11-night Gems Of The Leeward Islands Cruise

Windstar Cruises · Star Pride · 11 nights · San Juan

Special Offer The Signature Collection

Star Pride

From $4,183 per person

The Signature Collection – Exclusive Amenities
The Signature Collection Sailings offer Exceptional Value and Exclusive Amenities.

Masterpieces at Sea

Immerse yourself in a voyage where art and culture take center stage as you explore Italy, southern France, and Spain during local season, when the weather is mild and the locals are out enjoying their city. Join an artist from Fountainhead — a renowned Miami-based artist residency — as they create a painting in real-time onboard.

Roundtrip San Juan

What's Included

  • 11-night Cruise
  • Meals
  • Entertainment

Available Add-Ons

Optional shore excursions.
Optional roundtrip airfare.

Itinerary

Oct 28 San Juan

San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.

Destination Guide

Oct 29 Cruz Bay, St. John
Oct 30 Gustavia

There was never any hope of lucrative sugar plantations in St.Barths. It was too dry, too steep, too rocky, and, finally, too small. Unsuitable for agriculture, the island was never coveted as a prize during the colonial wars of the 18th century. The place had a serviceable harbor, and this allowed the town that grew around it, Gustavia, to play a key role in that intermittent conflict, a role that was to presage much of its future. Overflowing warehouses surrounded a harbor packed with ships from many nations, and a mercantile and architectural tradition was established that has lingered to the present day. Today, Gustavia has adjusted itself to satisfy the increasing number of visiting tourists. Restaurants, boutiques, and gift shops now line streets once busy with merchants, merchant seamen, and adventurers.

Destination Guide

Oct 31 Basseterre, St. Kitts

Basseterre, St. Kitts’ capital, still shows signs of colonial architecture. However, its setting against the emerald green hills ensures a distinct Caribbean ambiance. Many travelers agree Basseterre is one of the prettiest of the Caribbean’s small capitals.

Destination Guide

Nov 1 Falmouth Harbour, Antigua

Falmouth Harbour is on the south coast of Antigua close to Nelson' Dockyard in English Harbour. Falmouth is a quiet village surrounded by sugar plantations and mills with the main historic building of interest being St. Paul's Church which dates back to the 17th Century. On the eastern side of the bay visitors will find excellent shops, restaurants, and a marina.  Falmouth offers a host of beaches including Windward beach which is considered a sun bathers paradise.

Nov 2 Iles des Saintes

Pastoral and far off the beaten track, the Saintes are a cluster of eight islands off the southern coast of Guadeloupe. In Bourg, the charming hamlet on Terre-de-Haut, the largest isle, you can wander peaceful streets past small houses, then follow the narrow road out of town through fields and hills to a sweeping strand of secluded beach.

Destination Guide

Nov 3 Pigeon Island, St. Lucia

Pigeon Island is located in the north of St Lucia. It is drier, with thorn scrub and cactus, and is home to colonies of seabirds. St Lucia is an independent island in the south-eastern Caribbean Sea, one of the Windward Islands close to Barbados, Martinique and St Vincent.

Destination Guide

Nov 4 St. George's, Grenada

A lively blend of French and English cultures, St. George's has steep hills to climb, spectacular views to photograph and a rum distillery to tour. St George's has one of the prettiest harbour settings in the Caribbean. Tourist infrastructure is still generally small-scale and locally owned and offers a good balance between comfort and price, making Grenada a great getaway for those who want to avoid the resort experience.

Destination Guide

Nov 5 At Sea
Nov 6 Jost Van Dyke

Jost Van Dyke boasts several lovely beaches and picturesque Great Harbour, with its beach-side West Indian village. Jost is very popular with sailors and has several famous watering holes on its southern shore, including Foxy's Tamarind Bar.

Destination Guide

Nov 7 Virgin Gorda

Enjoy the fabulous underwater world of the British Virgin Islands. For those who wish to get wet and enjoy the thrill of viewing coral formation and other marine life without diving, you can take a professionally guided snorkel tour of the famous Norman Island underwater sea caves and the Indian Reef. Cruise along Sir Francis Drake Channel to Spanish Town, Virgin Gorda. Or take a short drive to the baths at Spring Bay for swimming, snorkeling and sunning amid the mammoth boulders and sea caves for which the area is well known. The only viewing gear you need are your eyes!

Destination Guide

Nov 8 San Juan

San Juan, Puerto Rico, is an old city of cobblestone streets, colonial architecture and shaded courtyards. It reflects its Spanish past in such famous fortresses as El Morro and San Cristobal. San Juan is also a modern world capital -- a cosmopolitan metropolis of wide boulevards, lively cafes and highly regarded shops and galleries. San Juan is two unique destinations -- and you'll be fascinated by them both.

Destination Guide

Cabin Categories

Ocean View Suite
Ocean View Suite

Oceanview

From $5,283 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Ocean View Suite 1
Ocean View Suite 1

Oceanview

From $5,448 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Ocean View Suite 2
Ocean View Suite 2

Oceanview

From $5,723 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Ocean View Suite 3
Ocean View Suite 3

Oceanview

From $5,943 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Star Porthole Suite
Star Porthole Suite

Oceanview

From $4,183 per person

These Suites are 277 square feet (26 square meters). Note these Suites have Porthole window.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Star Ocean View Suite
Star Ocean View Suite

Oceanview

From $5,613 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers. Star Ocean View Suites with 3rd berths — 430, 432, 433.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

View Deckplan

Balcony Suite
Balcony Suite

Balcony

From $7,538 per person

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.  All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets
 

View Deckplan

Balcony Suite
Balcony Suite

Balcony

From $7,868 per person

View Deckplan

Star Balcony Suite
Star Balcony Suite

Balcony

From $7,648 per person

These Suites are 277 square feet (26 square meters) Star Balcony Suites with 3rd berths — 530, 532, 533, 626, 628, 629.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets




View Deckplan

Star Balcony Suite
Star Balcony Suite

Balcony

From $8,088 per person

These Suites are 277 square feet (26 square meters) Star Balcony Suites with 3rd berths — 530, 532, 533, 626, 628, 629.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets





View Deckplan

Guarantee Stateroom
Guarantee Stateroom

Suite

From $4,183 per person

With this selection, you are guaranteed to receive a stateroom within a selected category, anywhere on the ship. However, the actual room assignment and location on the ship may be determined at any time after your reservation has been completed and paid in full up to the day of sailing.
Deluxe Suite
Deluxe Suite

Suite

From $9,408 per person

View Deckplan

Classic Suite
Classic Suite

Suite

From $11,003 per person

View Deckplan

Owner's Suite
Owner's Suite

Suite

From $11,278 per person

View Deckplan

Terms & Additional Information

Rates are cruise only, per person, based on double occupancy and include government fees/taxes. Optional transfers and airfare (unless otherwise stated) additional for all guests.

Prices are per person, based on double occupancy and include government fees and taxes. Optional airfare and transfers additional.

All fares are quoted in US Dollars.

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