Regent Seven Seas Cruises

Seven Seas Prestige • Regent Seven Seas Cruises

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

Dec 18, 2027 → Dec 28, 2027 • Miami ↔

$7,168 · $717/night · typical price
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Loop via Philipsburg, Antigua & Roseau

Dec 1, 2026 → Dec 12, 2026 • Fort Lauderdale ↔

$1,234 · $112/night · typical price
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Nov 26, 2027 → Dec 3, 2027 • Bridgetown ↔

$854 above typical
$1,724 · $246/night · priced high · ↑98% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Mar 17, 2028 → Mar 24, 2028 • Bridgetown ↔

$981 above typical
$2,034 · $291/night · priced high · ↑93% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Mar 3, 2028 → Mar 10, 2028 • Bridgetown ↔

$891 above typical
$1,944 · $278/night · priced high · ↑85% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Jan 7, 2028 → Jan 14, 2028 • Bridgetown ↔

$783 above typical
$1,714 · $245/night · priced high · ↑84% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Feb 4, 2028 → Feb 11, 2028 • Bridgetown ↔

$718 above typical
$1,694 · $242/night · priced high · ↑74% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Dec 24, 2027 → Dec 31, 2027 • Bridgetown ↔

$716 above typical
$1,734 · $248/night · priced high · ↑70% above typical
Holland America

Rotterdam • Holland America

11-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Roseau

Dec 22, 2026 → Jan 2, 2027 • Fort Lauderdale ↔

$798 above typical
$2,034 · $185/night · priced high · ↑65% above typical
Princess Cruises

Crown Princess • Princess Cruises

14-night Eastern Caribbean Arc via Saint Thomas, Philipsburg & Antigua

Dec 27, 2026 → Jan 10, 2027 • San Juan ↔

$1,177 above typical
$3,084 · $220/night · priced high · ↑62% above typical
MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Saint George, Kingstown & Fort-de-France

Mar 23, 2027 → Apr 6, 2027 • Bridgetown ↔

$2,243 · $160/night · priced high · ↑59% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Itinerary PRSJU-VISTT-GPPTP-DMRSU-GDSTG

Jan 29, 2027 → Feb 5, 2027 • Bridgetown ↔

$479 above typical
$1,294 · $185/night · priced high · ↑59% above typical
MSC Cruises

MSC Seaview • MSC Cruises

7-night Eastern Caribbean Loop via Pointe-à-Pitre, Philipsburg & Saint John's

Dec 19, 2026 → Dec 26, 2026 • Fort-de-France ↔

Great balance
$1,459 · $208/night · priced high · ↑54% above typical
Princess Cruises

Emerald Princess • Princess Cruises

7-night Eastern Caribbean Loop via San Juan, Tortola & Basseterre, Saint Kitts

Dec 10, 2027 → Dec 17, 2027 • Bridgetown ↔

$545 above typical
$1,563 · $223/night · priced high · ↑54% above typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

11-night Eastern Caribbean Loop via Philipsburg, Saint John's & Castries

Dec 24, 2026 → Jan 4, 2027 • Fort Lauderdale ↔

$847 above typical
$2,473 · $225/night · priced high · ↑52% above typical
Princess Cruises

Crown Princess • Princess Cruises

5-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 3, 2027 → Jan 8, 2027 • San Juan → Bridgetown

$275 above typical
$857 · $171/night · priced high · ↑47% above typical
Princess Cruises

Crown Princess • Princess Cruises

7-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Roseau

Jan 3, 2027 → Jan 10, 2027 • San Juan ↔

$374 above typical
$1,189 · $170/night · priced high · ↑46% above typical
Princess Cruises

Emerald Princess • Princess Cruises

8-night Eastern Caribbean Loop via Castries, San Juan & Saint Thomas

Jan 20, 2028 → Jan 28, 2028 • Bridgetown ↔

$476 above typical
$1,539 · $192/night · priced high · ↑45% above typical
MSC Cruises

MSC Seaview • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 9, 2027 → Mar 23, 2027 • Bridgetown ↔

$1,981 · $142/night · priced high · ↑40% above typical
Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

$261 above typical
$934 · $133/night · priced high · ↑39% above typical