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Departures Itineraries
Seabourn

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Loop via Tortola, South Friars Bay & Les Trois-Îlets

Jan 16, 2027 → Jan 30, 2027 • Philipsburg ↔

Lowest in 30 days $615 below typical ↘
$8,584 · $613/night · typical price · ↓7% below typical
P&O Cruises

Iona • P&O Cruises

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

Jan 22, 2028 → Feb 5, 2028 • Bridgetown ↔

13% below typical
$2,228 · $159/night · good value · ↓13% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 23, 2026 → Nov 6, 2026 • Southampton → Bridgetown

$215 below typical ↗
$1,485 · $106/night · good value · ↓13% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Dec 13, 2026 → Dec 20, 2026 • Pointe-à-Pitre ↔

Great balance
$847 · $121/night · great deal · ↓29% below typical
P&O Cruises

Arvia • P&O Cruises

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

Oct 23, 2026 → Nov 7, 2026 • Southampton → Bridgetown

$228 below typical ↗
$1,593 · $106/night · good value · ↓13% below typical
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 22, 2027 → Nov 5, 2027 • Southampton → Bridgetown

Lowest in 180 days $107 below typical
$1,593 · $114/night · typical price · ↓6% below typical
Celebrity Cruises

Celebrity Eclipse • Celebrity Cruises

12-night Eastern Caribbean Loop via Kralendijk, Oranjestad & Willemstad

Mar 20, 2028 → Apr 1, 2028 • Fort Lauderdale ↔

$236 below typical ↗
$1,480 · $123/night · good value · ↓14% below typical
Princess Cruises

Majestic Princess • Princess Cruises

33-night Patagonia & Cape Horn One-Way via Philipsburg, Castries & Bridgetown

Nov 19, 2026 → Dec 22, 2026 • Fort Lauderdale → San Antonio

30% below typical
$4,086 · $124/night · great deal · ↓30% below typical
Silversea Cruises

Silver Spirit • Silversea Cruises

7-night Eastern Caribbean Loop via Castries, Terre-de-Haut & Philipsburg

Mar 11, 2028 → Mar 18, 2028 • Bridgetown ↔

$5,400 · $771/night · great deal · ↓25% below typical
P&O Cruises

Britannia • P&O Cruises

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

Mar 20, 2027 → Apr 2, 2027 • Bridgetown → Southampton

$219 below typical
$1,445 · $111/night · good value · ↓13% below typical
Phoenix Reisen

MS Aurelia • Phoenix Reisen

12-night Eastern Caribbean Arc: Charlotte Amalie, Saint Thomas, Tortola & Philipsburg

Oct 27, 2028 → Nov 8, 2028 • Miami → Bridgetown

Lowest in 180 days $370 below typical
$5,749 · $479/night · typical price · ↓6% below typical
Oceania Cruises

Oceania Sirena • Oceania Cruises

31-night Eastern Caribbean Arc via Cozumel, Roatán & Harvest Caye

Nov 21, 2027 → Dec 22, 2027 • Miami ↔

Lowest in 180 days
$8,299 · $268/night · typical price · ↓3% below typical
Princess Cruises

Emerald Princess • Princess Cruises

14-night Eastern Caribbean Arc via Tortola, Basseterre, Saint Kitts & Fort-de-France

Dec 12, 2027 → Dec 26, 2027 • San Juan ↔

$1,516 · $108/night · great deal · ↓23% below typical
Silversea Cruises

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Fort-de-France

Mar 20, 2028 → Apr 1, 2028 • Bridgetown → Miami

$8,200 · $683/night · great deal · ↓25% below typical
Seabourn

Seabourn Ovation • Seabourn

19-night Southern Caribbean Crossing via Tortola, South Friars Bay & Les Trois-Îlets

Mar 18, 2028 → Apr 6, 2028 • Philipsburg → Lisboa

$1,364 below typical ↗
$9,898 · $521/night · good value · ↓12% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 8, 2027 → Jan 15, 2027 • Bridgetown ↔

Great balance
$1,194 · $171/night · great deal · ↓28% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

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

Great balance
$1,194 · $171/night · great deal · ↓28% below typical
Princess Cruises

Crown Princess • Princess Cruises

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

Jan 24, 2027 → Jan 31, 2027 • San Juan ↔

Great balance
$788 · $113/night · great deal · ↓26% below typical
MSC Cruises

MSC World Europa • MSC Cruises

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

Mar 6, 2027 → Mar 13, 2027 • Fort-de-France ↔

Great balance
$911 · $130/night · good value · ↓17% below typical
Disney Cruise Line

Disney Fantasy • Disney Cruise Line

10-night Eastern Caribbean Loop via Philipsburg, Castries & Disney Castaway Cay

Jul 11, 2027 → Jul 21, 2027 • Port Canaveral ↔

Lowest in 180 days
$4,049 · $405/night · typical price · ↓3% below typical