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Gustavia Harbor in St. Barths

Antigua to Antigua

Roundtrip St John - Example 8 Day Cruise aboard Star Clipper
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Sail through the Caribbean on this 8-day cruise beginning and ending in Antigua aboard the Star Clipper. Explore the upscale boutiques and beaches of St. Barts, navigate the Sir Francis Drake Channel to Norman Island, and enjoy the laid-back charm of Jost van Dyke and Soper’s Hole in the British Virgin Islands. Swim among the boulder formations at Virgin Gorda’s Baths, shop both Dutch and French markets in St. Maarten, and experience colonial history and rainforest hikes in St. Kitts. This itinerary blends beach time, cultural highlights, and relaxed sailing across top Leeward and Virgin Islands destinations.
Enjoy the beautiful blue CaribbeanStop in St. Kitt'sClear water in the bayVisit beautiful Norman IslandRelax on the white sandy beaches of the CaribbeanThe crystal blue water of Jost van DykeExplore the famous rock formations of the bathsGustavia Harbor in St. Barths
Highlights
  • Explore St. John's dockyards and Antigua's vibrant yachting heritage
  • Sail Sir Francis Drake Channel and admire its iconic island views
  • Stroll Norman Island's beach and uncover pirate-inspired legends
  • Tour Basseterre's old plantations and snorkel South Friars Bay
Activity Level: Variable
Activity options vary depending on destination and operator. Activity level is determined by the range and intensity of activities you choose to participate in. Discuss with your Trip Planner which options are best for you.
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Full Itinerary

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Day 1: St. John's, Antigua | Embark

The dockyards, marinas, historic inns, lively pubs, and sun-kissed yacht crews—this is the heart of Caribbean yachting culture.

Day 2: Gustavia, St. Barts

In the charming capital of Gustavia, French joie de vivre blends with Swedish order and cleanliness. Visitors enjoy duty-free shopping in upscale boutiques, relaxing on pristine beaches, savoring fine dining, and indulging in world-class people-watching.

Day 3: Sailing Sir Francis Drake Channel | The Bight, Norman Island, British Virgin Islands

This famous channel of water named after the famous sailor lies south of Tortola and runs the full length of the island from St John to Virgin Gorda. On the south side of the channel are several smaller islands where you can find Norman and Peter Island.

This uninhabited island is where many believe Robert Louis Stevenson became inspired to pen his famous pirate novel, Treasure Island. Star Clippers will drop you off on a jetty where you can walk onto the beach.

Day 4: White Bay, Jost van Dyke | Sopers Hole, Tortola, British Virgin Islands

Once the hideaway for a Dutch pirate of the same name, Jost van Dyke welcomes visitors with first-rate hiking trails and the best beaches in the British Virgin Islands. Be sure to have a drink at the famous Foxy's Tamarind Bar in Great harbor.

Soper's Hole is where ‘laid back' is a jealously cultivated way of life. Visit the nearby ruins of 17th century Dutch Fort Recovery. There are also several favorite ‘watering holes', beloved by crews of visiting yachts, where the local gossip flows as freely as the rum.

Day 5: Spanish Town, Virgin Gorda | Beach, Captain's Best, British Virgin Islands

Take a bath at the "Baths", Virgin Gorda's unique water grottos formed eons ago by ancient lava flows. Huge boulders lie scattered around the natural pools, which are delightful for swimming or soaking. Virgin Gorda is also home to Little Dix Bay, the Bitter End Yacht Club, some excellent beaches, and the best sailing around.

The Captain will choose an anchorage with a lovely beach. BVI beaches are among the world's most beautiful, and better yet, are endlessly varied.

Day 6: Philipsburg, St. Maarten

The smallest island in the world shared by two countries, St. Martin/St. Maarten is big on shopping. Whether you go Dutch in Philipsburg or prefer Marigot's French touch, you're always welcome.

Day 7: Basseterre | South Friars Bay, Beach, St. Kitts

St. Kitts' was the first successful colony in the British West Indies. Shop in colorful Basseterre, play golf and tour old plantation houses. For the adventure some there's a brisk hike through the rainforest.

The beach you visit is a beautiful beach with golden sands and calm, clear waters, ideal for swimming and snorkeling. The beach is flanked by lush hills and offers a tranquil setting, with several beach bars and restaurants providing a laid-back atmosphere.

Day 8: St. John's, Antigua | Disembark

  • 1 Breakfast
Disembark after breakfast and continue your independent trip back home.

Ship/Hotel

Star Clipper

Star Flyer/Star Clipper library
Star Flyer/Star Clipper deck

Dates & Prices

My Preferred Start Date

  • Mar 21, 2026from $1,970
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Star Flyer, Star Clipper Cabin Category 6
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Category 6
Located on the Commodore Deck, this inside cabin features upper/lower berths and a bathroom with shower.
Star Flyer, Star Clipper Cabin Category 5
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Category 5
Located on the Clipper & Commodore Decks, this inside/outside cabin features a raised double bed, two lower beds, or triple berths, and a marble-lined bathroom with shower.
Star Flyer, Star Clipper Cabin 4
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Category 4
Located on the Commodore Deck, this outside cabin features two lower beds, double bed, or triple berths, and a marble-lined bathroom with shower.
Star Flyer, Star Clipper Cabin Category 3
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Category 3
Located on the Clipper & Commodore Decks, this outside cabin features two lower beds, double bed, or triple berths, and a marble-lined bathroom with shower.
Star Flyer, Star Clipper Cabin Category 2
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Category 2
Located on the Clipper Deck, this large outside cabin features two lower beds, double bed, or triple berths, and a marble-lined bathroom with shower.
Star Flyer, Star Clipper Cabin Category 1
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Category 1
Located on the Main & Sun Decks, this deluxe deck cabin features two lower beds that can convert to a double bed, minibar, marble-lined bathroom with whirlpool bath, and cabin doors that open onto the deck.
Owner's Suite view
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Owner's Cabin (Double)
Located on the Clipper Deck, this deluxe outside cabin features a double bed, sitting area, minibar, and marble-lined bathroom with whirlpool.

Notes

Single supplement: A single supplement fare is available at 150% of the published cruise fare for categories 2-6 during the season in which passengers are traveling. It is available at 200% for category 1 cabins, Deluxe Suites, and Owner's Suites. Single space is capacity controlled.

Children's rate: Savings may be available for children under 18 years when traveling with a full-paying adult on select sailings and subject to availability. Contact us for details.
Included
  • 7 Breakfasts, 6 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Port Fees
  • All meals and snacks (open seating) including: Coffee and tea are available 24 hours a day. Different juices are included only for breakfast.
  • Ocean transportation to remote ports.
  • Complimentary snorkeling, kayaks, paddle boarding, water-skiing, windsurfing, and sunfish sailing (subject to weather conditions and local authorities).
Excluded
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Gratuities
  • Visa
  • All transfers to/from the boat from airports.
  • Laundry services 
  • Medical services
  • Shore Excursions
  • Alcoholic drinks and sodas.

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Our guide and driver were very good with their knowledge and were very helpful with our questions. It was a very pleasant visit that would have been impossible to do on our own. Hotels and restaurants were fantastic. The special places we got to go to, like the kitchens, were great. Enjoyed the entire trip!
Meyer Smolen

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