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Virgin Voyages

Valiant Lady • Virgin Voyages

12-night Eastern Caribbean Arc via Kings Wharf, Bimini & Frederiksted, Saint Croix

Oct 19, 2026 → Oct 31, 2026 • New York → San Juan

Lowest in 90 days $616 below typical

From $1,068

$89/night

Great deal

↓37% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Aug 28, 2027 → Sep 4, 2027 • San Juan ↔

Lowest in 180 days $314 below typical

From $673

$96/night

Great deal

↓32% below typical

Royal Caribbean International

Vision of the Seas • Royal Caribbean International

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

Mar 28, 2027 → Apr 4, 2027 • San Juan ↔

Lowest in 180 days $207 below typical ↘ Trending down

From $589

$84/night

Great deal

↓26% 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

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

Lowest in 180 days $260 below typical

From $722

$103/night

Great deal

↓26% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Dec 12, 2026 → Dec 19, 2026 • San Juan ↔

$290 below typical ↘ Trending down

From $595

$85/night

Great deal

↓33% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 29, 2026 → Sep 5, 2026 • San Juan ↔

$297 below typical ↗ Trending up

From $689

$98/night

Great deal

↓30% 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

Oct 31, 2026 → Nov 7, 2026 • San Juan ↔

Lowest in 90 days $152 below typical ↘ Trending down

From $560

$80/night

Great deal

↓21% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

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

Lowest in 90 days $170 below typical ↘ Trending down

From $564

$81/night

Great deal

↓23% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Feb 6, 2027 → Feb 13, 2027 • San Juan ↔

$212 below typical ↘ Trending down

From $567

$81/night

Great deal

↓27% below typical

Royal Caribbean International

Adventure of the Seas • Royal Caribbean International

8-night Eastern Caribbean Loop via Coco Cay & San Juan

Jul 24, 2026 → Aug 1, 2026 • Port Canaveral ↔

$301 below typical ↘ Trending down

From $1,048

$131/night

Great deal

↓22% below typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Aug 14, 2027 → Aug 21, 2027 • San Juan ↔

Lowest in 180 days $210 below typical

From $777

$111/night

Great deal

↓21% below 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 13, 2026 → Dec 20, 2026 • San Juan ↔

Lowest in 180 days $134 below typical ↘ Trending down

From $550

$79/night

Good value

↓20% 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

Oct 3, 2026 → Oct 10, 2026 • San Juan ↔

Lowest in 90 days $136 below typical ↘ Trending down

From $576

$82/night

Good value

↓19% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

10-night Eastern Caribbean Loop via San Juan, Frederiksted, Saint Croix & Basseterre, Saint Kitts

Feb 26, 2027 → Mar 8, 2027 • Miami ↔

$239 below typical ↘ Trending down

From $579

$58/night

Great deal

↓29% below typical

Virgin Voyages

Resilient Lady • Virgin Voyages

8-night Eastern Caribbean Loop via Frederiksted, Saint Croix & San Juan

Dec 5, 2026 → Dec 13, 2026 • Miami ↔

Lowest in 30 days $240 below typical

From $952

$119/night

Great deal

↓20% below 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

Nov 8, 2026 → Nov 15, 2026 • San Juan ↔

$162 below typical ↘ Trending down

From $550

$79/night

Great deal

↓23% 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

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

Lowest in 180 days $136 below typical

From $681

$97/night

Good value

↓17% below typical

Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Aug 15, 2026 → Aug 22, 2026 • San Juan ↔

$237 below typical ↘ Trending down

From $749

$107/night

Great deal

↓24% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Eastern Caribbean Loop via Saint Thomas, Antigua & Castries

Mar 19, 2028 → Apr 2, 2028 • Port Canaveral ↔

Lowest in 180 days $198 below typical

From $1,033

$74/night

Good value

↓16% below typical

Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

12-night Eastern Caribbean Arc via Saint Thomas, Frederiksted, Saint Croix & Oranjestad

Nov 2, 2027 → Nov 14, 2027 • Manhattan/New York → Port Canaveral

Lowest in 180 days $139 below typical

From $783

$65/night

Good value

↓15% below typical

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