Jibhop

Explora IV

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John

Dec 23, 2027 → Dec 30, 2027 • Miami → San Juan

Lowest in 30 days $880 above typical

From $4,900

$4,900 · $700/night · priced high · ↑22% above typical

$700/night

Priced high

↑22% above typical

Rhapsody of the Seas • Royal Caribbean International

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

Jan 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days $111 above typical

From $756

$756 · $108/night · priced high · ↑17% above typical

$108/night

Priced high

↑17% above typical

Norwegian Pearl • Norwegian Cruise Line

10-night Eastern Caribbean Loop via Puerto Plata & Cruz Bay, Saint John

Dec 13, 2027 → Dec 23, 2027 • Philadelphia ↔

Lowest in 30 days $95 above typical

From $1,049

$1,049 · $105/night · priced high · ↑10% above typical

$105/night

Priced high

↑10% above typical

Norwegian Dawn • Norwegian Cruise Line

12-night Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John

Jan 2, 2028 → Jan 14, 2028 • Jacksonville ↔

Lowest in 30 days $102 above typical

From $1,389

$1,389 · $116/night · typical price · ↑8% above typical

$116/night

Typical price

↑8% above typical

Explora III

7-night Eastern Caribbean Arc via Tortola & Cruz Bay, Saint John

Jan 29, 2027 → Feb 5, 2027 • San Juan → Miami

Lowest in 30 days $405 above typical

From $5,565

$5,565 · $795/night · typical price · ↑8% above typical

$795/night

Typical price

↑8% above typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata & Cruz Bay, Saint John

Jan 9, 2028 → Jan 16, 2028 • Miami → San Juan

Lowest in 30 days $265 above typical

From $4,020

$4,020 · $574/night · typical price · ↑7% above typical

$574/night

Typical price

↑7% above typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Puerto Plata, Road Bay & Cruz Bay, Saint John

Jan 30, 2028 → Feb 6, 2028 • Miami → San Juan

Lowest in 30 days $265 above typical

From $4,020

$4,020 · $574/night · typical price · ↑7% above typical

$574/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

From $6,290

$6,290 · $786/night · typical price · ↑7% above typical

$786/night

Typical price

↑7% above typical

Vision of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Philipsburg

Jan 9, 2028 → Jan 16, 2028 • San Juan ↔

Lowest in 180 days

From $771

$771 · $110/night · typical price · ↑6% above typical

$110/night

Typical price

↑6% above typical

Explora IV

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cruz Bay, Saint John

Dec 4, 2027 → Dec 13, 2027 • Miami ↔

Lowest in 30 days

From $5,415

$5,415 · $602/night · typical price · ↑5% above typical

$602/night

Typical price

↑5% above typical

Oceania Sonata • Oceania Cruises

14-night Southern Caribbean Arc: Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Roseau

Feb 22, 2029 → Mar 8, 2029 • Miami ↔

Lowest in 180 days

From $7,199

$7,199 · $514/night · typical price · ↑4% above typical

$514/night

Typical price

↑4% above typical

Vista

11-night Southern Caribbean Arc: San Juan, Cruz Bay, Saint John & Castries

Mar 2, 2029 → Mar 13, 2029 • Miami ↔

Lowest in 180 days

From $4,999

$4,999 · $454/night · typical price · ↑4% above typical

$454/night

Typical price

↑4% above typical

Vista

11-night Southern Caribbean Arc: San Juan, Cruz Bay, Saint John & Castries

Mar 20, 2029 → Mar 31, 2029 • Miami ↔

Lowest in 180 days

From $4,999

$4,999 · $454/night · typical price · ↑4% above typical

$454/night

Typical price

↑4% above typical

Explora III

7-night Eastern Caribbean Arc via Philipsburg & Cruz Bay, Saint John

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

Lowest in 30 days

From $5,270

$5,270 · $753/night · typical price · ↑3% above typical

$753/night

Typical price

↑3% above typical

Explora III

7-night Eastern Caribbean Arc via Charlotte Amalie, Saint Thomas & Cruz Bay, Saint John

Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami

Lowest in 30 days

From $5,270

$5,270 · $753/night · typical price · ↑3% above typical

$753/night

Typical price

↑3% above typical

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Road Bay & Cruz Bay, Saint John

Mar 5, 2028 → Mar 12, 2028 • Miami → San Juan

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price · ↑2% above typical

$574/night

Typical price

↑2% above typical

Norwegian Pearl • Norwegian Cruise Line

11-night Eastern Caribbean Loop via Puerto Plata, San Juan & Cruz Bay, Saint John

Nov 27, 2027 → Dec 8, 2027 • Philadelphia ↔

Lowest in 30 days

From $1,179

$1,179 · $107/night · typical price

$107/night

Typical price

Oceania Sirena • Oceania Cruises

15-night Eastern Caribbean Arc via Tortola, Cruz Bay, Saint John & Basseterre, Saint Kitts

Nov 6, 2027 → Nov 21, 2027 • New York → Miami

Lowest in 180 days

From $4,149

$4,149 · $277/night · typical price

$277/night

Typical price

Scarlet Lady • Virgin Voyages

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

Jan 8, 2028 → Jan 15, 2028 • San Juan ↔

Lowest in 180 days

From $763

$763 · $109/night · typical price

$109/night

Typical price

Explora IV

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Pointe-à-Pitre

Jan 15, 2028 → Jan 22, 2028 • Miami → San Juan

Lowest in 30 days

From $4,020

$4,020 · $574/night · typical price

$574/night

Typical price