
(for comparison only)
Itinerary:  Colon, Panama, Bequia, Saint Vincent And The Grenadines, Bridgetown, Barbados
Wind Star is a sleek, 4-masted sailing yacht accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht. Wind Star features wide open, teak decks-quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

Other Categories Starting At:
Inside Outside Balcony Suite
$1099
Cat: BX
$999
Cat: B
N/A $2299
Cat: S

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San Juan to Lisbon - Star Pride
San Juan, Puerto Rico to Lisbon, Portugal
Price From: $999.00 (USD)
Virtuoso Voyages Non-Hosted
Travel Dates: Apr 07, 2018 through Apr 20, 2018 Number of nights: 13
Ship: Star Pride Price Per Night: $76.85 (USD)
(for comparison only)
Itinerary:  San Juan, Puerto Rico, Lisbon, Portugal
All Suite Yacht With only 212 guests, a Star Pride cruise will make you feel like you're on board your own private yacht almost as soon as you step aboard. Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can't reach.

Other Categories Starting At:
Inside Outside Balcony Suite
N/A N/A N/A $999
Cat: S

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Bridgetown to Lisbon - Wind Surf
Bridgetown, Barbados to Lisbon, Portugal
Price From: $999.00 (USD)
Virtuoso Voyages Non-Hosted
Travel Dates: Mar 31, 2018 through Apr 14, 2018 Number of nights: 14
Ship: Wind Surf Price Per Night: $71.36 (USD)
(for comparison only)
Itinerary:  Bridgetown, Barbados, Lisbon, Portugal
On any day, our 310-guest flagship, Wind Surf, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. Starting with all new finishes and furnishings in suites and staterooms, Wind Surf renovation now brings you some of the most beautiful public spaces at sea. Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself.

Other Categories Starting At:
Inside Outside Balcony Suite
$1099
Cat: BX
$999
Cat: B
N/A $1899
Cat: S

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Ligurian Sea
Price From: $1,020.00 (USD)
Travel Dates: Jun 23, 2018 through Jun 27, 2018 Number of nights: 4
Ship: Star Flyer Price Per Night: $255.00 (USD)
(for comparison only)
Itinerary:  Cannes, Lerici, Elba Island, Portofino, Monaco
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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4 Nights - Rome to Rome
Price From: $1,055.00 (USD)
Travel Dates: Jul 10, 2018 through Jul 14, 2018 Number of nights: 4
Ship: Royal Clipper Price Per Night: $263.75 (USD)
(for comparison only)
Itinerary:  Rome, Portoferraio, Bonifacio Corsica, Porto Ercole, Rome
Inspired by the tall ship Preussen, the Royal Clipper has the proud distinction of being the largest and only five-masted full-rigged sailing ship built since her predecessor was launched at the beginning of the last century. With her complement of 42 sails, Royal Clipper is a splendid sight to behold.


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Philipsburg to Lisbon - Wind Star
Philipsburg, Sint Maarten to Lisbon, Portugal
Price From: $1,099.00 (USD)
Virtuoso Voyages Non-Hosted
Travel Dates: Apr 14, 2018 through Apr 28, 2018 Number of nights: 14
Ship: Wind Star Price Per Night: $78.50 (USD)
(for comparison only)
Itinerary:  Philipsburg, Sint Maarten, Lisbon, Portugal
Wind Star is a sleek, 4-masted sailing yacht accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht. Wind Star features wide open, teak decks-quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

Other Categories Starting At:
Inside Outside Balcony Suite
$1199
Cat: BX
$1099
Cat: B
N/A $2699
Cat: S

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5 Nights - Cannes to Rome
Price From: $1,270.00 (USD)
Travel Dates: Jun 30, 2018 through Jul 05, 2018 Number of nights: 5
Ship: Star Flyer Price Per Night: $254.00 (USD)
(for comparison only)
Itinerary:  Cannes, Portofino, Elba Island, Bastia Corsica, Porto Vecchio, Corsica, Rome
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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Lisbon to Bridgetown - Wind Star
Lisbon, Portugal to Bridgetown, Barbados
Price From: $1,299.00 (USD)
Travel Dates: Nov 20, 2018 through Dec 04, 2018 Number of nights: 14
Ship: Wind Star Price Per Night: $92.79 (USD)
(for comparison only)
Itinerary:  Lisbon, Portugal, Bridgetown, Barbados
Wind Star is a sleek, 4-masted sailing yacht accommodating 148 guests. With four decks and a gross tonnage of 5,307, Wind Star feels like your own private yacht. Wind Star features wide open, teak decks-quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

Other Categories Starting At:
Inside Outside Balcony Suite
$1499
Cat: BX
$1299
Cat: B
N/A $2899
Cat: S

