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Cruises calling at Gustavia

190 sailings · updated 2026-11-11 16:10:51 UTC · All dates

Explora Journeys$3,395pp

A Journey through Beguiling Tropical Elegance to Vibrant Island Delights

Sun, Feb 27, 20287 nightsExplora II
San Juan → Gustavia → St. John's (Antigua) → Basseterre → Ocean Cay → Miami
$485/night
Explora Journeys$3,455pp

A Journey through Tropical Utopia & Rhythmic Streets

Sun, Mar 12, 20287 nightsExplora II
San Juan → Road Town (Tortola) → Gustavia → Frederiksted (Saint Croix) → Ocean Cay → Miami
$494/night
SeaDream Yacht Club$3,500pp

St. Barths Getaway

Mon, Jan 3, 20285 nightsSeaDream II
San Juan → Cruz Bay, St. John → Gustavia → White Bay, Jost van Dyke → San Juan
$700/night
SeaDream Yacht Club$3,520pp

St. Barths & Caribbean Gems

Sun, Feb 27, 20287 nightsSeaDream I2 sailings
Charlotte Amalie, St. Thomas → Cruz Bay, St. John → Prickly Pear → Sandy Ground → Gustavia → South Friars Bay → Falmouth Bay → Philipsburg
$503/night
Explora Journeys$3,545pp

A Journey through Island Charm & Cultural Treasures

Sat, Apr 8, 20287 nightsExplora IV3 sailings
Miami → Providenciales → Gustavia → St. John's (Antigua) → Road Bay → San Juan
$506/night
Explora Journeys$3,640pp

A Journey through the Caribbean's Elegant Charm & Vibrant Soul

Sat, Jan 22, 20287 nightsExplora IV
San Juan → Gustavia → Charlotte Amalie (Saint Thomas) → Cayo Levantado (Samaná Bay) → Puerto Plata → Ocean Cay → Miami
$520/night
Explora Journeys$3,655pp

A Journey to Island Rhythms & Tranquil Bahamian Bliss

Sun, Jan 23, 20287 nightsExplora II2 sailings
San Juan → Road Town (Tortola) → Pointe-à-Pitre → Gustavia → Ocean Cay → Miami
$522/night
SeaDream Yacht Club$3,719pp

Best of British Virgin Isles & St. Barths

Sat, Nov 20, 20277 nightsSeaDream II
San Juan → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Prickly Pear → Norman Island → Sandy Ground → Gustavia → South Friars Bay → Philipsburg
$531/night
SeaDream Yacht Club$3,719pp

St. Barths & Caribbean Gems

Sun, Nov 21, 20277 nightsSeaDream I
Charlotte Amalie, St. Thomas → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Prickly Pear → Norman Island → Sandy Ground → Gustavia → Falmouth Bay → Philipsburg
$531/night
SeaDream Yacht Club$3,819pp

Best of the Virgin Isles & St. Barths

Sun, Mar 12, 20287 nightsSeaDream I
Philipsburg → Deshaies → Little Bay → Saba → Gustavia → White Bay, Jost van Dyke → Cruz Bay, St. John → Charlotte Amalie, St. Thomas
$546/night
Explora Journeys$3,820pp

A Journey through Iconic Caribbean Islands & Underwater Wonders

Sat, Feb 26, 20287 nightsExplora IV2 sailings
Miami → Providenciales → Gustavia → St. John's (Antigua) → Basseterre → San Juan
$546/night
Explora Journeys$3,820pp

A journey of Intimate Island Bliss & Caribbean Breeze

Sat, Feb 5, 20287 nightsExplora IV
San Juan → Gustavia → Charlotte Amalie (Saint Thomas) → Spanish Town (Virgin Gorda) → Ocean Cay → Miami
$546/night
SeaDream Yacht Club$3,820pp

Best of the Secluded Caribbean

Sun, Dec 12, 20277 nightsSeaDream I
Bridgetown, Barbados → Port Elizabeth, Bequia → Soufriere Bay → Terre De Haut, Îles des Saintes → Gustavia → Marigot → White Bay, Jost van Dyke → Charlotte Amalie, St. Thomas
$546/night
SeaDream Yacht Club$3,820pp

British & French Islands Explorer

Sat, Nov 27, 20277 nightsSeaDream II
Philipsburg → Terre De Haut, Îles des Saintes → Deshaies → Gustavia → Spanish Town, Virgin Gorda → Norman Island → White Bay, Jost van Dyke → San Juan
$546/night
SeaDream Yacht Club$3,820pp

St. Barths & Caribbean Gems

Sat, Apr 15, 20287 nightsSeaDream I
Marigot → Sandy Ground → Gustavia → Charlestown, Nevis → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Prickly Pear → Norman Island → San Juan
$546/night
Explora Journeys$3,835pp

