P&O Cruises

Britannia • P&O Cruises

11-night Southern Caribbean Arc via Oranjestad, Curaçao & Kingstown

Dec 11, 2026 → Dec 22, 2026 • Bridgetown → Antigua

Lowest in 180 days $175 below typical
$1,688 · $153/night · typical price · ↓9% below typical
Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

27-night Itinerary DOPOP-DOCAL-PRSJU-BLSBH-DMRSU-GPPTP-KNBAS-VGTOV-USMIA-BSNAS-PTPDL-ESSPC-MATNG-ESAGP-ESALC

Mar 20, 2028 → Apr 16, 2028 • Miami → Barcelona

$2,765 below typical
$14,766 · $547/night · good value · ↓16% below typical
Cunard Line

Queen Mary 2 • Cunard Line

13-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Nov 19, 2027 → Dec 2, 2027 • New York ↔

Lowest in 180 days $170 below typical
$1,863 · $143/night · typical price · ↓8% below typical
Princess Cruises

Coral Princess • Princess Cruises

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

Dec 6, 2027 → Dec 20, 2027 • Fort Lauderdale ↔

$410 below typical
$1,537 · $110/night · great deal · ↓21% below typical
Carnival Cruise Line

Carnival Venezia • Carnival Cruise Line

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

Feb 21, 2027 → Mar 7, 2027 • Port Canaveral ↔

Lowest in 180 days $66 below typical
$1,079 · $77/night · typical price · ↓6% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Mar 7, 2027 → Mar 21, 2027 • San Juan ↔

$407 below typical
$1,619 · $116/night · great deal · ↓20% below typical
Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Itinerary DOPOP-AWORJ-CWCUR-GDSTG-BBBGI-DMRSU-SXPHI-VISTT

Jan 9, 2028 → Jan 23, 2028 • Port Canaveral ↔

Lowest in 180 days $90 below typical
$1,049 · $75/night · typical price · ↓8% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Mar 13, 2027 → Mar 20, 2027 • Fort-de-France ↔

Great balance
$869 · $124/night · great deal · ↓21% below typical

Vista

22-night Miami → Charlotte Amalie, Saint Thomas → Saint-Barthélemy → Saint John's + 10 more

Nov 13, 2028 → Dec 5, 2028 • Miami ↔

Lowest in 180 days $679 below typical
$8,699 · $395/night · typical price · ↓7% below typical
Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Southern Caribbean Loop via Tortola, Bridgetown & Castries

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

Lowest in 180 days $70 below typical
$903 · $129/night · typical price · ↓7% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Feb 7, 2027 → Feb 21, 2027 • San Juan ↔

Lowest in 180 days $219 below typical
$1,615 · $115/night · good value · ↓12% below typical
Holland America

Rotterdam • Holland America

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

Dec 1, 2026 → Dec 22, 2026 • Fort Lauderdale ↔

$290 below typical
$2,069 · $99/night · good value · ↓12% below typical
P&O Cruises

Arvia • P&O Cruises

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

Jan 29, 2028 → Feb 12, 2028 • Bridgetown ↔

Lowest in 180 days $166 below typical
$2,336 · $167/night · typical price · ↓7% below 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

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

$85 below typical
$589 · $84/night · good value · ↓13% below typical
Celebrity Cruises

Celebrity Summit • Celebrity Cruises

7-night Southern Caribbean Loop via Roseau, Bridgetown & Castries

Dec 5, 2027 → Dec 12, 2027 • San Juan ↔

$104 below typical
$626 · $89/night · good value · ↓14% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

$86 below typical
$618 · $88/night · good value · ↓12% below typical
Seabourn

Seabourn Quest • Seabourn

14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

$851 below typical
$6,498 · $464/night · good value · ↓12% below typical
MSC Cruises

MSC World Europa • MSC Cruises

13-night Eastern Caribbean Loop via Saint George, Fort-de-France & Pointe-à-Pitre

Dec 2, 2026 → Dec 15, 2026 • Bridgetown ↔

Lowest in 30 days $268 below typical
$1,942 · $149/night · good value · ↓12% below typical
MSC Cruises

MSC World Europa • MSC Cruises

7-night Persian Gulf Loop via Sir Bani Yas Island & Abu Dhabi

Jan 2, 2027 → Jan 9, 2027 • Fort-de-France ↔

$180 below typical
$921 · $132/night · good value · ↓16% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 22, 2026 → Aug 29, 2026 • San Juan ↔

$112 below typical
$834 · $119/night · good value · ↓12% below typical