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Departures Itineraries
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 1, 2028 → Jan 15, 2028 • Bridgetown ↔

Lowest in 30 days
$2,499 · $179/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Tortola, Philipsburg & Roseau

Jan 3, 2028 → Jan 17, 2028 • Basseterre, Saint Kitts ↔

Lowest in 30 days
$2,499 · $179/night · typical price
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Itinerary SXPHI-VGTOV-VICHA-PRSJU-DOPOP-BSBIM

Jan 10, 2028 → Jan 20, 2028 • Miami ↔

Lowest in 30 days
$1,290 · $129/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 15, 2028 → Jan 29, 2028 • Bridgetown ↔

Lowest in 180 days ↘
$2,499 · $179/night · typical price
Oceania Cruises

Oceania Sonata • Oceania Cruises

11-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Castries

Jan 22, 2028 → Feb 2, 2028 • Miami ↔

Lowest in 180 days
$5,399 · $491/night · typical price
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Itinerary DOPOP-PRSJU-VIFRD-VICHA-KNBAS-SXPHI

Jan 24, 2028 → Feb 3, 2028 • Miami ↔

Lowest in 30 days
$1,290 · $129/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Jan 28, 2028 → Feb 11, 2028 • Bridgetown ↔

Lowest in 180 days ↘
$2,499 · $179/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Feb 5, 2028 → Feb 12, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Oceania Cruises

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Nassau, San Juan & Basseterre, Saint Kitts

Feb 7, 2028 → Feb 17, 2028 • Miami ↔

Lowest in 180 days
$3,099 · $310/night · typical price
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Itinerary DOPOP-PRSJU-VGTOV-VICHA-KNBAS-SXPHI

Feb 7, 2028 → Feb 17, 2028 • Miami ↔

Lowest in 30 days
$1,290 · $129/night · typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days
$779 · $111/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Bridgetown & Castries

Feb 12, 2028 → Feb 19, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 12, 2028 → Feb 19, 2028 • Miami ↔

Lowest in 180 days
$1,617 · $231/night · typical price
Oceania Cruises

Oceania Marina • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Frederiksted, Saint Croix

Feb 17, 2028 → Feb 27, 2028 • Miami ↔

Lowest in 180 days
$3,099 · $310/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night ABC Islands Loop via Oranjestad & Cruz Bay, Saint John

Feb 19, 2028 → Feb 26, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$833 · $119/night · typical price
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Feb 26, 2028 → Mar 4, 2028 • Miami ↔

Lowest in 180 days
$1,617 · $231/night · typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Mar 4, 2028 → Mar 11, 2028 • San Juan ↔

Lowest in 180 days
$817 · $117/night · typical price
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Frederiksted, Saint Croix & Philipsburg

Mar 18, 2028 → Mar 25, 2028 • San Juan ↔

Lowest in 180 days
$817 · $117/night · typical price
Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Philipsburg & San Juan

Mar 25, 2028 → Apr 2, 2028 • Miami ↔

Lowest in 180 days
$1,032 · $129/night · typical price