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Leeward Islands Cruise on Star Flyer
Price From: $1,360.00 (USD)
Travel Dates: Feb 17, 2018 through Feb 24, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $194.29 (USD)
(for comparison only)
Itinerary:  Philipsburg, Charlestown, Nevis, Cabrits, Terre-de-bas, Deshaies, Falmouth, Gustavia, Philipsburg
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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Treasure Islands Cruise on Star Flyer
Price From: $1,360.00 (USD)
Travel Dates: Feb 10, 2018 through Feb 17, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $194.29 (USD)
(for comparison only)
Itinerary:  Philipsburg, Road Bay, Anguilla, Virgin Gorda, Norman Island, Tortola Island, Basseterre, Gustavia, Philipsburg
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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7 Night Christmas Sailing
Price From: $1,360.00 (USD)
Travel Dates: Dec 23, 2017 through Dec 30, 2017 Number of nights: 7
Ship: Star Clipper Price Per Night: $194.29 (USD)
(for comparison only)
Itinerary:  Phuket, Ko Similan, Ko Hong, Ko Adang, Penang, Malacca, Singapore
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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7 Night Southern Phuket to Phuket Cruise
Price From: $1,360.00 (USD)
Travel Dates: Jan 06, 2018 through Jan 13, 2018 Number of nights: 7
Ship: Star Clipper Price Per Night: $194.29 (USD)
(for comparison only)
Itinerary:  Phuket, Ko Butang, Thailand, Penang, Ko Adang, Thailand, Ko Rok Nok, Thailand, Phang Nga Bay, Thailand, Similan Island, Thailand, Phuket
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships. Star Clipper and Star Flyer are both 360 feet long and each carries just 170 guests in pampered comfort.


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7 Night Singapore to Phuket Cruise
Price From: $1,360.00 (USD)
Travel Dates: Mar 31, 2018 through Apr 07, 2018 Number of nights: 7
Ship: Star Clipper Price Per Night: $194.29 (USD)
(for comparison only)
Itinerary:  Singapore, Malacca, Langkawi, Ko Adang, Thailand, Phang Nga Bay, Thailand, Ko Miang, Thailand, Phuket
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships. Star Clipper and Star Flyer are both 360 feet long and each carries just 170 guests in pampered comfort.


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Spain & Morocco
Price From: $1,385.00 (USD)
Travel Dates: Apr 23, 2018 through Apr 28, 2018 Number of nights: 5
Ship: Royal Clipper Price Per Night: $277.00 (USD)
(for comparison only)
Itinerary:  Lisbon, Portimao, Tangier, Gibraltar, Motril, Malaga
Inspired by the tall ship Preussen, the Royal Clipper has the proud distinction of being the largest and only five-masted full-rigged sailing ship built since her predecessor was launched at the beginning of the last century. With her complement of 42 sails, Royal Clipper is a splendid sight to behold.


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7 Night Grenadine Islands Cruise
Price From: $1,420.00 (USD)
Travel Dates: Jan 06, 2018 through Jan 13, 2018 Number of nights: 7
Ship: Royal Clipper Price Per Night: $202.86 (USD)
(for comparison only)
Itinerary:  Bridgetown, Captain's Best, Grenadines, St. George's, Grenadines, Tobago Cays, Admiralty Bay, Bequia, Beach Stop, Martinique, Soufriere, Bridgetown
In 1902, the largest, fastest sailing ship the world had ever seen was launched. The legendary Preussen dominated the seas, only to be gone in a few short years. Neither before nor since had the world seen such a magnificent sailing ship. Until today…


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Southern Cyclades
Price From: $1,690.00 (USD)
Travel Dates: Aug 25, 2018 through Sep 01, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $241.43 (USD)
(for comparison only)
Itinerary:  Athens, Rhodes Island, Bodrum, Dalyan River, Santorini, Hydra, Athens
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day.


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7 Night Northern Cyclades Cruise
Price From: $1,690.00 (USD)
Travel Dates: Aug 04, 2018 through Aug 11, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $241.43 (USD)
(for comparison only)
Itinerary:  Athens, Kusadasi, Patmos, Amorgos, Mykonos, Monemvasia, Athens
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day. Star Clipper and Star Flyer are modern cruise ships in every way, created for luxury-loving passengers who also love the traditions and romance of the legendary era of sailing ships.


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Monaco Grand Prix Final
Price From: $1,690.00 (USD)
Travel Dates: May 26, 2018 through Jun 02, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $241.43 (USD)
(for comparison only)
Itinerary:  Cannes, Fontvieille, Monaco, Portofino, Calvi, Corsica, Alghero Sardinia, Plage D'arone, Sanary-Sur-Mer, Cannes
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day.


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Ligurian Sea
Price From: $1,690.00 (USD)
Travel Dates: Jun 09, 2018 through Jun 16, 2018 Number of nights: 7
Ship: Star Flyer Price Per Night: $241.43 (USD)
(for comparison only)
Itinerary:  Cannes, Lerici, Portoferraio, Bonifacio Corsica, Alghero Sardinia, Ajaccio Corsica, Monaco, Cannes
These are true clipper ships reflecting their proud heritage in every inch of their polished brass and gleaming brightwork. Step aboard these unique vessels and discover a new age of sail, where the traditions of the past are happily married to the comforts and amenities of the present day.


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Prices, dates, and promotions listed in this program are subject to change and may be unavailable when you book.
If you are interested in an offer, please click "Contact Us" or "Contact Agent". This will open a "Trip Request" that will allow you to send your request to us. We will be able to confirm availability and make further recommendations.