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Departures Itineraries
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Saint-Barthélemy & Ocean Cay

Feb 27, 2028 → Mar 5, 2028 • San Juan → Miami

Lowest in 30 days
$4,020 · $574/night · typical price · ↓1% below typical
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Oranjestad & Willemstad

Feb 4, 2028 → Feb 14, 2028 • Bridgetown ↔

$5,960 · $596/night · good value · ↓16% below typical
Oceania Cruises

Oceania Vista • Oceania Cruises

12-night Miami → Charlotte Amalie, Saint Thomas → Philipsburg → Saint-Barthélemy + 5 more

Nov 25, 2026 → Dec 7, 2026 • Miami ↔

14% below typical
$4,749 · $396/night · good value · ↓14% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

4% below typical
$7,094 · $788/night · typical price · ↓4% below typical
MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical
$1,379 · $99/night · good value · ↓17% below typical
Oceania Cruises

Oceania Allura • Oceania Cruises

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Philipsburg

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

Lowest in 30 days $911 above typical
$3,749 · $536/night · priced high · ↑32% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Dec 24, 2027 → Dec 31, 2027 • San Juan ↔

Lowest in 90 days $237 above typical
$1,079 · $154/night · priced high · ↑28% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Nov 20, 2027 → Nov 27, 2027 • San Juan ↔

Lowest in 180 days $190 above typical
$889 · $127/night · priced high · ↑27% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $210 above typical
$1,113 · $159/night · priced high · ↑23% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Road Town, Tortola & Basseterre, Saint Kitts

Mar 13, 2027 → Mar 19, 2027 • San Juan ↔

Lowest in 90 days $60 above typical
$894 · $149/night · typical price · ↑7% above typical

Vista

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 16, 2028 → Dec 28, 2028 • Miami ↔

Lowest in 180 days $357 above typical
$5,499 · $458/night · typical price · ↑7% above typical

Explora III

8-night Eastern Caribbean Arc via Cruz Bay, Saint John, Saint-Barthélemy & Saint John's

Jan 5, 2027 → Jan 13, 2027 • Miami → San Juan

Lowest in 30 days $393 above typical
$6,290 · $786/night · typical price · ↑7% above typical

Vista

22-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Cozumel

Dec 16, 2028 → Jan 7, 2029 • Miami ↔

Lowest in 180 days $572 above typical
$9,999 · $455/night · typical price · ↑6% above typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Jul 17, 2027 → Jul 24, 2027 • San Juan ↔

Lowest in 180 days $52 above typical
$1,021 · $146/night · typical price · ↑5% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Philipsburg & Saint John's

Jan 11, 2029 → Jan 23, 2029 • Miami ↔

Lowest in 180 days
$6,199 · $517/night · typical price · ↑5% above typical
Oceania Cruises

Oceania Sonata • Oceania Cruises

10-night Eastern Caribbean Loop via Puerto Plata, San Juan & Charlotte Amalie, Saint Thomas

Mar 1, 2028 → Mar 11, 2028 • Miami ↔

Lowest in 180 days
$4,799 · $480/night · typical price · ↑5% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Jan 29, 2028 → Feb 5, 2028 • San Juan ↔

Lowest in 180 days
$729 · $104/night · typical price · ↑4% above typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Mar 19, 2027 → Mar 29, 2027 • Fort Lauderdale ↔

Lowest in 90 days ↘
$1,625 · $162/night · typical price · ↑4% above typical
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 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$792 · $113/night · typical price · ↑2% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Mar 11, 2028 → Mar 18, 2028 • San Juan ↔

Lowest in 180 days
$830 · $119/night · typical price · ↑2% above typical