Cruises to Caribbean leaving San Juan, Puerto Rico cruise port 249 Caribbean Cruises Found
Your search Clear selections
249 cruises found
Sort by
Filter by
Ports
- San Juan, Puerto Rico
- Gustavia, St. Barthelemy
- St. John's, Antigua
- Basseterre, St. Kitts
- Spanish Town, Virgin Gorda, B.V.I.
- Miami, Florida
- Charlotte Amalie, St. Thomas
- ROAD BAY, ANGUILLA
- Roseau, Dominica
- Fort-De-France, Martinique
- Bridgetown, Barbados
Ports
San Juan, Puerto Rico - Gustavia, St. Barthelemy - St. John's, Antigua - Basseterre, St. Kitts - Spanish Town, Virgin Gorda, B.V.I. - Miami, Florida - Charlotte Amalie, St. Thomas - ROAD BAY, ANGUILLA - Roseau, Dominica - Fort-De-France, Martinique - Bridgetown, Barbados - View more ports
Ports
- San Juan, Puerto Rico
- Gustavia, St. Barthelemy
- St. John's, Antigua
- Basseterre, St. Kitts
- Spanish Town, Virgin Gorda, B.V.I.
- Miami, Florida
Ports
San Juan, Puerto Rico - Gustavia, St. Barthelemy - St. John's, Antigua - Basseterre, St. Kitts - Spanish Town, Virgin Gorda, B.V.I. - Miami, Florida - View more ports
7 Night A Journey To Yacht Filled Harbours & Scenic Sail Ins (San Juan To Miami)
2024 sail dates: Nov 29
2025 sail dates:
Ports
- San Juan, Puerto Rico
- Marigot, Saint Martin
- SOUTH FRIARS BAY, ST. KITTS
- Charlestown, Nevis
- Gustavia, St. Barthelemy
- Philipsburg, St. Maarten
- Norman Island, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
- WHITE BAY, JOST VAN DYKE, B.V.I.
- Charlotte Amalie, St. Thomas
Ports
San Juan, Puerto Rico - Marigot, Saint Martin - SOUTH FRIARS BAY, ST. KITTS - Charlestown, Nevis - Gustavia, St. Barthelemy - Philipsburg, St. Maarten - Norman Island, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - WHITE BAY, JOST VAN DYKE, B.V.I. - Charlotte Amalie, St. Thomas - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Philipsburg, St. Maarten
- Jost Van Dyke, B.V.I.
- Spanish Town, Virgin Gorda, B.V.I.
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Philipsburg, St. Maarten - Jost Van Dyke, B.V.I. - Spanish Town, Virgin Gorda, B.V.I. - View more ports
Ports
- San Juan, Puerto Rico
- Santo Domingo, Dominican Republic
- Pointe-A-Pitre, Guadeloupe
- Gustavia, St. Barthelemy
- St. John's, Antigua
- Tortola, British Virgin Islands
Ports
San Juan, Puerto Rico - Santo Domingo, Dominican Republic - Pointe-A-Pitre, Guadeloupe - Gustavia, St. Barthelemy - St. John's, Antigua - Tortola, British Virgin Islands - View more ports
Ports
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Philipsburg, St. Maarten
- Bridgetown, Barbados
- Fort-De-France, Martinique
- Castries, St. Lucia
- Basseterre, St. Kitts
Ports
San Juan, Puerto Rico - Tortola, British Virgin Islands - Philipsburg, St. Maarten - Bridgetown, Barbados - Fort-De-France, Martinique - Castries, St. Lucia - Basseterre, St. Kitts - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Basseterre, St. Kitts
- Roseau, Dominica
- Pigeon Island, St. Lucia
- St. George's, Grenada
- Bridgetown, Barbados
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Basseterre, St. Kitts - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - View more ports
Ports
- San Juan, Puerto Rico
- Charlotte Amalie, St. Thomas
- Gustavia, St. Barthelemy
- Little Bay, Montserrat
- Roseau, Dominica
- Pigeon Island, St. Lucia
- St. George's, Grenada
- Bridgetown, Barbados
- Charlotteville, Tobago
- Mayreau, Grenadines
- Soufriere, St. Lucia
- Kralendijk, Bonaire
- Willemstad, Curacao
- Oranjestad, Aruba
Ports
San Juan, Puerto Rico - Charlotte Amalie, St. Thomas - Gustavia, St. Barthelemy - Little Bay, Montserrat - Roseau, Dominica - Pigeon Island, St. Lucia - St. George's, Grenada - Bridgetown, Barbados - Charlotteville, Tobago - Mayreau, Grenadines - Soufriere, St. Lucia - Kralendijk, Bonaire - Willemstad, Curacao - Oranjestad, Aruba - View more ports
Ports
- San Juan, Puerto Rico
- Jost Van Dyke, B.V.I.
- St. John's, Antigua
- Gustavia, St. Barthelemy
- Charlotte Amalie, St. Thomas
- Ft. Lauderdale (Port Everglades), Florida
Ports
San Juan, Puerto Rico - Jost Van Dyke, B.V.I. - St. John's, Antigua - Gustavia, St. Barthelemy - Charlotte Amalie, St. Thomas - Ft. Lauderdale (Port Everglades), Florida - View more ports
Ports
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Bridgetown, Barbados
- Castries, St. Lucia
- St. John's, Antigua
- Philipsburg, St. Maarten
Ports
San Juan, Puerto Rico - Tortola, British Virgin Islands - Bridgetown, Barbados - Castries, St. Lucia - St. John's, Antigua - Philipsburg, St. Maarten - View more ports
7 Night Saint Isles & Seas Of The Caribbean (San Juan Roundtrip)
2024 sail dates:
2025 sail dates: Mar 08
| Partners | Bonus Offers | Inside | Oceanview | Balcony | Suite | |
|---|---|---|---|---|---|---|
|
|
$834* |
$1044* |
$1254* |
$3782* |
||
|
|
See Offers |
$834* |
$1044* |
$1254* |
$3067* |
|
|
|
See Offers |
$834* |
$1044* |
$1254* |
$3782* |
|
|
|
$834* |
$1044* |
$1254* |
$3067* |
||
|
|
See Offers |
$834* |
$1044* |
$1254* |
$3067* |
|
|
|
$1393* |
$1603* |
$1813* |
N/A |
||
|
|
$1393* |
$1603* |
$1813* |
N/A |
||
|
|
See Offers |
$1393* |
$1603* |
$1813* |
$4137* |
|
|
|
$1393* |
$1603* |
$1813* |
N/A |
||
|
|
See Offers |
$1393* |
$1603* |
$1813* |
N/A |
All prices are per person based on double occupancy and do not include port/government fees and gratuities.