Sleeping under a palm tree, strolling on endless beaches and eating ice cream while floating in a turquoise sea. What could be further from your everyday world? When you sail the Caribbean you'll discover how relaxing, entertaining and just plain fun a week really can be. Visit a variety of beautiful islands and escape to paradise on your next vacation.
Book with a professional travel advisor and you may unlock more than what appears in a standard online search. Depending on the supplier and trip, your advisor may have access to preferred or agency-negotiated group rates, special promotions, upgrades, onboard or resort credits, and other added-value benefits that are not always available through direct booking.
During our consultation, we may ask for a few details—such as your country or state of residence, ZIP code, age eligibility, military status, past-guest history, or loyalty memberships. These details can help us identify fares and benefits you may qualify for and compare them against publicly available options.
Not every offer applies to every traveler, and availability varies by supplier, destination, sailing, travel dates, and eligibility. But the more we know about your trip and the qualifications that may apply to you, the more thoroughly we can search for opportunities to enhance your vacation and help you secure the best available overall value not just the first price you see online.
Recent price found was as low as: $1,043 per person. Port charges, taxes, and fees of $152 USD included
Itinerary Overview
📍
Day 1 · San Juan, Puerto Rico
San Juan, Puerto Rico
Depart 8:00 pm
The fortress of El Morro guards the harbor against long-gone Sir Francis Drake and his British privateers. The colorful streets of Old San Juan retain the Latin flavor of its seafaring past, when this was the heart of the Spanish Main. Sample the fiery rum made here, or indulge in an icy treat made from fresh tropical fruit and enjoy the Caribbean atmosphere.
📍
Day 2 · St. Maarten, Netherlands Antilles
St. Maarten, Netherlands Antilles
Arrive 9:00 am · Depart 7:00 pm
An island under two flags, St. Martin/St. Maarten is French and Dutch. Philipsburg is on the Dutch side and famous for its duty-free emporia and casinos. A short drive will bring you to Marigot, a charming French Colonial outpost featuring shops filled with French fashions and imported Gallic goodies, as well as beautiful beaches.
📍
Day 3 · AT SEA
AT SEA
📍
Day 4 · Bridgetown, Barbados
Bridgetown, Barbados
Arrive 8:00 am · Depart 8:00 pm
The Bajan British accent is very distinctive, reflecting both the Scepter'd Isle and the lovely one they live on. Barbados still has lovely parish churches, great manor houses and a proper Trafalgar Square along with white-sugar beaches and waving fields of cane.
📍
Day 5 · Castries, St. Lucia
Castries, St. Lucia
Arrive 8:00 am · Depart 6:00 pm
Just recently, St. Lucia, and Castries in particular, has become one of the most popular regions for tourists. The accommodations and facilities are top of the line, and the restaurants and activities fabulous. The majority of travelers reside between Castries, which is the capital of St. Lucia, and the northern end of the island. The entire north side of the island is comprised of white-sand beaches to dazzle even the most seasoned and experienced traveler.
📍
Day 6 · Fort-de-France, Martinique
Fort-de-France, Martinique
Arrive 9:00 am · Depart 7:00 pm
📍
Day 7 · Port of Basseterre, St. Kitts, St. Kitts and Nevis
Port of Basseterre, St. Kitts, St. Kitts and Nevis
Arrive 8:00 am · Depart 4:00 pm
This fertile isle is a land of rain forests, tropical flowers, and abundant sugar cane. After a stroll around the charming colonial streets and shops of the capital, Basseterre, tour the island or visit Brimstone Hill Fort, an impressive construction that is one of the wonders of the Caribbean world.
📍
Day 8 · San Juan, Puerto Rico
San Juan, Puerto Rico
Arrive 6:30 am
The fortress of El Morro guards the harbor against long-gone Sir Francis Drake and his British privateers. The colorful streets of Old San Juan retain the Latin flavor of its seafaring past, when this was the heart of the Spanish Main. Sample the fiery rum made here, or indulge in an icy treat made from fresh tropical fruit and enjoy the Caribbean atmosphere.
Route Illustration - Actual route may differ
Highlights
🚢
Sail aboard Valiant Lady.
📅
Travel from 2026-12-12 through 2026-12-19.
📍
Visit San Juan, Puerto Rico, St. Maarten, Netherlands Antilles, Bridgetown, Barbados, Castries, St. Lucia, Fort-de-France, Martinique, Port of Basseterre, St. Kitts, St. Kitts and Nevis.
Recently found pricing
Cabin pricing snapshot
Recent cabin prices we found for this sailing. Pricing is shown per person and may change at any time.
Cabin Types
InsideRecently found from $1,043 per person
Port charges, taxes, and fees of $152 USD included
OceanviewRecently found from $1,113 per person
Port charges, taxes, and fees of $152 USD included
BalconyRecently found from $1,183 per person
Port charges, taxes, and fees of $152 USD included
SuiteRecently found from $2,863 per person
Port charges, taxes, and fees of $152 USD included
Final taxes, fees, promotions, or availability can change.
Additional Information
Price, availability, taxes, fees, promotions, occupancy requirements, and final cabin availability can change until booked. When you book travel through a professional travel advisor, suppliers often provide exclusive value-adds, upgrades, and promotions that are unavailable when booking directly online. These unadvertised or agency-exclusive perks vary by vendor and destination.
Consider other additional sailings of this route on different dates: