Sea Cloud Spirit • Sea Cloud Cruises
7-night Eastern Caribbean Loop via Saint-Pierre & Road Bay
Jan 25, 2027 → Feb 1, 2027 • Philipsburg ↔
From $5,183
$740/night
Typical price
↑1% above typical
View by
80 total
Seabourn Ovation • Seabourn
11-night Eastern Caribbean Arc via Tortola, Road Bay & South Friars Bay
Dec 28, 2027 → Jan 8, 2028 • Philipsburg → Bridgetown
From $6,398
$582/night
Typical price
Seabourn Quest • Seabourn
14-night Eastern Caribbean Loop via South Friars Bay, Little Bay & Road Bay
Dec 4, 2027 → Dec 18, 2027 • Miami ↔
From $7,298
$521/night
Typical price
Seabourn Ovation • Seabourn
10-night Eastern Caribbean Arc via Saint George's, South Friars Bay & Road Bay
Dec 18, 2027 → Dec 28, 2027 • Bridgetown → Philipsburg
From $5,798
$580/night
Typical price
MS HANSEATIC inspiration • Hapag-Lloyd Cruises
15-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Roseau & Road Bay
May 8, 2028 → May 23, 2028 • Belém → Halifax
From $9,798
$653/night
Typical price
Explora III
14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut
Dec 6, 2026 → Dec 20, 2026 • Miami ↔
From $9,040
$646/night
Typical price
↓6% below typical
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay
Nov 20, 2027 → Nov 27, 2027 • Philipsburg ↔
From $5,866
$838/night
Typical price
↓4% below typical
Explora IV
7-night Eastern Caribbean Arc via Providenciales & Road Bay
Mar 11, 2028 → Mar 18, 2028 • Miami → San Juan
From $4,020
$574/night
Typical price
↓5% below typical
Explora IV
7-night Eastern Caribbean Arc via Providenciales & Road Bay
Apr 8, 2028 → Apr 15, 2028 • Miami → San Juan
From $4,020
$574/night
Typical price
↓5% below typical
Explora IV
7-night Eastern Caribbean Arc via Providenciales & Road Bay
Apr 22, 2028 → Apr 29, 2028 • Miami → San Juan
From $4,020
$574/night
Typical price
↓5% below typical
Silver Ray • Silversea Cruises
12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Road Bay
Feb 26, 2027 → Mar 10, 2027 • Bridgetown → Miami
From $8,900
$742/night
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
From $11,732
$838/night
Typical price
↓2% below typical
Silver Ray • Silversea Cruises
11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay
Jan 16, 2027 → Jan 27, 2027 • Miami ↔
From $8,700
$791/night
Explora III
14-night Eastern Caribbean Loop via Providenciales, Puerto Plata & Road Bay
Nov 8, 2026 → Nov 22, 2026 • Miami ↔
From $9,320
$666/night
Typical price
↓1% below typical
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Arc via Basseterre, Saint Kitts, Road Bay & Spanish Town
Nov 27, 2027 → Dec 4, 2027 • Philipsburg ↔
From $5,866
$838/night
Typical price
↓1% below typical
Silver Ray • Silversea Cruises
11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay
Jan 27, 2027 → Feb 7, 2027 • Miami ↔
From $8,500
$773/night
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
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay
Jan 5, 2028 → Jan 12, 2028 • Philipsburg ↔
From $6,318
$903/night
Typical price
Emerald Sakara • Emerald Cruises
7-night Eastern Caribbean Loop: Basseterre, Saint Kitts & Road Bay
Feb 5, 2028 → Feb 12, 2028 • Philipsburg ↔
From $6,318
$903/night
Typical price