Departure months
Trip length
Search
Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Fort-de-France & Saint-Barthélemy

Feb 5, 2028 → Feb 17, 2028 • Bridgetown ↔

From $7,100

$592/night

Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Oranjestad

Feb 17, 2028 → Feb 29, 2028 • Bridgetown ↔

From $7,100

$592/night

Silversea Cruises

Silver Spirit • Silversea Cruises

11-night Southern Caribbean Loop via Port Elizabeth, Bequia, Saint George's & Willemstad

Feb 29, 2028 → Mar 11, 2028 • Bridgetown ↔

From $6,600

$600/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

9-night Eastern Caribbean Loop via South Friars Bay, Deshaies & Little Bay

Dec 18, 2027 → Dec 27, 2027 • Philipsburg ↔

Lowest in 30 days

From $7,159

$795/night

Typical price

↓3% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Jan 5, 2028 → Jan 12, 2028 • Philipsburg ↔

Lowest in 30 days

From $6,263

$895/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 5, 2028 → Feb 12, 2028 • Philipsburg ↔

Lowest in 180 days

From $6,263

$895/night

Typical price

↓1% below typical

Hapag-Lloyd Cruises

MS Europa • Hapag-Lloyd Cruises

16-night US East Coast Repositioning via Hamilton, Saint-Barthélemy & Roseau

Nov 2, 2028 → Nov 18, 2028 • New York → Miami

Lowest in 180 days

From $8,361

$523/night

Typical price

↓3% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Soufriere, Antigua & Charlestown

Nov 13, 2027 → Nov 20, 2027 • Bridgetown → Philipsburg

Lowest in 180 days

From $5,760

$823/night

Typical price

↓3% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Mar 25, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

Lowest in 30 days

From $11,631

$831/night

Typical price

↓3% below typical

Silversea Cruises

Silver Shadow • Silversea Cruises

10-night Eastern Caribbean Loop via San Juan & Saint-Barthélemy

Nov 30, 2026 → Dec 10, 2026 • Miami ↔

From $6,500

$650/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Spanish Town, Saint-Barthélemy & Charlestown

Apr 1, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown

Lowest in 30 days

From $5,928

$847/night

Typical price

↓1% below typical

Regent Seven Seas Cruises

Seven Seas Grandeur • Regent Seven Seas Cruises

10-night Southern Caribbean Loop via Saint George's, Kingstown & Castries

Feb 14, 2028 → Feb 24, 2028 • Bridgetown ↔

20% below typical

From $5,743

$574/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town

Nov 27, 2027 → Dec 4, 2027 • Philipsburg ↔

Lowest in 30 days

From $5,816

$831/night

Typical price

↓2% below typical

Oceania Cruises

Oceania Marina • Oceania Cruises

12-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's

Dec 10, 2026 → Dec 22, 2026 • Miami ↔

$192 below typical

From $3,527

$294/night

Typical price

↓5% below typical

Silversea Cruises

Silver Spirit • Silversea Cruises

12-night Southern Caribbean Loop via Port Elizabeth, Bequia, Castries & Kralendijk

Jan 10, 2028 → Jan 22, 2028 • Bridgetown ↔

From $7,400

$617/night

Emerald Cruises

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay

Jan 29, 2028 → Feb 12, 2028 • Bridgetown → Philipsburg

Lowest in 30 days

From $11,855

$847/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Feb 5, 2028 → Feb 19, 2028 • Philipsburg → Bridgetown

Lowest in 30 days

From $11,855

$847/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Sakara • Emerald Cruises

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

Apr 15, 2028 → Apr 22, 2028 • Philipsburg ↔

Lowest in 30 days

From $6,040

$863/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Jan 15, 2028 → Jan 22, 2028 • Saint John's → San Juan

Lowest in 30 days

From $6,543

$935/night

Typical price

↓1% below typical

Emerald Cruises

Emerald Kaia • Emerald Cruises

7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Deshaies & Saint-Barthélemy

Jan 29, 2028 → Feb 5, 2028 • Saint John's → San Juan

Lowest in 30 days

From $6,543

$935/night

Typical price

↓1% below typical

Filters

Filters

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

Per person