small ship adventure cruises®

Contact Sunstone Tours & Cruises Toll-Free
or contact us via e-mail
Winter Antilles Escape

Winter Antilles Escape

At a glance

Duration: 8 Days, 7 Nights

Coverage: San Juan, Puerto Rico to Bridgetown

From: $1,899

Season: January - February

Activities: Adventure, Culture, History, Wildlife

Book this Trip › or call us toll-free 1-888-815-5428

Wind Star Cruises

Uncurl your frozen toes as you escape the winter doldrums during this week-long cruise featuring sundrenched beaches and steamy tropical rainforests along the Lesser Antilles Islands in the Caribbean.

Set sail from the colorful Colonial Era homes and shops in San Juan, Puerto Rico, then roam like the untethered horses across the tiny island of Vieques, wandering barefoot on beige sandy beaches, or delving deep into the shady, tropical recesses of the Vieques National Wildlife Refuge. Gleaming white sands, sparkling turquoise waters and Philipsburg’s vibrant pastel buildings offer respite from the starker winter hues up north this time of year, but if you’re seeking culinary adventures, the delicious saltfish fritters, meat-filled pastries and potent and refreshing fruity Le Planteur punch will certainly compete for your attention. Learn about the future plans for Montserrat’s newly-developed capital in Little Bay, or visit the ghostly past among the dusty ruins of the Buried City, where former homes remain entombed in volcanic ash. Glide among geothermal bubbles and schools of flitting angelfish, blue tang, yellow goatfish, and blue-striped grunts just off the sloping shores of Roseau’s Champagne Beach. Soar into the treetops in an open-air gondola ride, taking in Pigeon Island’s rare avian and arboreal wonders high above a rainforest reserve.

Master SCUBA diving in the company of expert divers or venture inland and sample delicious organic gourmet chocolate at a cocoa processing facility near St. Georges in Grenada. Your adventure concludes in Bridgetown, Barbados, where you can reflect upon memories and deeper thoughts in the quiet shadows of explore the Gothic-inspired, St. John’s Church, or find the perfect surf conditions during a drive up the scenic Gold Coast.

Popular Highlights

  • Step back in time visiting El Morro’s 16th century ramparts, a UNESCO World Heritage Site, in San Juan
  • Shop to your heart’s delight in duty-free Philipsburg
  • Go for a hike in Puerto Rico’s El Yunque National Rainforest
  • Find the magic of Harrison’s Cave and downtown Bridgeport, a UNESCO site
  • Discover a town engulfed by a volcano during a rare visit to Montserrat
  • Snorkel or dive at one of Grenada’s 40 beaches

Day-to-Day Itinerary

Day 1 - San Juan, Puerto Rico

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Day 2 - Vieques, Puerto Rico

Just six miles east of mainland Puerto Rico lies the island of Vieques --Though it measures just 55 square miles, Vieques brims with natural flora, exotic animals, secluded beaches, and gracious people. It’s allure is that it is rustic and elegant at the same time. Vieques boasts more than 20 breathtaking and diverse beaches, each with its own character and appeal. Horses roam freely across the island, often flanked by elegant white egrets and brightly colored flamboyant trees dot the hillsides. There are no stoplights, fast-food chains, nightclubs, or shopping malls… the attractions are Mother Nature’s creations. You will find a delightful selection of restaurants with a variety of foods, a few stores and the interesting Vieques Conservation & Historical Trust Museum. It is also home to Hacienda Casa del Frances, a sugar plantation house built in 1910 and listed on the U.S. National Register of Historic Places.

Day 3 - Philipsburg, St. Maarten

Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.

Day 4 - Little Bay, Montserrat, BWI

Today we visit “Pompeii of the Caribbean”—an island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isn’t intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.

Day 5 - Roseau, Dominica

Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you’re up for an optional hike, don’t miss Boiling Lake and the Valley of Desolation at Dominica’s Morne Trois Pitons National Park, a UNESCO World Heritage Site.

Day 6 - Pigeon Island, St. Lucia

The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

Day 7 - St. George's, Grenada

Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

Day 8 - Bridgetown, Barbados

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.

Winter Antilles Escape

Dates & Rates

Dates Ocean View Suite Ocean View Suite 1 Ocean View Suite 2 Ocean View Suite 3 Balcony Suite Balcony Suite 1 Classic Suite Owner's Suite
Jan 5, 2019 $1,999 $2,099 $2,299 $2,499 $2,899 $3,099 $4,499 $5,499
Jan 19, 2019 $1,899 $1,999 $2,199 $2,399 $2,799 $2,999 $4,399 $5,399
Feb 2, 2019 $2,199 $2,299 $2,499 $2,699 $3,099 $3,299 $4,699 $5,699
Feb 16, 2019 $2,199 $2,299 $2,499 $2,699 $3,099 $3,299 $4,699 $5,699


Star Pride

Star Pride The graceful, suite-only Star Pride is the first of Windstar's three new power yachts. With only 212 guests, you begin to feel like it's your own private yacht almost as soon as you step aboard. View ship details...