Holland America

Eurodam • Holland America

7-night Eastern Caribbean Loop: Half Moon Cay & Grand Turk Island

Oct 23, 2027 → Oct 30, 2027 • Fort Lauderdale ↔

Lowest in 180 days
$979 · $140/night · typical price · ↑4% above typical
Seabourn

Seabourn Ovation • Seabourn

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

Mar 18, 2028 → Mar 25, 2028 • Philipsburg → Bridgetown

Lowest in 180 days
$4,249 · $607/night · typical price · ↑4% above typical
Seabourn

Seabourn Ovation • Seabourn

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

Jan 16, 2027 → Jan 23, 2027 • Philipsburg → Bridgetown

Lowest in 180 days
$4,759 · $680/night · typical price · ↑3% above typical
Seabourn

Seabourn Ovation • Seabourn

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

Jan 23, 2027 → Jan 30, 2027 • Bridgetown → Philipsburg

Lowest in 180 days
$4,759 · $680/night · typical price · ↑3% above typical
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jul 10, 2027 → Jul 17, 2027 • Miami ↔

Lowest in 180 days
$2,133 · $305/night · typical price · ↑3% above typical
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jul 17, 2027 → Jul 24, 2027 • Miami ↔

Lowest in 180 days
$2,133 · $305/night · typical price · ↑3% above typical
Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

May 8, 2027 → May 15, 2027 • Port Canaveral ↔

Lowest in 90 days
$2,337 · $334/night · typical price · ↑3% above typical

Explora III

7-night Eastern Caribbean Arc via Philipsburg & Cruz Bay, Saint John

Feb 5, 2027 → Feb 12, 2027 • Miami → San Juan

Lowest in 30 days
$5,270 · $753/night · typical price · ↑3% above typical

Explora III

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

Feb 12, 2027 → Feb 19, 2027 • San Juan → Miami

Lowest in 30 days
$5,270 · $753/night · typical price · ↑3% 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 26, 2027 → Oct 3, 2027 • Port Canaveral ↔

Lowest in 180 days
$1,443 · $206/night · typical price · ↑3% above typical
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

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

Lowest in 180 days
$1,443 · $206/night · typical price · ↑3% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

6-night Eastern Caribbean Loop via Grand Turk Island & Celebration Key

Mar 19, 2028 → Mar 25, 2028 • Miami ↔

Lowest in 180 days
$552 · $92/night · typical price · ↑3% above typical
Disney Cruise Line

Disney Treasure • Disney Cruise Line

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

Apr 10, 2027 → Apr 17, 2027 • Port Canaveral ↔

Lowest in 90 days
$2,317 · $331/night · typical price · ↑2% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Oct 9, 2027 → Oct 16, 2027 • Miami ↔

Lowest in 180 days
$1,638 · $234/night · typical price · ↑2% above typical
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Road Bay & Cruz Bay, Saint John

Mar 5, 2028 → Mar 12, 2028 • Miami → San Juan

Lowest in 30 days
$4,020 · $574/night · typical price · ↑2% above typical
Explora Journeys

Explora II • Explora Journeys

7-night Eastern Caribbean Arc via Tortola & Ocean Cay

Mar 12, 2028 → Mar 19, 2028 • San Juan → Miami

Lowest in 30 days
$4,020 · $574/night · typical price · ↑2% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Sep 11, 2027 → Sep 18, 2027 • Miami ↔

Lowest in 90 days
$1,635 · $234/night · typical price · ↑2% above typical
Royal Caribbean International

Rhapsody of the Seas • Royal Caribbean International

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

Feb 26, 2028 → Mar 4, 2028 • San Juan ↔

Lowest in 180 days
$792 · $113/night · typical price · ↑2% above typical
Virgin Voyages

Scarlet Lady • Virgin Voyages

6-night Eastern Caribbean Loop via Grand Turk Island & Puerto Plata

Oct 25, 2026 → Oct 31, 2026 • Miami ↔

Lowest in 30 days
$1,152 · $192/night · typical price · ↑2% above typical
Holland America

Zuiderdam • Holland America

7-night Eastern Caribbean Loop via Grand Turk Island & San Juan

Dec 5, 2026 → Dec 12, 2026 • Miami ↔

Lowest in 30 days
$864 · $123/night · typical price · ↑2% above typical