A Journey through Shimmering Island History & Mesmerisingly Cultures

Sat, Nov 27, 20277 nightsExplora IV
San Juan → Gustavia → Spanish Town (Virgin Gorda) → Charlotte Amalie (Saint Thomas) → Cayo Levantado (Samaná Bay) → Ocean Cay → Miami
$548/night
SeaDream Yacht Club$3,860pp

St. Barths & Caribbean Gems

Sun, Apr 2, 20286 nightsSeaDream I
Philipsburg → Sandy Ground → Gustavia → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Norman Island → White Bay, Jost van Dyke → Marigot
$643/night
Crystal Cruises$3,900pp

Fort Lauderdale to San Juan

Sat, Feb 12, 20287 nightsCrystal Serenity
Fort Lauderdale → Road Town → Gustavia → Roseau → Basseterre → San Juan
$557/night
SeaDream Yacht Club$3,920pp

St. Barths & Caribbean Gems

Sun, Jan 16, 20287 nightsSeaDream I
Charlotte Amalie, St. Thomas → Cruz Bay, St. John → Marigot → Gustavia → Terre De Haut, Îles des Saintes → Rodney Bay → Mayreau → Bridgetown, Barbados
$560/night
Phoenix Reisen€3,499pp

Von Jamaika bis Hamburg

Wed, Nov 17, 202724 nightsAmadea
Montego Bay → Cabo Rojo → Road Town → Spanish Town → Gustavia → Basseterre → St. John´s → Funchal → Lissabon → Hamburg
€146/night
SeaDream Yacht Club$3,960pp

St. Barths & Caribbean Gems

Mon, Jan 3, 20286 nightsSeaDream I
Charlotte Amalie, St. Thomas → Cruz Bay, St. John → Sandy Ground → Gustavia → Marigot → Prickly Pear → Charlotte Amalie, St. Thomas
$660/night
SeaDream Yacht Club$3,960pp

St. Barths & Caribbean Gems

Sun, Nov 7, 20276 nightsSeaDream II
San Juan → Cruz Bay, St. John → Sandy Ground → Gustavia → Norman Island → Prickly Pear → San Juan
$660/night
The Ritz-Carlton Yacht Collection$4,100pp

San Juan / San Juan

Mon, Jan 10, 20283 nightsIlma
San Juan → Gustavia → St. John → San Juan
$1,367/night
The Ritz-Carlton Yacht Collection$4,100pp

San Juan / San Juan

Fri, Nov 27, 20263 nightsIlma2 sailings
San Juan → Gustavia → Virgin Gorda → San Juan
$1,367/night
SeaDream Yacht Club$4,120pp

Best of the Virgin Islands & St. Barths

Sun, Nov 7, 20277 nightsSeaDream I
San Juan → Culebra → Esperanza, Vieques Island → Gustavia → Sandy Ground → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Trellis Bay, Beef Island → Charlotte Amalie, St. Thomas
$589/night
Explora Journeys$4,160pp

A Journey through a Caribbean Tapestry of Serenity & Splendour

Sun, Nov 29, 20267 nightsExplora III
San Juan → Road Town (Tortola) → Basseterre → Gustavia → Grand Turk → Miami
$594/night
SeaDream Yacht Club$4,220pp

Best of British Virgin Isles & St. Barths

Sun, Mar 5, 20287 nightsSeaDream I
Philipsburg → Sint Eustatius → Gustavia → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Norman Island → Prickly Pear → Trellis Bay, Beef Island → Sandy Ground → Philipsburg
$603/night
SeaDream Yacht Club$4,220pp

Best of the Virgin Islands & St. Barths

Sat, Nov 13, 20277 nightsSeaDream II
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Marigot → Gustavia → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → San Juan
$603/night
Explora Journeys$4,230pp

A Journey of Tropical Spirits & the Colourful Beauty of the Antilles

Sun, Dec 19, 20277 nightsExplora II
San Juan → Road Town (Tortola) → Pointe-à-Pitre → Gustavia → Cruz Bay (Saint John) → Miami
$604/night
SeaDream Yacht Club$4,266pp

Spanish Caribbean & St. Barths Discovery

Sun, Jan 7, 20296 nightsSeaDream I
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Philipsburg → Gustavia → White Bay, Jost van Dyke → San Juan
$711/night
The Ritz-Carlton Yacht Collection$4,300pp

San Juan / San Juan

Sun, Dec 5, 20273 nightsIlma
San Juan → Jost Van Dyke → Gustavia → San Juan
$1,433/night
SeaDream Yacht Club$4,320pp

Best of the Virgin Islands & St. Barths

Sat, Dec 4, 20277 nightsSeaDream II
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Gustavia → Norman Island → White Bay, Jost van Dyke → San Juan
$617/night
SeaDream Yacht Club$4,419pp

