Star Seeker Christening Sailing
 
Miami to San Juan
Thu Jan 15, 2026 - Fri Jan 23, 2026,
 8 days
 on Star Seeker
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Starting from $5,399 USD
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ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
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Thu Jan 15
Miami
Arrive:
Depart:10:00 PM
Watersports Platform: 
With an average temperature of a pleasant 76°, there seems to be something for everyone in Miami.  South Beach’s trendy nightlife, the charm of the Art Deco district, the calypso energy of Little Havana, the busy Calle Ocho area, the luxury of Miami Beach and the Coral Gables, the variety of shopping in Coconut Grove and the sports lures of deep-sea fishing, golf, boating, and tennis – only the beginning of the delights to be found here.
Fri Jan 16
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sat Jan 17
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sun Jan 18
Puerto Plata, Dominican Republic
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
Puerto Plata, Dominican Republic, is a vibrant city on the northern coast known for its rich history, stunning beaches, and lush landscapes. Visitors can ride the only cable car in the Caribbean to the top of Pico Isabel de Torres for breathtaking views and explore the botanical gardens. The city is also home to the historic Fort San Felipe, a 16th-century fortress offering a glimpse into the region's colonial past. The Amber Museum showcases exquisite Dominican amber, while the bustling Malecón, a seaside promenade, is perfect for enjoying local cuisine, shopping, and the lively culture of Puerto Plata.
Mon Jan 19
Samana
Arrive:7:00 AM
Depart:4:00 PM
Watersports Platform: 
Lovely Samana is an environmental treasure. Untamed, with plenty of coves, bays, mountains, waterfalls and diverse geography zones where nature abounds. The protected natural area known as Los Haitises National Park is home to two endemic mammal species, the Hispaniolan hutia and the Hispaniolan solenodon along with numerous birds including the brown pelican, frigate birds, barn owls, stygian owls and Hispaniolan amazons. Its beaches are famous for body-boarding and wading.
Tue Jan 20
Jost Van Dyke, Great Harbour
Arrive:1:00 PM
Depart:10:00 PM
Watersports Platform: 
3 Available
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For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
3 Shore Excursions Available
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Jost Van Dyke, Catamaran Cruise & Swim to Norman IslandBeach | Boating | Essentials Collection | Snorkeling
Duration4.5 Hours
Activity LevelModerate-Strenuous
$259
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Jost Van Dyke: Tortola Rib Boat TourBoating | Essentials Collection | Sightseeing | Refreshments | Watersports
Duration4 Hours
Activity LevelModerate
$199
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Jost Van Dyke, Sail and SnorkelBoating | Essentials Collection | Sightseeing | Refreshments | Watersports
Duration4 Hours
Activity LevelModerate-Strenuous
$159
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Wed Jan 21
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
2 Available
+_
  • The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Although uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns.
 
Please note: only guests with shore excursions booked through Windstar can be tendered to Gun Creek.
2 Shore Excursions Available
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Virgin Gorda: Highlights & Bath TourBeach | Boating | Essentials Collection | Walking
Duration4 Hours
Activity LevelStrenuous
$89
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Virgin Gorda: Snorkel AdventureBoating | Essentials Collection | Refreshments | Snorkeling
Duration2.75 Hours
Activity LevelModerate-Strenuous
$239
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Thu Jan 22
Soper's Hole
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
3 Available
+_
Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away. 
3 Shore Excursions Available
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Tortola, Snorkel Adventure at Peter IslandBoating | Essentials Collection | Sightseeing | Refreshments | Snorkeling
Duration3 Hours
Activity LevelModerate-Strenuous
$135
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Soper's Hole: Cane Garden Bay Beach BreakBeach | Essentials Collection | Refreshments
Duration4 Hours
Activity LevelModerate
$89
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Tortola, Tortola Jeep & Beach TourBeach | Essentials Collection | Sightseeing
Duration4 Hours
Activity LevelModerate
$199
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Fri Jan 23
San Juan
Arrive:7:00 AM
Depart:
Watersports Platform: 
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.