<

Star Seeker Sailing Dates and Sailing Calendar

For more information, prices, and detailed day-by-day Star Seeker itineraries, please click one of the Star Seeker sailing dates below.

Get FREE Price Alerts

Subscribe to our weekly cruise deals email and enjoy FREE price change alerts and updates for this cruise and others like it.

We promise to protect your privacy and personal data. You can review our privacy policy here.

Sail Date

Itinerary Name and Ports

Duration

Save to Favorites

Priced From(per person)

Dec 28, 2025

(Sunday)

16 Night Star Seeker Maiden Voyage Cruise

From Malaga, Spain to Miami, Florida

Ports: Malaga, Santa Cruz de Tenerife, Freeport, Miami

16 Nights

Add to Favorites
Compare Favorites
$3,915

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 15, 2026

(Thursday)

8 Night Star Seeker Christening Sailing Cruise

From Miami, Florida to San Juan, Puerto Rico

Ports: Miami, Puerto Plata, Samana, Great Harbour, Prickly Pear British Virgin Islands, Sopers Hole, San Juan

8 Nights

Add to Favorites
Compare Favorites
$5,246

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 23, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,362

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 23, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

14 Nights

Add to Favorites
Compare Favorites
$5,690

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 30, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,327

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 30, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

Add to Favorites
Compare Favorites
$5,390

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 6, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,062

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 6, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

14 Nights

Add to Favorites
Compare Favorites
$5,390

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 13, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,327

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 13, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Bequia, Mayreau, Soufriere , Iles des Saintes, Marigot, San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

Add to Favorites
Compare Favorites
$5,490

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 20, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,162

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 20, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Philipsburg (St. Maarten), Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

14 Nights

Add to Favorites
Compare Favorites
$5,299

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 27, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,036

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 27, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Philipsburg (St. Maarten), Iles des Saintes, Soufriere , Bequia, Mayreau, San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

14 Nights

Add to Favorites
Compare Favorites
$4,999

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 6, 2026

(Friday)

7 Night San Juan and the Virgin Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,062

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 6, 2026

(Friday)

14 Night Star Collector Lovely Leewards Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, Basseterre, Gustavia St. Barts, Philipsburg (St. Maarten), Great Harbour, Prickly Pear British Virgin Islands, San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

14 Nights

Add to Favorites
Compare Favorites
$4,996

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 13, 2026

(Friday)

7 Night Windward Islands Surf and Sunsets Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Marigot, Iles des Saintes, Mayreau, Bequia, Pigeon Island, The Pitons, San Juan

7 Nights

Add to Favorites
Compare Favorites
$3,033

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 27, 2026

(Friday)

10 Night Gems of the Leeward Islands Cruise

From San Juan, Puerto Rico to San Juan, Puerto Rico

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan

10 Nights

Add to Favorites
Compare Favorites
$3,957

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 27, 2026

(Friday)

17 Night Star Collector Seeking the Antilles Cruise

From San Juan, Puerto Rico to Colon, Panama

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon

17 Nights

Add to Favorites
Compare Favorites
$5,684

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 27, 2026

(Friday)

24 Night Star Collector Historic Caribbean Legendary Islands Colombia and Panama Cruise

From San Juan, Puerto Rico to Puerto Caldera, Costa Rica

Ports: San Juan, Cruz Bay, St John's, Iles des Saintes, Pigeon Island, St George's, Gustavia St. Barts, Great Harbour, Prickly Pear British Virgin Islands, San Juan, Catalina Island, Santo Domingo, Cartagena, San Blas Islands, Colon, Cruising the Panama Canal, Fuerte Amador, Isla Parida, Golfo Dulce, Que

24 Nights

Add to Favorites
Compare Favorites
$8,538

Suite (double occupancy)

Includes taxes & feesLearn More

Browse Star Seeker Itineraries by Month

Overlay Title