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Virgin Voyages

Scarlet Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Philipsburg, Bridgetown & Fort-de-France

Dec 26, 2027 → Jan 2, 2028 • San Juan ↔

Lowest in 180 days $693 above typical

From $1,673

$239/night

Priced high

↑71% above typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Dec 19, 2026 → Dec 26, 2026 • Port Canaveral ↔

Lowest in 180 days $1,436 above typical

From $3,820

$546/night

Priced high

↑60% above typical

MSC Cruises

MSC Seashore • MSC Cruises

15-night Eastern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Ocean Cay

Dec 18, 2027 → Jan 2, 2028 • Miami ↔

Lowest in 30 days $767 above typical

From $2,181

$145/night

Priced high

↑54% above typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night ABC Islands Loop via Charlotte Amalie, Saint Thomas & Kralendijk

Dec 27, 2027 → Jan 3, 2028 • San Juan ↔

Lowest in 180 days $398 above typical

From $1,233

$176/night

Priced high

↑48% above typical

Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Nov 20, 2027 → Nov 27, 2027 • Miami ↔

Lowest in 180 days $652 above typical

From $2,287

$327/night

Priced high

↑40% above typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Nov 21, 2026 → Nov 28, 2026 • Port Canaveral ↔

Lowest in 180 days $889 above typical

From $3,169

$453/night

Priced high

↑39% above 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

Dec 27, 2026 → Jan 3, 2027 • San Juan ↔

Lowest in 180 days $265 above typical ↘ Trending down

From $949

$136/night

Priced high

↑39% above typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

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

Aug 7, 2027 → Aug 14, 2027 • Port Canaveral ↔

Lowest in 180 days $358 above typical

From $1,368

$195/night

Priced high

↑36% above typical

Celebrity Cruises

Celebrity Apex • Celebrity Cruises

7-night Eastern Caribbean Loop via Puerto Plata & Charlotte Amalie, Saint Thomas

Nov 21, 2026 → Nov 28, 2026 • Port Canaveral ↔

Lowest in 30 days $317 above typical

From $1,416

$202/night

Priced high

↑29% above typical

Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Samana

May 30, 2027 → Jun 6, 2027 • Port Canaveral ↔

Lowest in 30 days $442 above typical

From $2,082

$297/night

Priced high

↑27% above typical

Royal Caribbean International

Star of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Coco Cay & Samana

Aug 1, 2027 → Aug 8, 2027 • Port Canaveral ↔

Lowest in 180 days $444 above typical

From $2,120

$303/night

Priced high

↑26% above typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Mar 27, 2027 → Apr 3, 2027 • Port Canaveral ↔

Lowest in 90 days $609 above typical

From $2,913

$416/night

Priced high

↑26% above typical

Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Mar 11, 2028 → Mar 18, 2028 • Miami ↔

Lowest in 180 days $412 above typical

From $2,047

$292/night

Priced high

↑25% above typical

Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Mar 25, 2028 → Apr 1, 2028 • Miami ↔

Lowest in 180 days $412 above typical

From $2,047

$292/night

Priced high

↑25% above typical

Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Apr 8, 2028 → Apr 15, 2028 • Miami ↔

Lowest in 180 days $412 above typical

From $2,047

$292/night

Priced high

↑25% above typical

Celebrity Cruises

Celebrity Xcel • Celebrity Cruises

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

Dec 20, 2026 → Dec 27, 2026 • Miami ↔

Lowest in 30 days $276 above typical ↘ Trending down

From $1,374

$196/night

Priced high

↑25% above typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

7-night Southern Caribbean Loop via Bridgetown, Saint George's & Kingstown

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

Lowest in 180 days $165 above typical

From $869

$124/night

Priced high

↑23% 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

From $1,113

$159/night

Priced high

↑23% above typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Jul 3, 2027 → Jul 10, 2027 • Port Canaveral ↔

Lowest in 180 days $556 above typical

From $2,974

$425/night

Priced high

↑23% above typical

Disney Cruise Line

Disney Treasure • Disney Cruise Line

7-night Eastern Caribbean Loop via Tortola & Disney Castaway Cay

Jul 17, 2027 → Jul 24, 2027 • Port Canaveral ↔

Lowest in 180 days $556 above typical

From $2,974

$425/night

Priced high

↑23% above typical

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