Silver Shadow • Silversea Cruises
10-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Castries & Little Bay
Jan 20, 2027 → Jan 30, 2027 • Bridgetown → San Juan
From $7,200
$720/night
View by
115 total
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Jan 10, 2028 → Jan 17, 2028 • Saint-Barthélemy → Pointe-à-Pitre
From $7,910
$1,130/night
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Dec 20, 2027 → Dec 27, 2027 • Saint-Barthélemy → Pointe-à-Pitre
From $7,910
$1,130/night
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Arc via Spanish Town, Saint-Barthélemy & Charlestown
Apr 1, 2028 → Apr 8, 2028 • Philipsburg → Bridgetown
From $5,979
$854/night
Typical price
Emerald Sakara • Emerald Cruises
14-night Eastern Caribbean Arc via Soufriere, Antigua & Road Bay
Jan 29, 2028 → Feb 12, 2028 • Bridgetown → Philipsburg
From $11,957
$854/night
Typical price
↓1% below typical
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
From $11,957
$854/night
Typical price
Crystal Serenity • Crystal Cruises
30-night Eastern Caribbean Arc via Kings Wharf, Antigua & Pointe-à-Pitre
Oct 12, 2027 → Nov 11, 2027 • New York → Buenos Aires
From $13,000
$433/night
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Feb 7, 2028 → Feb 14, 2028 • Saint-Barthélemy → Pointe-à-Pitre
From $7,910
$1,130/night
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
From $6,600
$943/night
Typical price
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
From $6,600
$943/night
Typical price
Le Ponant • Ponant Cruises
7-night Eastern Caribbean Arc via Charlestown & Falmouth
Dec 26, 2026 → Jan 2, 2027 • Saint-Barthélemy → Pointe-à-Pitre
From $11,898
$1,700/night
Le Champlain • Ponant Cruises
7-night Southern Caribbean Loop via Portsmouth, Terre-de-Haut & Port Elizabeth
Feb 23, 2028 → Mar 1, 2028 • Vieux Fort ↔
From $5,630
$804/night
Silver Shadow • Silversea Cruises
7-night Eastern Caribbean Loop via Basseterre, Saint Kitts & Terre-de-Haut
Dec 27, 2026 → Jan 3, 2027 • San Juan ↔
From $7,100
$1,014/night
Emerald Sakara • Emerald Cruises
14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay
Mar 31, 2029 → Apr 14, 2029 • Bridgetown → Philipsburg
From $15,119
$1,080/night
Priced high
↑27% above typical
Emerald Sakara • Emerald Cruises
14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town
Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown
From $14,893
$1,064/night
Priced high
↑24% above typical
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Terre-de-Haut
Dec 13, 2026 → Dec 20, 2026 • Miami → San Juan
From $4,920
$703/night
Priced high
↑22% 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
From $5,780
$826/night
Priced high
↑17% above typical
Explora I • Explora Journeys
7-night Eastern Caribbean Arc via Puerto Plata & Philipsburg
Jan 29, 2027 → Feb 5, 2027 • Miami → San Juan
From $4,840
$691/night
Priced high
↑15% above typical
SeaDream I • SeaDream Yacht Club
7-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Soufriere & Terre-de-Haut
Mar 13, 2027 → Mar 20, 2027 • Bridgetown → San Juan
From $5,519
$788/night
Priced high
↑15% above typical
Le Bougainville • Ponant Cruises
7-night Southern Caribbean Loop via Portsmouth, Terre-de-Haut & Port Elizabeth
Feb 17, 2027 → Feb 24, 2027 • Vieux Fort ↔
From $5,858
$837/night