Departure months
Trip length
Search
Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 17, 2027 → Jul 24, 2027 • San Juan ↔

Lowest in 180 days

From $1,021

$146/night

Typical price

↑3% above typical

Royal Caribbean International

Harmony of the Seas • Royal Caribbean International

7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Coco Cay

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

Lowest in 180 days

From $1,475

$211/night

Typical price

↑3% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 3, 2029 → Feb 17, 2029 • Bridgetown → Philipsburg

Lowest in 180 days

From $12,414

$887/night

Typical price

↑3% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 17, 2029 → Mar 3, 2029 • Philipsburg → Bridgetown

Lowest in 180 days

From $12,414

$887/night

Typical price

↑3% above typical

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

From $12,414

$887/night

Typical price

↑3% above typical

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

From $12,414

$887/night

Typical price

↑3% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

14-night Southern Caribbean Loop via Philipsburg, Basseterre, Saint Kitts & Fort-de-France

Dec 3, 2026 → Dec 17, 2026 • Fort Lauderdale ↔

Lowest in 30 days

From $1,722

$123/night

Typical price

↑3% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 4, 2028 → Mar 11, 2028 • Philipsburg ↔

Lowest in 180 days

From $6,263

$895/night

Typical price

↑3% above typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay

Mar 25, 2028 → Apr 1, 2028 • Philipsburg ↔

Lowest in 180 days

From $6,263

$895/night

Typical price

↑3% above typical

MSC Cruises

MSC Meraviglia • MSC Cruises

14-night Eastern Caribbean Loop via Kingstown, Saint George & Fort-de-France

Mar 7, 2028 → Mar 21, 2028 • Bridgetown ↔

Lowest in 30 days

From $2,182

$156/night

Typical price

↑3% above typical

Cunard Line

Queen Mary 2 • Cunard Line

12-night Southern Caribbean Loop via Basseterre, Saint Kitts, Castries & Bridgetown

Mar 6, 2028 → Mar 18, 2028 • New York ↔

Lowest in 30 days

From $2,458

$205/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

Apr 8, 2028 → Apr 15, 2028 • San Juan ↔

Lowest in 180 days

From $867

$124/night

Typical price

↑2% above typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jun 5, 2027 → Jun 12, 2027 • San Juan ↔

Lowest in 30 days

From $1,008

$144/night

Typical price

↑2% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Jan 4, 2028 → Jan 15, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $1,337

$122/night

Typical price

↑2% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Jan 25, 2028 → Feb 5, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $1,337

$122/night

Typical price

↑2% above typical

Princess Cruises

Enchanted Princess • Princess Cruises

11-night Eastern Caribbean Loop via Saint Thomas, Basseterre, Saint Kitts & Castries

Feb 15, 2028 → Feb 26, 2028 • Fort Lauderdale ↔

Lowest in 30 days

From $1,337

$122/night

Typical price

↑2% above typical

MSC Cruises

MSC Opera • MSC Cruises

14-night Eastern Caribbean Loop via Fort-de-France, Antigua & Road Town, Tortola

Feb 25, 2027 → Mar 11, 2027 • Bridgetown ↔

Lowest in 30 days

From $1,779

$127/night

Typical price

↑2% above typical

Royal Caribbean International

Grandeur of the Seas • Royal Caribbean International

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

Jul 3, 2027 → Jul 10, 2027 • San Juan ↔

Lowest in 180 days

From $1,004

$143/night

Typical price

↑2% above typical

Oceania Cruises

Oceania Allura • Oceania Cruises

8-night Eastern Caribbean Arc via Saint-Barthélemy, Philipsburg & Basseterre, Saint Kitts

Feb 19, 2027 → Feb 27, 2027 • San Juan → Miami

Lowest in 180 days

From $3,299

$412/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

From $792

$113/night

Typical price

↑2% above typical

Filters

Filters

Reset
Deal Signals
Trip Style
Cabin Type
Ports Visited
Cruise Line & Ship
Price

Per person