While all cruise ships take you around the world, few give you as intimate a glimpse as a sailboat. Tailored for coastal exploration, for a more authentic voyage and close to the old skippers of the 1960s who provide unique sailing sensations, discover without further delay our selection of the finest cruises to be enjoyed aboard a sailboat.
Your search criteria:
Sailing cruise
Itinerary : Piraieus, Dikili, Myrina, Skiathos, Skopelos, Poros, Piraieus
3 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
08/15/2026
from
4 176 $CA
Other departures:
25 Jul 2026
05-26 Sep 2026
Itinerary : Piraieus, Rhodes, Bodrum, Dalyan River, Santorini, Hydra, Piraieus
2 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
08/08/2026
from
4 176 $CA
Other departures:
29 Aug 2026
19 Sep 2026
Itinerary : Piraieus, Kusadasi, Samos, Patmos, Amorgos, Mykonos, Sifnos, Piraieus
1 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
09/12/2026
from
4 176 $CA
Other departures:
01 Aug 2026
Itinerary : Piraieus, Samos, Kusadasi, Patmos, Amorgos, Mykonos, Sifnos, Piraieus
Star Flyer
8 d
Inside Stateroom
Piraieus
08/22/2026
from
4 176 $CA
Itinerary : Piraieus, Fethiye, Symi, Sifnos, MONEMVASIA, Piraieus
3 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
10/02/2027
from
4 318 $CA
Other departures:
01 May 2027
03 Jul 2027
04 Sep 2027
Itinerary : Piraieus, Samos, Cesme, Skopelos, Poros, Piraieus
2 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
08/21/2027
from
4 318 $CA
Other departures:
15 May 2027
18 Sep 2027
Itinerary : Piraieus, Milos, La Canee, Santorini, Bodrum, Amorgos, Hydra, Piraieus
2 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
08/28/2027
from
4 318 $CA
Other departures:
26 Jun 2027
25 Sep 2027
Itinerary : Piraieus, Rhodes, Kusadasi, Samos, Patmos, Piraieus
1 other departures
Star Flyer
8 d
Inside Stateroom
Piraieus
07/10/2027
from
4 318 $CA
Other departures:
11 Sep 2027
Itinerary : Piraieus, Rhodes, Samos, Kusadasi, Patmos, Piraieus
Star Flyer
8 d
Inside Stateroom
Piraieus
05/08/2027
from
4 318 $CA
Itinerary : Nice, Portofino, Calvi, Menton, Nice
Star Clipper
5 d
Inside Stateroom
Nice
10/16/2027
from
2 466 $CA
Itinerary : St Johns, Road Bay, Sopers Hole, Jost Van Dyke, St. Francis Drake Channel, Norman Island, Basseterre (St Kitts), St Johns
Star Clipper
6 d
Inside Stateroom
St Johns
01/03/2028
from
2 865 $CA
Itinerary : Philippsburg, Charlestown, Terre de Haut - Saintes Island, Falmouth, Gustavia, Philippsburg
Star Flyer
6 d
Inside Stateroom
Philippsburg
01/03/2028
from
2 865 $CA
Itinerary : St Johns, Road Bay, Jost Van Dyke, Sopers Hole, St. Francis Drake Channel, Norman Island, Basseterre (St Kitts), St Johns
Star Clipper
6 d
Inside Stateroom
St Johns
01/03/2028
from
2 865 $CA
Itinerary : Civitavecchia / Rome, Amafi, Sorrento, Ponza, Civitavecchia / Rome
Star Clipper
6 d
Inside Stateroom
Civitavecchia / Rome
08/31/2026
from
2 989 $CA
Itinerary : Civitavecchia / Rome, Bastia, Calvi, Lerici, Portoferraio, Civitavecchia / Rome
1 other departures
Star Clipper
6 d
Inside Stateroom
Civitavecchia / Rome
07/19/2027
from
3 089 $CA
Other departures:
31 May 2027
Itinerary : Puerta Caldera, Quepos, Golfito, Coiba, Gulf of Chiriquí Marine Park (Panama), Isla de tortuga, Puerta Caldera
1 other departures
Star Clipper
8 d
Inside Stateroom
Puerta Caldera
01/02/2027
from
3 927 $CA
Other departures:
26 Dec 2026
Itinerary : Philippsburg, Charlestown, Cabrits, Deshaies, Terre de Haut - Saintes Island, Falmouth, Gustavia, Philippsburg
1 other departures
Star Flyer
8 d
Inside Stateroom
Philippsburg
01/02/2027
from
3 927 $CA
Other departures:
15 Jan 2028
Itinerary : Philippsburg, Charlestown, Cabrits, Terre de Haut - Saintes Island, Deshaies, Falmouth, South Friar's - beach, Basseterre (St Kitts), Philippsburg
Star Flyer
8 d
Inside Stateroom
Philippsburg
