Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Sep 4, 2027 → Sep 11, 2027 • San Juan ↔

Lowest in 180 days $136 below typical
$681 · $97/night · good value · ↓17% below typical
Holland America

Nieuw Amsterdam • Holland America

21-night Transatlantic Crossing via Bonaire, Willemstad & Half Moon Cay

Nov 20, 2026 → Dec 11, 2026 • Fort Lauderdale ↔

Lowest in 30 days $453 below typical
$2,154 · $103/night · good value · ↓17% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Feb 12, 2028 → Feb 26, 2028 • Bridgetown ↔

Lowest in 30 days $1,379 below typical
$7,819 · $559/night · good value · ↓15% below typical
Regent Seven Seas Cruises

Seven Seas Mariner • Regent Seven Seas Cruises

18-night Brazil One-Way via Charlotte Amalie, Saint Thomas, Cruz Bay, Saint John & Castries

Jan 4, 2027 → Jan 22, 2027 • Miami → Rio de Janeiro

$3,159 below typical
$8,772 · $487/night · great deal · ↓26% below typical
Cunard Line

Queen Mary 2 • Cunard Line

21-night Southern Caribbean Arc via Basseterre, Saint Kitts, Castries & Bridgetown

Dec 21, 2027 → Jan 11, 2028 • New York → Southampton

Lowest in 180 days $622 below typical
$2,991 · $142/night · good value · ↓17% below typical
Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Mar 13, 2027 → Mar 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days $715 below typical
$3,484 · $498/night · good value · ↓17% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Nov 27, 2027 → Dec 11, 2027 • Bridgetown ↔

Lowest in 180 days $1,429 below typical
$6,969 · $498/night · good value · ↓17% below typical
Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 15, 2028 → Jan 22, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical
$3,909 · $558/night · good value · ↓15% below typical
Seabourn

Seabourn Ovation • Seabourn

7-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Jan 29, 2028 → Feb 5, 2028 • Bridgetown → Philipsburg

Lowest in 180 days $690 below typical
$3,909 · $558/night · good value · ↓15% below typical
Cunard Line

Queen Elizabeth • Cunard Line

12-night Southern Caribbean Arc via San Juan, Cruz Bay, Saint John & Castries

Dec 17, 2026 → Dec 29, 2026 • Miami ↔

Lowest in 180 days $254 below typical
$1,198 · $100/night · good value · ↓18% below typical
Cunard Line

Queen Mary 2 • Cunard Line

23-night Southern Caribbean Arc via Road Town, Tortola, Philipsburg & Bridgetown

Dec 19, 2026 → Jan 11, 2027 • New York → Southampton

$909 below typical
$3,049 · $133/night · great deal · ↓23% below typical
Princess Cruises

Majestic Princess • Princess Cruises

12-night ABC Islands One-Way via Philipsburg, Basseterre, Saint Kitts & Castries

Nov 7, 2026 → Nov 19, 2026 • New York → Fort Lauderdale

$1,072 · $89/night · great deal · ↓50% below typical
Cunard Line

Queen Elizabeth • Cunard Line

12-night Western Caribbean Loop via Cruz Bay, Saint John, Montego Bay & Cozumel

Nov 26, 2026 → Dec 8, 2026 • Miami ↔

Lowest in 30 days $182 below typical
$1,046 · $87/night · good value · ↓15% below typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Basseterre, Saint Kitts & Castries

Feb 27, 2028 → Mar 18, 2028 • Southampton → New York

Lowest in 180 days $454 below typical
$2,678 · $134/night · good value · ↓15% below typical
Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Feb 6, 2027 • Bridgetown ↔

Lowest in 30 days $1,210 below typical
$7,989 · $571/night · good value · ↓13% below typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

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

Apr 7, 2028 → Apr 17, 2028 • Fort Lauderdale ↔

$421 below typical
$1,440 · $144/night · great deal · ↓23% below typical
Cunard Line

Queen Mary 2 • Cunard Line

20-night Southern Caribbean Arc via New York, Saint Thomas & Basseterre, Saint Kitts

Nov 12, 2027 → Dec 2, 2027 • Southampton → New York

Lowest in 180 days $481 below typical
$2,647 · $132/night · good value · ↓15% below typical
Seabourn

Seabourn Ovation • Seabourn

14-night Eastern Caribbean Arc via Castries, Little Bay & South Friars Bay

Feb 13, 2027 → Feb 27, 2027 • Bridgetown ↔

Lowest in 30 days $1,124 below typical
$8,074 · $577/night · good value · ↓12% below typical
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Dec 11, 2027 → Dec 18, 2027 • San Juan ↔

Lowest in 180 days $147 below typical
$833 · $119/night · good value · ↓15% below typical
Celebrity Cruises

Celebrity Ascent • Celebrity Cruises

10-night Southern Caribbean Loop via Philipsburg, Castries & Saint George's

Apr 9, 2027 → Apr 19, 2027 • Fort Lauderdale ↔

Lowest in 30 days $270 below typical
$1,591 · $159/night · good value · ↓14% below typical