Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $300 above typical
$1,559 · $223/night · priced high · ↑24% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Saint Thomas, Road Town, Tortola & Basseterre, Saint Kitts

Nov 28, 2026 → Dec 5, 2026 • San Juan ↔

Lowest in 30 days $210 above typical
$1,113 · $159/night · priced high · ↑23% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & Saint Thomas

Jan 15, 2028 → Jan 23, 2028 • Miami ↔

Lowest in 180 days $124 above typical
$684 · $86/night · priced high · ↑22% above typical
Virgin Voyages

Brilliant Lady • Virgin Voyages

10-night Itinerary SXPHI-VGTOV-VIFRD-PRSJU-DOPOP-BSBIM

Feb 8, 2027 → Feb 18, 2027 • Miami ↔

Lowest in 30 days $298 above typical
$1,791 · $179/night · priced high · ↑20% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Sep 5, 2027 → Sep 12, 2027 • Port Canaveral ↔

Lowest in 180 days $279 above typical
$1,683 · $240/night · priced high · ↑20% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Aug 15, 2027 → Aug 22, 2027 • Port Canaveral ↔

Lowest in 30 days $320 above typical
$1,996 · $285/night · priced high · ↑19% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

Feb 21, 2027 → Feb 28, 2027 • San Juan ↔

Lowest in 30 days $240 above typical
$1,499 · $214/night · priced high · ↑19% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 1, 2028 → Apr 8, 2028 • Miami ↔

Lowest in 180 days $319 above typical
$2,025 · $289/night · priced high · ↑19% above typical
Holland America

Eurodam • Holland America

22-night Western Caribbean Loop: Half Moon Cay, Ocho Rios & Cozumel

Mar 4, 2028 → Mar 26, 2028 • Fort Lauderdale ↔

Lowest in 180 days $551 above typical
$3,619 · $165/night · priced high · ↑18% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

8-night Eastern Caribbean Loop via Half Moon Cay & San Juan

Feb 12, 2028 → Feb 20, 2028 • Miami ↔

Lowest in 180 days $107 above typical
$706 · $88/night · priced high · ↑18% above typical
Holland America

Eurodam • Holland America

17-night Eastern Caribbean Arc: Philipsburg, Antigua & Roseau

Mar 15, 2028 → Apr 1, 2028 • Fort Lauderdale ↔

Lowest in 180 days $413 above typical
$2,784 · $164/night · priced high · ↑17% above 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 15, 2028 → Jan 22, 2028 • San Juan ↔

Lowest in 180 days $112 above typical
$756 · $108/night · priced high · ↑17% above typical
Cunard Line

Queen Mary 2 • Cunard Line

28-night Eastern Caribbean Loop via New York, Road Town, Tortola & Basseterre, Saint Kitts

Dec 15, 2028 → Jan 12, 2029 • Southampton ↔

Lowest in 180 days $807 above typical
$5,625 · $201/night · priced high · ↑17% above typical
Norwegian Cruise Line

Norwegian Escape • Norwegian Cruise Line

9-night Eastern Caribbean Loop via Puerto Plata, San Juan & Great Stirrup Cay

Jan 6, 2027 → Jan 15, 2027 • Port Canaveral ↔

Lowest in 30 days $176 above typical
$1,229 · $137/night · priced high · ↑17% above typical
Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Puerto Plata & San Juan

Jan 30, 2027 → Feb 7, 2027 • Miami ↔

Lowest in 90 days $159 above typical
$1,112 · $139/night · priced high · ↑17% above typical
Seabourn

Seabourn Ovation • Seabourn

7-night Southern Caribbean Arc via Tortola, South Friars Bay & Les Trois-Îlets

Dec 26, 2026 → Jan 2, 2027 • Philipsburg → Bridgetown

Lowest in 180 days $606 above typical
$4,504 · $643/night · priced high · ↑16% above typical
Oceania Cruises

Oceania Allura • Oceania Cruises

10-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Saint-Barthélemy

Mar 21, 2027 → Mar 31, 2027 • Miami ↔

Lowest in 30 days $600 above typical
$4,499 · $450/night · priced high · ↑15% above typical
Norwegian Cruise Line

Norwegian Prima • Norwegian Cruise Line

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

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

Lowest in 30 days $190 above typical
$1,449 · $207/night · priced high · ↑15% above typical
Cunard Line

Queen Elizabeth • Cunard Line

14-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Saint George's

Nov 25, 2027 → Dec 9, 2027 • Miami ↔

Lowest in 180 days $210 above typical
$1,643 · $117/night · priced high · ↑15% above typical
Virgin Voyages

Valiant Lady • Virgin Voyages

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

Jan 16, 2027 → Jan 23, 2027 • San Juan ↔

Lowest in 30 days $140 above typical
$1,113 · $159/night · priced high · ↑14% above typical