12/05/2026
from
3 927 $CA
Itinerary : Philippsburg, Road Bay, Jost Van Dyke, Sopers Hole, St. Francis Drake Channel, Norman Island, Virgin Islands, Spanish Town, Basseterre (St Kitts), South Friar's - beach, Gustavia, Philippsburg
Star Flyer
8 d
Inside Stateroom
Philippsburg
12/12/2026
from
3 927 $CA
Itinerary : Philippsburg, Road Bay, Sopers Hole, Jost Van Dyke, Norman Island, St. Francis Drake Channel, Virgin Islands, Spanish Town, South Friar's - beach, Basseterre (St Kitts), Gustavia, Philippsburg
Star Flyer
8 d
Inside Stateroom
Philippsburg
12/12/2026
from
3 927 $CA
Itinerary : St Johns, Gustavia, South Friar's - beach, Basseterre (St Kitts), Terre de Haut - Saintes Island, Martinique, Cabrits, Deshaies, St Johns
4 other departures
Star Clipper
8 d
Inside Stateroom
St Johns
12/11/2027
from
4 010 $CA
Other departures:
06-20 Mar 2027
27 Nov 2027
27 Dec 2027
Itinerary : St Johns, Gustavia, Basseterre (St Kitts), South Friar's - beach, Terre de Haut - Saintes Island, Martinique, Cabrits, Deshaies, St Johns
4 other departures
Star Clipper
8 d
Inside Stateroom
St Johns
12/11/2027
from
4 010 $CA
Other departures:
06-20 Mar 2027
27 Nov 2027
27 Dec 2027
Itinerary : Philippsburg, Charlestown, Cabrits, Terre de Haut - Saintes Island, Deshaies, Falmouth, Gustavia, Philippsburg
2 other departures
Star Flyer
8 d
Inside Stateroom
Philippsburg
12/04/2027
from
4 010 $CA
Other departures:
13 Feb 2027
26 Feb 2028
Itinerary : St Johns, Gustavia, St. Francis Drake Channel, Norman Island, Sopers Hole, Virgin Islands, Spanish Town, Jost Van Dyke, Road Bay, South Friar's - beach, Basseterre (St Kitts), St Johns
1 other departures
Star Clipper
8 d
Inside Stateroom
St Johns
12/04/2027
from
4 010 $CA
Other departures:
20 Nov 2027
Itinerary : St Johns, Gustavia, Sopers Hole, St. Francis Drake Channel, Norman Island, Virgin Islands, Spanish Town, Jost Van Dyke, Road Bay, Basseterre (St Kitts), South Friar's - beach, St Johns
Star Clipper
8 d
Inside Stateroom
St Johns
12/04/2027
from
4 010 $CA
Sailboat cruising: charm and authenticity
Travel to the sound of waves breaking against the boat's hull. Hear the crackle of sails bending and shaping in the sea breeze. Watching sailors hoist and pull meters of rope to unfurl the sails for better sailing. All these incredible sensations, this absolute freedom, you'll only find on a cruise aboard a sailboat.
Aboard Star Clippers, the famous and luxurious cruise line, you'll climb aboard some of the finest sailing ships in the world. The latest of their ships, the Royal Clipper, was voted into the Guinness Book of World Records in 2001 as "the largest fully rigged cruising yacht currently in service".
Peace and quiet combined with the pleasure of (re)discovering the sea
Cruising aboard a sailing yacht is not the same as cruising aboard a Symphony or Harmony of the Seas. It's for those who want to (re)discover the true pleasure of sailing the seas, like the old skippers of the 60s. Just imagine yourself on one of the large nets stretched across the bow of the Royal Clipper, stretched out and contemplating the view of these deep blue waters, with the sun gently beating down on your face. On board, Star Clippers offers introductory sailing courses. Accompanied by the crew and the admiral, you'll teach your children to tie real sailor's knots, climb platforms or try their hand at hoisting sails. What's more, these sailing cruises are perfect for those who prefer to travel in small groups.
Take advantage of our stays in the Mediterranean, the Caribbean or Greece, and book all-inclusive cruises that include all the comforts of all-inclusive cruising. Cheap travel is possible if you plan a little in advance! So don't hesitate to call a Cruise.us advisor to help you do just that.
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