P&O Cruises

Arvia • P&O Cruises

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

Oct 22, 2027 → Nov 8, 2027 • Southampton → Basseterre, Saint Kitts

Lowest in 30 days
$2,026 · $119/night · typical price · ↓2% below typical
MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Catalina Island, Oranjestad & Willemstad

Dec 20, 2027 → Jan 3, 2028 • La Romana ↔

17% below typical
$1,379 · $99/night · good value · ↓17% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Sep 20, 2027 → Sep 27, 2027 • La Romana ↔

Great balance
$629 · $90/night · good value · ↓15% below typical
MSC Cruises

MSC Opera • MSC Cruises

7-night Eastern Caribbean Loop: Catalina Island, Spanish Town & Philipsburg

Oct 4, 2027 → Oct 11, 2027 • La Romana ↔

Great balance
$629 · $90/night · good value · ↓15% below typical
Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Dec 23, 2027 → Dec 30, 2027 • Port Canaveral ↔

Lowest in 30 days
$1,545 · $221/night · typical price · ↓2% below typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 6, 2027 → Nov 13, 2027 • Miami ↔

Lowest in 180 days
$1,607 · $230/night · typical price · ↓2% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Mar 4, 2028 → Mar 18, 2028 • Philipsburg → Bridgetown

Lowest in 30 days
$11,774 · $841/night · typical price · ↓2% below typical
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Mar 18, 2028 → Apr 1, 2028 • Bridgetown → Philipsburg

Lowest in 30 days
$11,774 · $841/night · typical price · ↓2% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Portugal & Spain Atlantic Coast Crossing via Philipsburg & Ponta Delgada

Apr 10, 2027 → Apr 24, 2027 • Miami → Málaga

Lowest in 180 days $70 below typical
$1,129 · $81/night · typical price · ↓6% below typical
Carnival Cruise Line

Carnival Pride • Carnival Cruise Line

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

Jan 9, 2028 → Jan 23, 2028 • Baltimore ↔

Lowest in 180 days
$1,503 · $107/night · typical price · ↓1% below typical
MSC Cruises

MSC Meraviglia • MSC Cruises

15-night Itinerary GPPTP-SXPHI-PTPDL-PTCAS-ESVGO

Apr 22, 2028 → May 7, 2028 • Fort-de-France → Le Havre

Lowest in 180 days $74 below typical
$1,211 · $81/night · typical price · ↓6% below typical
Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

14-night Eastern Caribbean Arc via Georgetown, Grand Cayman, Ocho Rios & Oranjestad

Dec 21, 2026 → Jan 4, 2027 • Tampa → Miami

$9,561 · $683/night · great deal · ↓20% below typical
Princess Cruises

Island Princess • Princess Cruises

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

Nov 15, 2027 → Nov 29, 2027 • Fort Lauderdale ↔

$129 below typical
$1,497 · $107/night · typical price · ↓8% below typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Tortola, Philipsburg & Saint John's

Oct 10, 2026 → Oct 17, 2026 • San Juan ↔

$61 below typical
$664 · $95/night · typical price · ↓8% below typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Charlotte Amalie, Saint Thomas

Feb 6, 2028 → Feb 13, 2028 • Port Canaveral ↔

$115 below typical
$1,367 · $195/night · typical price · ↓8% below typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

$140 below typical
$1,469 · $210/night · typical price · ↓9% 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

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

$53 below typical
$619 · $88/night · typical price · ↓8% below typical
Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

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

Aug 19, 2026 → Aug 29, 2026 • New York ↔

$119 below typical
$1,339 · $134/night · typical price · ↓8% below typical
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 10, 2027 → Jul 17, 2027 • San Juan ↔

Lowest in 180 days
$1,062 · $152/night · typical price · ↓1% below typical
Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Arc via Philipsburg, Basseterre, Saint Kitts & Little Bay

Dec 10, 2026 → Dec 20, 2026 • Miami → San Juan

$6,300 · $630/night · good value · ↓13% below typical