Silversea Cruises

Silver Ray

Miami → Grand Turk Island → Cruz Bay, Saint John → Miami

Jan 25, 2029 · 10 nights

$5,700 suite · $570/night

Explora Journeys

Explora III

San Juan → Road Bay → Puerto Plata → Miami

Nov 15, 2026 · 7 nights

$4,270 suite · $610/night

SeaDream Yacht Club

SeaDream I

Saint John's → Saint-Barthélemy → Norman Island → San Juan

Dec 5, 2026 · 7 nights

$5,345 oceanview · $764/night

Sea Cloud Cruises

Sea Cloud Spirit

Philipsburg → Cabrits → Road Bay → Philipsburg

Dec 6, 2026 · 8 nights

$6,648 oceanview · $831/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Soufriere → Saba → Marigot

Dec 6, 2026 · 14 nights

$15,843 balcony · $1,132/night

3% below typical
Emerald Cruises

Emerald Sakara

Saint Thomas → Saint-John → Saint-Barthélemy → Saint Thomas

Dec 13, 2026 · 7 nights

$4,766 oceanview · $681/night

Ponant Cruises

Le Ponant

Road Bay → Spanish Town (Virgin Gorda) → Jost Van Dyke → Beef Island, Tortola

Dec 19, 2026 · 7 nights

$10,074 oceanview · $1,439/night

Emerald Cruises

Emerald Sakara

Saint Thomas → Saint-John → Saint-Barthélemy → Saint Thomas

Dec 20, 2026 · 7 nights

$5,092 oceanview · $727/night

SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Jost Van Dyke → San Juan

Jan 3, 2027 · 6 nights

$4,899 oceanview · $817/night

Emerald Cruises

Emerald Azzurra

Bridgetown → Soufriere → Saba → Philipsburg

Jan 3, 2027 · 13 nights

$33,139 suite · $2,549/night

SeaDream Yacht Club

SeaDream I

San Juan → Cruz Bay, Saint John → Road Bay → San Juan

Jan 9, 2027 · 7 nights

$6,120 oceanview · $874/night

Sea Cloud Cruises

Sea Cloud Spirit

Philipsburg → Saint-Pierre → Road Bay → Philipsburg

Jan 11, 2027 · 7 nights

$5,856 oceanview · $837/night

Explora Journeys

Explora III

San Juan → Philipsburg → Basseterre, Saint Kitts → San Juan

Jan 13, 2027 · 16 nights

$11,600 suite · $725/night

2% below typical
Emerald Cruises

Emerald Sakara

Saint Thomas → Saint-John → Saint-Barthélemy → Saint Thomas

Jan 16, 2027 · 7 nights

$6,837 balcony · $977/night

Ponant Cruises

Le Ponant

Road Bay → Spanish Town (Virgin Gorda) → Jost Van Dyke → Beef Island, Tortola

Jan 16, 2027 · 7 nights

$9,575 oceanview · $1,368/night

SeaDream Yacht Club

SeaDream II

Charlotte Amalie, Saint Thomas → Cruz Bay, Saint John → Marigot → Charlotte Amalie, Saint Thomas

Jan 24, 2027 · 7 nights

$5,829 oceanview · $833/night

Sea Cloud Cruises

Sea Cloud Spirit

Philipsburg → Saint-Pierre → Road Bay → Philipsburg

Jan 25, 2027 · 7 nights

$5,856 oceanview · $837/night

Emerald Cruises

Emerald Sakara

Saint Thomas → Saint-John → Saint-Barthélemy → Saint Thomas

Jan 30, 2027 · 7 nights

$6,837 balcony · $977/night

Ponant Cruises

Le Ponant

Pointe-à-Pitre → Terre-de-Haut (Les Saintes) → Charlestown → Road Bay

Feb 6, 2027 · 7 nights

$9,077 oceanview · $1,297/night

SeaDream Yacht Club

SeaDream II

Charlotte Amalie, Saint Thomas → Cruz Bay, Saint John → Marigot → Charlotte Amalie, Saint Thomas

Feb 27, 2027 · 8 nights

$6,275 oceanview · $784/night

Browse by departure port