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: $872 per person. Port charges, taxes, and fees of $237 USD included
Itinerary Overview
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Day 1 · Miami, Florida
Miami, Florida
Depart 5:00 pm
Discover the cosmopolitan beauty of Miami along Florida's fabled Gold Coast. Stroll through carefully preserved Art Deco neighborhoods and witness the trendy lifestyle that is South Beach. Enjoy open-air shopping in the Bayside Marketplace and shop for a bite to eat in Coconut Grove, with its harborside cafes and quaint, artistic settings.
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Day 2 · AT SEA
AT SEA
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Day 3 · Puerto Plata, Dominican Republic
Puerto Plata, Dominican Republic
Arrive 10:00 am · Depart 7:00 pm
Whether for family fun, historical sight-seeing, sports, or leisurely activity, Puerto Plata will fulfill everyone's desires to the hilt!
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Day 4 · San Juan, Puerto Rico
San Juan, Puerto Rico
Arrive 1:00 pm · Depart 10:00 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.
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Day 5 · Road Town, Tortola, B.V.I.
Road Town, Tortola, B.V.I.
Arrive 8:00 am · Depart 6:00 pm
Tortola, the tiny island that starts the long crescent of the Lesser Antilles, is a fragment of Britain, complete with right-hand drive automobiles, High Teas and soft-spoken graciousness to visitors. Wander through genteel, laid-back Road Town, then select one of the marvelous beaches, and enjoy the most un-British eternal sunshine.
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Day 6 · AT SEA
AT SEA
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Day 7 · AT SEA
AT SEA
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Day 8 · Bimini, Bahamas
Bimini, Bahamas
Arrive 9:00 am · Depart 6:00 pm
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Day 9 · Miami, Florida
Miami, Florida
Arrive 6:30 am
Discover the cosmopolitan beauty of Miami along Florida's fabled Gold Coast. Stroll through carefully preserved Art Deco neighborhoods and witness the trendy lifestyle that is South Beach. Enjoy open-air shopping in the Bayside Marketplace and shop for a bite to eat in Coconut Grove, with its harborside cafes and quaint, artistic settings.
Route Illustration - Actual route may differ
Highlights
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Sail aboard Resilient Lady.
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Travel from 2026-11-08 through 2026-11-16.
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Visit Miami, Florida, Puerto Plata, Dominican Republic, San Juan, Puerto Rico, Road Town, Tortola, B.V.I., Bimini, Bahamas.
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 $872 per person
Port charges, taxes, and fees of $237 USD included
OceanviewRecently found from $952 per person
Port charges, taxes, and fees of $237 USD included
BalconyRecently found from $1,032 per person
Port charges, taxes, and fees of $237 USD included
SuiteRecently found from $3,512 per person
Port charges, taxes, and fees of $237 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.