Best of the Virgin Isles & St. Barths

Sun, Feb 13, 20287 nightsSeaDream I
Charlotte Amalie, St. Thomas → Sandy Ground → Gustavia → Marigot → Norman Island → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Charlotte Amalie, St. Thomas
$631/night
SeaDream Yacht Club$4,420pp

Best of the Virgin Islands & St. Barths

Sun, Nov 14, 20277 nightsSeaDream I
Charlotte Amalie, St. Thomas → Cruz Bay, St. John → Sandy Ground → Gustavia → Marigot → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Charlotte Amalie, St. Thomas
$631/night
SeaDream Yacht Club$4,466pp

Yachting the Leeward Islands

Sun, Apr 22, 20296 nightsSeaDream II
San Juan → Cruz Bay, St. John → Philipsburg → Gustavia → Spanish Town, Virgin Gorda → North Sound, Virgin Gorda → White Bay, Jost van Dyke → San Juan
$744/night
Crystal Cruises$4,500pp

San Juan to Fort Lauderdale

Fri, Dec 10, 20279 nightsCrystal Symphony
San Juan → Basseterre → Fort-de-France → Roseau → St. John`s → Gustavia → Road Town → Fort Lauderdale
$500/night
SeaDream Yacht Club$4,520pp

Best of British Virgin Isles & St. Barths

Sat, Jan 15, 20287 nightsSeaDream II3 sailings
San Juan → Cruz Bay, St. John → Gustavia → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → White Bay, Jost van Dyke → Norman Island → San Juan
$646/night
SeaDream Yacht Club$4,520pp

Best of the Virgin Isles & St. Barths

Sat, Jan 22, 20287 nightsSeaDream II
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Sandy Ground → Gustavia → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → San Juan
$646/night
SeaDream Yacht Club$4,520pp

Best of the Virgin Isles & St. Barths

Sat, Jan 8, 20287 nightsSeaDream II
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Sint Eustatius → Gustavia → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → San Juan
$646/night
SeaDream Yacht Club$4,520pp

St. Barths & Caribbean Gems

Sun, Jan 9, 20287 nightsSeaDream I
Charlotte Amalie, St. Thomas → Norman Island → Prickly Pear → Trellis Bay, Beef Island → Gustavia → Sandy Ground → Cruz Bay, St. John → Charlotte Amalie, St. Thomas
$646/night
Explora Journeys$4,580pp

A Journey through Majestic Island Paradises & Radiant Cultures

Fri, Nov 5, 20278 nightsExplora IV
Miami → Providenciales → Gustavia → Pointe-à-Pitre → Basseterre → Cruz Bay (Saint John) → San Juan
$573/night
SeaDream Yacht Club$4,620pp

Best of the Virgin Isles & St. Barths

Sun, Feb 20, 20287 nightsSeaDream I
Charlotte Amalie, St. Thomas → Cruz Bay, St. John → Sandy Ground → Gustavia → Marigot → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Charlotte Amalie, St. Thomas
$660/night
SeaDream Yacht Club$4,679pp

Best of the Virgin Islands & St. Barths

Sat, Dec 11, 20278 nightsSeaDream II
San Juan → Cruz Bay, St. John → Marigot → Saba → Gustavia → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → White Bay, Jost van Dyke → Norman Island → San Juan
$585/night
SeaDream Yacht Club$4,719pp

St. Barths & Caribbean Gems

Sat, Mar 4, 20287 nightsSeaDream II
Bridgetown, Barbados → Le Marin → Terre De Haut, Îles des Saintes → Charlestown, Nevis → Gustavia → White Bay, Jost van Dyke → San Juan
$674/night
SeaDream Yacht Club$4,720pp

Best of the Virgin Isles & St. Barths

Sat, Feb 5, 20287 nightsSeaDream II
San Juan → Culebra → Esperanza, Vieques Island → Cruz Bay, St. John → Sandy Ground → Gustavia → Leverick Bay, Virgin Gorda → Trellis Bay, Beef Island → White Bay, Jost van Dyke → San Juan
$674/night
SeaDream Yacht Club$4,766pp

Caribbean Celebration II

Sat, Dec 23, 20286 nightsSeaDream II
Charlotte Amalie, St. Thomas → Sandy Ground → Gustavia → White Bay, Jost van Dyke → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → Charlotte Amalie, St. Thomas
$794/night
SeaDream Yacht Club$4,766pp

Caribbean Celebration I

Sat, Dec 23, 20286 nightsSeaDream I
San Juan → Cruz Bay, St. John → Marigot → Gustavia → Spanish Town, Virgin Gorda → Leverick Bay, Virgin Gorda → White Bay, Jost van Dyke → San Juan
$794/night
Crystal Cruises$4,800pp

New York City to San Juan

Tue, Oct 12, 20279 nightsCrystal Serenity
New York City → Royal Naval Dockyard → St. John`s → Pointe-a-Pitre → Gustavia → San Juan
$533/night