Discover the Caribbean's Most Beautiful Islands with Silversea
Sailing Dates: February 26-March 10, 2027
12 Nights on Silversea's Silver Ray
Sailing with Silversea Cruises from vibrant Bridgetown to glamorous Miami offers the Caribbean at its most elegant.
Experience the intimate charm of Port Elizabeth and the spice-scented shores of Saint George’s, then immerse yourself in the French-Caribbean sophistication of Fort-de-France and Deshaies.
Stroll through the colorful harbors of Saint John’s, take in the verdant volcanic peaks of Basseterre, and savor the chic yachting ambiance of Philipsburg and Gustavia before arriving in historic San Juan.
With Silversea’s all-inclusive luxury, impeccable service, and refined surroundings, you unpack just once and enjoy a seamless, unforgettable journey through some of the Caribbean’s most stunning and culturally rich islands.
Your Silverseas cruise includes:
Spacious ocean-view or veranda suites with 24-hour personalized butler service
Gourmet dining in multiple restaurants, plus 24-hour in-suite service
Unlimited wines, spirits, and non-alcoholic beverages
All gratuities and service charges included
Onboard entertainment, enrichment programs, and fitness facilities
Standard Wi‑Fi included
Exclusive and elevated shore excursion hosted by Travel with Grace

Itinerary Highlights
For full itinerary, CLICK HERE
Day 1. Bridgetown, Barbados
Bridgetown, the captivating capital of Barbados, recently designated a UNESCO World Heritage Site for its beautifully preserved colonial architecture, combines rich history, vibrant traditions, and white-sand beaches straight out of a Caribbean dream.
Day 2. Bequia, Saint Vincent and the Grenadines
Bequia Island, a serene gem of the Grenadines, enchants with pristine beaches, rustic charm, warm local hospitality, and unspoiled natural beauty, inviting visitors to slow down, savor simple pleasures, and immerse themselves in authentic Caribbean bliss.
Day 3. St. George's, Grenada
Grenada, the Isle of Spice, delights the senses with lush jungles, cascading waterfalls, vibrant spice markets, and idyllic beaches, offering a perfect blend of natural beauty, flavorful aromas, and leisurely Caribbean luxury.
Day 4. Fort-de-France, Martinque
Martinique, a lush French-Caribbean island, enchants with tropical landscapes, vibrant cuisine blending French and Creole, verdant rainforests, sparkling beaches, and rich cultural and historical sights.
Day 5. Deshaise, Guadeloupe
Deshaies’s natural, sheltered harbor, the deepest of the Caribbean, has always attracted seafarers. Long ago it was a haven for buccaneers, and it’s said there’s still hidden treasure on the island. Postcard pretty, with painted wooden creole homes, gathered around a little church, it won’t take you long to discover Deshaies’s - a hidden gem.
Day 6. Saint John's, Antigua and Barbuda
Lush and lively, Antigua is a bedazzling Caribbean destination gorged with sunshine and crisp white sand beaches. With its bright blue to turquoise sea gradients - the beaches are vibrant and plentiful, and the island has no shortage to choose from, with a rumored 365 options
Day 7. Basseterre, Saint Kitts, Saint Kitts and Nevis
St. Kitts, a lush volcanic island, captivates with pristine beaches, vibrant reefs, verdant rainforests, historic Basseterre, the scenic sugar train, and the iconic Brimstone Hill Fortress, offering a perfect blend of Caribbean relaxation, adventure, and rich cultural heritage.
Day 8. Phillipsburg, Sint Maarteen
Philipsburg, on the Dutch side of St. Maarten, dazzles with turquoise waters, pristine beaches, vibrant scuba diving, duty-free shopping, lush hiking trails, flavorful local seafood and rum, and the unique thrill of Maho Beach, where planes soar just overhead, all set on an island split between French and Dutch heritage.

Day 9. Gustavia, Saint Barthélemy
Gustavia, St. Barthélemy’s chic capital, enchants with red-roofed harbors, luxury yachts, French sophistication, historic forts, crystal-clear beaches, and stunning views perfect for relaxation, diving, and sunset cocktails.
Day 10. San Juan, Puerto Rico
San Juan, Puerto Rico’s historic and sun-soaked capital, captivates with centuries-old forts, colorful cobblestone streets, vibrant Spanish-Caribbean culture, pristine beaches, bioluminescent waters, rugged cliffs, and flavorful local cuisine perfect for relaxation and adventure.
Day 10-11. At Sea
While at sea, settle into the gentle rhythm of the Caribbean. Spend the day lounging on deck, enjoying the pool, or indulging in a quiet moment at the spa.
Day 12. Miami
Disembark Silver Ray from Miami. Miami dazzles with sun-soaked beaches, vibrant nightlife, diverse cultures, colorful Art Deco architecture, world-class cuisine and art, endless leisure activities, and easy access to the Everglades and Caribbean adventures.

Ready to plan your luxury escape?
Click HERE to contact me today for current pricing and exclusive promotions for this Silversea Caribbean sailing and join me as your host for an exclusive, unforgettable journey aboard Silver Ray, including our private Antigua shore experience.