Jibhop

Norwegian Viva • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg & Willemstad

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

From $1,169

$1,169 · $167/night · priced high · ↑29% above typical

$167/night

Priced high

↑29% above typical

Iona • P&O Cruises

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

Nov 12, 2027 → Nov 26, 2027 • Bridgetown ↔

From $2,296

$2,296 · $164/night · priced high · ↑28% above typical

$164/night

Priced high

↑28% above typical

Norwegian Viva • Norwegian Cruise Line

7-night ABC Islands Loop via Basseterre, Saint Kitts & Castries

Nov 14, 2027 → Nov 21, 2027 • San Juan ↔

From $1,219

$1,219 · $174/night · priced high · ↑27% above typical

$174/night

Priced high

↑27% above typical

Norwegian Prima • Norwegian Cruise Line

7-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Bridgetown

Feb 7, 2027 → Feb 14, 2027 • San Juan ↔

$340 above typical

From $1,599

$1,599 · $228/night · priced high · ↑27% above typical

$228/night

Priced high

↑27% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

$183 above typical ↗

From $886

$886 · $127/night · priced high · ↑26% above typical

$127/night

Priced high

↑26% above typical

Celebrity Constellation • Celebrity Cruises

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

Jan 23, 2027 → Jan 30, 2027 • San Juan ↔

$181 above typical ↗

From $884

$884 · $126/night · priced high · ↑26% above typical

$126/night

Priced high

↑26% above typical

Celebrity Ascent • Celebrity Cruises

10-night Eastern Caribbean Loop via Philipsburg, Castries & Bridgetown

Feb 25, 2028 → Mar 6, 2028 • Fort Lauderdale ↔

$350 above typical ↗

From $1,826

$1,826 · $183/night · priced high · ↑24% above typical

$183/night

Priced high

↑24% above typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Mar 19, 2027 → Mar 26, 2027 • Bridgetown ↔

Great balance

From $1,244

$1,244 · $178/night · priced high · ↑23% above typical

$178/night

Priced high

↑23% above typical

Seven Seas Prestige • Regent Seven Seas Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Basseterre, Saint Kitts & Roseau

Mar 5, 2027 → Mar 17, 2027 • Miami ↔

From $10,484

$10,484 · $874/night · priced high · ↑23% above typical

$874/night

Priced high

↑23% above typical

Crown Princess • Princess Cruises

7-night Southern Caribbean Loop via Philipsburg, Fort-de-France & Saint George's

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

From $969

$969 · $138/night · priced high · ↑21% above typical

$138/night

Priced high

↑21% above typical

Britannia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Antigua & Basseterre, Saint Kitts

Feb 5, 2027 → Feb 19, 2027 • Bridgetown ↔

From $2,769

$2,769 · $198/night · priced high · ↑20% above typical

$198/night

Priced high

↑20% above typical

Arvia • P&O Cruises

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

Dec 18, 2027 → Jan 1, 2028 • Bridgetown ↔

From $3,080

$3,080 · $220/night · priced high · ↑20% above typical

$220/night

Priced high

↑20% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Dec 19, 2026 → Dec 26, 2026 • San Juan ↔

$150 above typical ↗

From $899

$899 · $128/night · priced high · ↑20% above typical

$128/night

Priced high

↑20% above typical

MSC Seaview • MSC Cruises

7-night Southern Caribbean Loop via Pointe-à-Pitre, Castries & Bridgetown

Feb 20, 2027 → Feb 27, 2027 • Fort-de-France ↔

Great balance

From $1,204

$1,204 · $172/night · priced high · ↑18% above typical

$172/night

Priced high

↑18% above typical

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Saint Thomas & Philipsburg

Mar 5, 2027 → Mar 12, 2027 • Bridgetown ↔

Great balance

From $1,194

$1,194 · $171/night · priced high · ↑18% above typical

$171/night

Priced high

↑18% above typical

Celebrity Eclipse • Celebrity Cruises

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Feb 28, 2027 → Mar 12, 2027 • Fort Lauderdale ↔

$262 above typical ↗

From $1,773

$1,773 · $148/night · priced high · ↑17% above typical

$148/night

Priced high

↑17% above typical

Norwegian Viva • Norwegian Cruise Line

7-night Southern Caribbean Loop via Basseterre, Saint Kitts & Castries

Jan 23, 2028 → Jan 30, 2028 • San Juan ↔

From $1,064

$1,064 · $152/night · priced high · ↑17% above typical

$152/night

Priced high

↑17% above typical

Iona • P&O Cruises

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

Nov 26, 2027 → Dec 10, 2027 • Bridgetown ↔

From $2,093

$2,093 · $150/night · priced high · ↑16% above typical

$150/night

Priced high

↑16% above typical

Arvia • P&O Cruises

22-night Eastern Caribbean Arc via Santa Cruz de Tenerife, Philipsburg & Basseterre, Saint Kitts

Oct 22, 2027 → Nov 13, 2027 • Southampton → Antigua

$409 above typical ↗

From $3,080

$3,080 · $140/night · priced high · ↑15% above typical

$140/night

Priced high

↑15% above typical

Celebrity Constellation • Celebrity Cruises

7-night Southern Caribbean Loop via Tortola, Basseterre, Saint Kitts & Roseau

Jan 30, 2027 → Feb 6, 2027 • San Juan ↔

$97 above typical ↗

From $800

$800 · $114/night · priced high · ↑14% above typical

$114/night

Priced high

↑14% above typical