SeaDream Yacht Club

SeaDream I

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

Mar 27, 2027 · 7 nights

$6,216 oceanview · $888/night

SeaDream Yacht Club

SeaDream I

San Juan → Norman Island → Cruz Bay, Saint John → San Juan

Apr 3, 2027 · 7 nights

$6,120 oceanview · $874/night

SeaDream Yacht Club

SeaDream I

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

Apr 10, 2027 · 7 nights

$6,313 oceanview · $902/night

SeaDream Yacht Club

SeaDream I

San Juan → Culebra Island → Beef Island, Tortola → Charlotte Amalie, Saint Thomas

Nov 7, 2027 · 7 nights

$3,990 oceanview · $570/night

2% above typical
SeaDream Yacht Club

SeaDream I

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

Nov 14, 2027 · 7 nights

$4,279 oceanview · $611/night

2% above typical
Windstar Cruises

Wind Surf

Philipsburg → San José → Jeju → Philipsburg

Dec 19, 2027 · 8 nights

$3,468 oceanview · $434/night

SeaDream Yacht Club

SeaDream I

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

Jan 3, 2028 · 6 nights

$3,834 oceanview · $639/night

SeaDream Yacht Club

SeaDream I

Charlotte Amalie, Saint Thomas → Norman Island → Cruz Bay, Saint John → Charlotte Amalie, Saint Thomas

Jan 9, 2028 · 7 nights

$4,377 oceanview · $625/night

SeaDream Yacht Club

SeaDream II

San Juan → Culebra Island → Jost Van Dyke → San Juan

Feb 5, 2028 · 7 nights

$4,570 oceanview · $653/night

SeaDream Yacht Club

SeaDream I

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

Feb 20, 2028 · 7 nights

$4,377 oceanview · $625/night

SeaDream Yacht Club

SeaDream I

Charlotte Amalie, Saint Thomas → Cruz Bay, Saint John → South Friars Bay → Philipsburg

Feb 27, 2028 · 7 nights

$3,409 oceanview · $487/night

SeaDream Yacht Club

SeaDream I

Philipsburg → Saint-Barthélemy → Road Bay → Philipsburg

Mar 5, 2028 · 7 nights

$4,086 oceanview · $584/night

Explora Journeys

Explora IV

Miami → Providenciales → Road Bay → San Juan

Mar 11, 2028 · 7 nights

$4,020 suite · $574/night

SeaDream Yacht Club

SeaDream I

Philipsburg → Road Bay → Jost Van Dyke → Marigot

Apr 2, 2028 · 6 nights

$3,737 oceanview · $623/night

SeaDream Yacht Club

SeaDream I

Saba → Saint-Barthélemy → Jost Van Dyke → Road Bay

Apr 8, 2028 · 7 nights

$5,248 oceanview · $750/night

Silversea Cruises

Silver Ray

Miami → San Juan → Road Bay → Miami

Jan 27, 2027 · 11 nights

$8,400 suite · $764/night

2% above typical
Explora Journeys

Explora I

San Juan → Saint John's → Grand Turk Island → Miami

Mar 1, 2027 · 7 nights

$4,550 suite · $650/night

5% above typical
Windstar Cruises

Wind Surf

Philipsburg → Saint-Barthélemy → Basseterre, Saint Kitts → Philipsburg

Nov 20, 2027 · 15 nights

$4,920 oceanview · $328/night

2% above typical
Windstar Cruises

Wind Surf

Philipsburg → Jeju → Spanish Town (Virgin Gorda) → Philipsburg

Dec 12, 2027 · 15 nights

$5,220 oceanview · $348/night

1% above typical
Emerald Cruises

Emerald Sakara

Bridgetown → Kingstown → Road Bay → Philipsburg

Jan 22, 2028 · 21 nights

$21,238 oceanview · $1,011/night

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