Small Ship Grand Adventures

 
Multiple destinations. Multiple months. Private-yacht style.

Multiple destinations. Multiple months. Private-yacht style.

From the 17th to 19th centuries, it was a rite of passage for young aristocrats to embark on a Grand Tour. This extended journey to the world’s great cities was a way to breathe life into their classical education, broadening their horizons and gifting them with knowledge and understanding that would enrich their own lives and their society.
 
Windstar's Grand Adventures offer homage to those extended journeys with meticulously curated voyages spanning multiple destinations over multiple months, each one highlighting a region unique in its cultural and natural heritage. Visit places both on and off the beaten track, checking must-sees off your bucket list and discovering secret places that few travelers ever see. Take the time to get to know people who still live much as their ancestors did. Taste fine wines and cuisines perfected over generations. Admire works of art from Roman aqueducts to tie-dyed sarongs. And spend relaxing days on deserted islands, in Japanese gardens, or cruising stunning fjords and canals. It’s the kind of education and perspective you can only get from travel. And it’s the kind of travel you can only get from a private yacht-style cruise on Windstar.

Windstar Knows the Way to A Grand Adventure
Windstar's Grand Adventures offer homage to those extended journeys with meticulously curated voyages spanning multiple destinations over multiple months, each one highlighting a region unique in its cultural and natural heritage. Visit places both on and off the beaten track, checking must-sees off your bucket list and discovering secret places that few travelers ever see. It’s the kind of education and perspective you can only get from travel. And it’s the kind of travel you can only get from a private yacht-style cruise on Windstar.
One Unforgettable Journey
One Unforgettable Journey
From the 17th to 19th centuries, it was a rite of passage for young aristocrats to embark on a Grand Tour. This extended journey to the world’s great cities was a way to breathe life into their classical education, broadening their horizons and gifting them with knowledge and understanding that would enrich their own lives and their society. These are Windstar's version of the Grand Tour.
Comprehensive Exploration
Comprehensive Exploration
27 countries in the Caribbean. 28 countries in Europe. 9 countries in Asia. It doesn't get more in-depth than this. To really know a destination and explore all its major cities and hidden ports. To get a feel for each of their cultural spirits and a taste of their regional cuisine. You've never experienced anything quite like this.
35 to 85 Days
35 to 85 Days
Take the time to really get to know the destination, the crew, your fellow travelers, and the yacht. This will become your home and you are part of a very special family traveling together on this journey.
Only One Chance
Only One Chance
This is a once in a lifetime opportunity as our itineraries change yearly, so the ports change from year to year even if we do visit the same region again. Don't wait for next year as you'll never know what exciting ports we'll visit on our next Grand Adventure.
More Time, More Exploration
More Time, More Exploration
You love traveling and exploring. Take the time to stay longer and linger in your destination. Get to know the locals and their favorite places - their wine bars carrying local vintages, cafes with the best coffee, and secret beaches with the most amazing views. From the iconic cities to the local seaside resorts, this is a Grand Adventure worth spending extra time to enjoy.
Pack Lighter, Stay Longer
Pack Lighter, Stay Longer
Can't imagine how you would fit 7 days worth of clothes into your suite case, much less 85 days worth? Just leave most of it at home and pack in layers for changes in weather. We'll take care of your laundry for you daily, so you can travel light and come home with a well-traveled suitcase and one less chore.
WINDSTAR VOYAGES TO GRAND ADVENTURES

Star Collector: 2026 Grand Europe Adventure

Port to port
Stockholm to Athens, Greece
Duration
80 Days
All-Inclusive From?
$48,119
Cruise Only From?
$40,199
SPECIAL AVAILABLE Star Collector: Grand Caribbean & Americas Explorer

Star Collector: Grand Caribbean & Americas Explorer

Port to port
San Juan to Juneau
Duration
49 Days
All-Inclusive From?
$22,150
Cruise Only From?
$17,299
SPECIAL AVAILABLE Star Collector: Grand Caribbean Adventure

Star Collector: Grand Caribbean Adventure

Port to port
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Duration
55 Days
All-Inclusive From?
$23,344
Cruise Only From?
$17,899