Oceania Cruises

Oceania Allura • Oceania Cruises

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

Mar 11, 2027 → Mar 21, 2027 • Miami ↔

Lowest in 90 days
$4,649 · $465/night · typical price · ↑1% above typical
Carnival Cruise Line

Carnival Magic • Carnival Cruise Line

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

Sep 25, 2027 → Oct 3, 2027 • Miami ↔

Lowest in 180 days
$679 · $85/night · typical price · ↑1% above typical
Royal Caribbean International

Hero Of The Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Aug 21, 2027 → Aug 28, 2027 • Miami ↔

Lowest in 30 days
$2,076 · $297/night · typical price · ↑1% above typical
Carnival Cruise Line

Carnival Celebration • Carnival Cruise Line

7-night Eastern Caribbean Loop via Philipsburg & Celebration Key

Jan 16, 2028 → Jan 23, 2028 • Miami ↔

Lowest in 180 days
$558 · $80/night · typical price · ↑1% above typical
Carnival Cruise Line

Carnival Firenze • Carnival Cruise Line

14-night Southern Caribbean Arc: Philipsburg, Antigua & Castries

Feb 20, 2028 → Mar 5, 2028 • Port Canaveral ↔

Lowest in 180 days
$1,143 · $82/night · typical price
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
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 30 days
$1,635 · $234/night · typical price
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Jan 6, 2029 → Jan 20, 2029 • Bridgetown → Philipsburg

Lowest in 180 days
$12,329 · $881/night · typical price
Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Jan 20, 2029 → Feb 3, 2029 • Philipsburg → Bridgetown

Lowest in 180 days
$12,329 · $881/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Castries, Saint George's & Bridgetown

Dec 12, 2026 → Dec 26, 2026 • Antigua ↔

Lowest in 30 days
$2,566 · $183/night · typical price
Virgin Voyages

Valiant Lady • Virgin Voyages

7-night Eastern Caribbean Loop via Road Town, Tortola, Bridgetown & Castries

Jan 2, 2027 → Jan 9, 2027 • San Juan ↔

Lowest in 90 days
$973 · $139/night · typical price
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jun 5, 2027 → Jun 12, 2027 • Miami ↔

Lowest in 180 days
$2,063 · $295/night · typical price
Royal Caribbean International

Icon of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Philipsburg & Coco Cay

Jun 26, 2027 → Jul 3, 2027 • Miami ↔

Lowest in 180 days
$2,063 · $295/night · typical price
P&O Cruises

Iona • P&O Cruises

16-night Southern Caribbean Arc via Santa Cruz de Tenerife & Philipsburg

Oct 30, 2027 → Nov 15, 2027 • Southampton → Basseterre, Saint Kitts

Lowest in 30 days
$1,931 · $121/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Tortola & Philipsburg

Nov 5, 2027 → Nov 19, 2027 • Bridgetown ↔

Lowest in 30 days
$2,161 · $154/night · typical price
Virgin Voyages

Scarlet Lady • Virgin Voyages

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

Nov 12, 2027 → Nov 20, 2027 • San Juan ↔

Lowest in 180 days
$952 · $119/night · typical price
Royal Caribbean International

Star of the Seas • Royal Caribbean International

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

Nov 14, 2027 → Nov 21, 2027 • Port Canaveral ↔

Lowest in 180 days
$1,404 · $201/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Basseterre, Saint Kitts, Philipsburg & Tortola

Nov 19, 2027 → Dec 3, 2027 • Bridgetown ↔

Lowest in 30 days
$2,161 · $154/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Southern Caribbean Loop via Philipsburg, Tortola & Roseau

Nov 22, 2027 → Dec 6, 2027 • Basseterre, Saint Kitts ↔

Lowest in 30 days
$2,161 · $154/night · typical price
P&O Cruises

Arvia • P&O Cruises

14-night Eastern Caribbean Loop via Saint George's, Castries & Bridgetown

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

Lowest in 30 days
$2,161 · $154/night · typical price