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Home > Travel > Deals
Featured image for Eastern Caribbean Cruise aboard Resilient Lady
Cruise
Eastern Caribbean Cruise aboard Resilient Lady
Board in Port of Miami, Florida, USA on Sunday, January 24, 2027 for a Southern Caribbean itinerary visiting Miami, Florida, USA, Key West, Florida, USA, Grand Turk, Turks and Caicos, and Puerto Plata, Dominican Republic, with recent cabin pricing captured as low as $1,668 per cabin for two sailors.
As low as $1,668 per cabin
Check Availability & Book →
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Rachael Roberts
SOLD AND SERVICED BY
Rachael Roberts
LAST UPDATED ON
June 12, 2026

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Voyage at a glance

6-night Caribbean sailing aboard Resilient Lady.

ShipResilient Lady
Sailing datesSunday, January 24, 2027 – Saturday, January 30, 2027
RouteRound trip from Port of Miami, Florida, USA
Featured stopsKey West, Florida, USA · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic
Recently found from$1,668 per cabin for two sailors

This 6-night voyage departs from Miami, beginning with the colorful charm of Key West before a leisurely day at sea leads you to the turquoise shores of Grand Turk. Continue on to Puerto Plata, where golden beaches meet lush mountains, then unwind during a final serene day at sea before returning to vibrant Miami.

Itinerary Overview

Day 1 – Sunday, January 24, 2027 · Miami, Florida, USA

Departure from Miami, Florida, USA

Departs 5:00 PM

Board in Miami, Florida, USA, settle into the ship, and get ready for sailaway around 5:00 PM.

  • Boarding
  • Dining
  • Entertainment
Day 2 – Monday · Key West, Florida, USA

Port day: Key West, Florida, USA

8:00 AM – 5:00 PM

Arrive in Key West, Florida, USA around 8:00 AM and enjoy the port before the scheduled 5:00 PM departure. A haven for artists and sunset-seekers alike, the only poetic rival to the writers who called Key West home is the geography itself.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 3 – Tuesday · Sailing

Sailing

Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.

  • Sailing
  • Dining
  • Entertainment
  • Spa & Fitness
Day 4 – Wednesday · Grand Turk, Turks and Caicos

Port day: Grand Turk, Turks and Caicos

9:00 AM – 6:00 PM

Arrive in Grand Turk, Turks and Caicos around 9:00 AM and enjoy the port before the scheduled 6:00 PM departure. The capital city of one of the most popular tropical vacation destinations around, Grand Turks, on the island of Turks and Caicos is everything you love about vacation.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 5 – Thursday · Puerto Plata, Dominican Republic

Port day: Puerto Plata, Dominican Republic

8:00 AM – 5:00 PM

Arrive in Puerto Plata, Dominican Republic around 8:00 AM and enjoy the port before the scheduled 5:00 PM departure. Tucked between the Cordillera Mountains and the Atlantic coast, this charming Dominican port embodies geographical duality at its best.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 6 – Friday · Sailing

Sailing

Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.

  • Sailing
  • Dining
  • Entertainment
  • Spa & Fitness
Day 7 – Saturday, January 30, 2027 · Miami, Florida, USA

Arrival in Miami, Florida, USA

Arrives 6:30 AM

Arrive back in Miami, Florida, USA around 6:30 AM for debarkation. Please allow up to an hour for the Gangway to open to disembark

  • Boarding
  • Dining
  • Entertainment

Highlights

Step aboard Resilient Lady in Port of Miami, Florida, USA for an exciting 6-night Southern Caribbean cruise visiting Miami, Florida, USA, Key West, Florida, USA, Grand Turk, Turks and Caicos, and Puerto Plata, Dominican Republic.
This itinerary blends the easy anticipation of sailaway with destination days made for photos, great meals, and unhurried exploring. Expect polished shipboard style, coastal energy, and the kind of pacing that makes the trip feel effortless.
Recent cabin pricing was captured as low as $1,668 per cabin for two sailors, subject to live availability.
Recently found pricing

Cabin pricing snapshot

Recent cabin prices we found for this sailing. Pricing is shown per cabin for two sailors and may change at any time.

Cabin Types
  • InsiderRecently found from $1,668 per cabin
    Limited-time savings shown at last check: 31% off
  • Sea ViewRecently found from $2,028 per cabin
    Limited-time savings shown at last check: 33% off
  • Sea TerraceRecently found from $2,268 per cabin
    Limited-time savings shown at last check: 38% off
  • Rockstar QuartersRecently found from $5,820 per cabin
  • Mega Rockstar QuartersRecently found from $10,680 per cabin

Final taxes, fees, promotions, or availability can change.

Additional Information

This offer availability and pricing is constantly subject to change. We suggest to book this now.

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Tags

allcruisessouthern-caribbeanresilient-ladyjan2027

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Woodspring Travel, LLC is independently owned and operated. Travel services are arranged by Woodspring Travel, LLC, an independent agency affiliated with Nexion, LLC. CST #2071045-50. Fla. Seller of Travel Reg. No. ST38545. Washington UBI #603 046 768. Registration as a seller of travel does not constitute approval by the State of California. For customer service, booking questions, or complaints, please contact Woodspring Travel, LLC directly at contact@woodspringtravel.com.


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