Jibhop

Explora III

16-night Eastern Caribbean Arc via Cruz Bay, Saint John, Terre-de-Haut & Road Bay

Feb 12, 2027 → Feb 28, 2027 • San Juan → Miami

Lowest in 30 days $1,857 below typical

From $9,800

$9,800 · $613/night · good value · ↓16% below typical

$613/night

Good value

↓16% below typical

Explora III

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Road Bay

Feb 19, 2027 → Feb 28, 2027 • Miami ↔

Lowest in 180 days $917 below typical ↘

From $5,640

$5,640 · $627/night · good value · ↓14% below typical

$627/night

Good value

↓14% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Mar 29, 2027 → Apr 5, 2027 • Miami → San Juan

Lowest in 30 days $797 below typical ↘

From $4,650

$4,650 · $664/night · good value · ↓15% below typical

$664/night

Good value

↓15% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Oct 25, 2026 → Nov 1, 2026 • Miami → San Juan

Lowest in 90 days $850 below typical ↘

From $4,335

$4,335 · $619/night · good value · ↓16% below typical

$619/night

Good value

↓16% below typical

Explora III

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

Feb 19, 2027 → Mar 7, 2027 • Miami → San Juan

$2,097 below typical

From $9,560

$9,560 · $598/night · good value · ↓18% below typical

$598/night

Good value

↓18% below typical

Explora III

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

Mar 14, 2027 → Mar 21, 2027 • Miami → Bridgetown

Lowest in 30 days $572 below typical ↘

From $4,875

$4,875 · $696/night · good value · ↓11% below typical

$696/night

Good value

↓11% below typical

Explora III

8-night Eastern Caribbean Loop via Philipsburg, Terre-de-Haut & Road Bay

Jan 13, 2027 → Jan 21, 2027 • San Juan → Miami

Lowest in 90 days $457 below typical ↘

From $5,440

$5,440 · $680/night · typical price · ↓8% below typical

$680/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 13, 2026 • Miami → San Juan

Lowest in 180 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Road Bay & Saint John's

Dec 13, 2026 → Dec 20, 2026 • San Juan → Miami

Lowest in 90 days $401 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Road Bay, Saint John's & Frederiksted, Saint Croix

Nov 15, 2026 → Nov 22, 2026 • San Juan → Miami

Lowest in 30 days $400 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Nov 22, 2026 → Nov 29, 2026 • Miami → San Juan

Lowest in 180 days $400 below typical ↘

From $4,480

$4,480 · $640/night · typical price · ↓8% below typical

$640/night

Typical price

↓8% below typical

Explora III

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut

Feb 28, 2027 → Mar 7, 2027 • Miami → San Juan

Lowest in 30 days

From $4,960

$4,960 · $709/night · typical price · ↓3% below typical

$709/night

Typical price

↓3% below typical

Explora III

7-night Itinerary TCPLS-DOPOP-DOLRM-VGJVD-BLSBH

Nov 8, 2026 → Nov 15, 2026 • Miami → San Juan

Lowest in 30 days ↘

From $4,760

$4,760 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

$723 below typical

From $9,040

$9,040 · $646/night · typical price · ↓7% below typical

$646/night

Typical price

↓7% below typical

Explora III

8-night Eastern Caribbean Arc via Ocho Rios, Catalina Island & Jost Van Dyke

Dec 20, 2026 → Dec 28, 2026 • Miami → San Juan

$339 below typical ↘

From $5,240

$5,240 · $655/night · typical price · ↓6% below typical

$655/night

Typical price

↓6% below typical

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg

Nov 22, 2026 → Dec 6, 2026 • Miami ↔

$600 below typical

From $9,160

$9,160 · $654/night · typical price · ↓6% below typical

$654/night

Typical price

↓6% below 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 III

8-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Jan 29, 2027 • Miami → San Juan

Lowest in 30 days $433 above typical

From $6,330

$6,330 · $791/night · typical price · ↑7% above typical

$791/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

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