Ilma Sailing Dates and Sailing Calendar

For more information, prices, and detailed day-by-day Ilma itineraries, please click one of the Ilma 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)

Nov 20, 2026

(Friday)

7 Night Miami to San Juan Cruise

From Miami, Florida to San Juan, Puerto Rico

Ports: Miami, Bimini Islands, Nassau, Grand Turk, Puerto Plata, Samana, San Juan

7 Nights

Add to Favorites
Compare Favorites
$7,800

Suite (double occupancy)

Includes taxes & feesLearn More
Nov 27, 2026

(Friday)

3 Night San Juan to San Juan Cruise

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

Ports: San Juan, Gustavia St. Barts, Virgin Gorda, San Juan

3 Nights

Add to Favorites
Compare Favorites
$4,100

Suite (double occupancy)

Includes taxes & feesLearn More
Nov 30, 2026

(Monday)

4 Night San Juan to San Juan Cruise

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

Ports: San Juan, Marigot, Falmouth Harbour, Virgin Gorda, San Juan

4 Nights

Add to Favorites
Compare Favorites
$5,100

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 4, 2026

(Friday)

3 Night San Juan to San Juan Cruise

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

Ports: San Juan, Virgin Gorda, St John, San Juan

3 Nights

Add to Favorites
Compare Favorites
$3,500

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 7, 2026

(Monday)

4 Night San Juan to San Juan Cruise

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

Ports: San Juan, Gustavia St. Barts, Marigot, St John, San Juan

4 Nights

Add to Favorites
Compare Favorites
$4,900

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 11, 2026

(Friday)

3 Night San Juan to San Juan Cruise

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

Ports: San Juan, Virgin Gorda, St John, San Juan

3 Nights

Add to Favorites
Compare Favorites
$2,900

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 14, 2026

(Monday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, St George's, Canouan, Soufriere , Gustavia St. Barts, St John, San Juan

7 Nights

Add to Favorites
Compare Favorites
$7,800

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 21, 2026

(Monday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Marigot, Terre de Haut, Portsmouth, Sandy Ground, Virgin Gorda, San Juan

7 Nights

Add to Favorites
Compare Favorites
$9,100

Suite (double occupancy)

Includes taxes & feesLearn More
Dec 28, 2026

(Monday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Bequia, Canouan, Soufriere , St John's, Virgin Gorda, San Juan

7 Nights

Add to Favorites
Compare Favorites
$12,000

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 4, 2027

(Monday)

4 Night San Juan to San Juan Cruise

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

Ports: San Juan, Sandy Ground, Gustavia St. Barts, St John, San Juan

4 Nights

Add to Favorites
Compare Favorites
$5,900

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 13, 2027

(Wednesday)

6 Night San Juan to San Juan Cruise

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

Ports: San Juan, St John, Philipsburg (St. Maarten), Gustavia St. Barts, Sandy Ground, Virgin Gorda, San Juan

6 Nights

Add to Favorites
Compare Favorites
$9,500

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 19, 2027

(Tuesday)

3 Night San Juan to San Juan Cruise

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

Ports: San Juan, Gustavia St. Barts, Virgin Gorda, San Juan

3 Nights

Add to Favorites
Compare Favorites
$5,400

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 22, 2027

(Friday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Canouan, Soufriere , Falmouth Harbour, Gustavia St. Barts, Virgin Gorda, San Juan

7 Nights

Add to Favorites
Compare Favorites
$10,700

Suite (double occupancy)

Includes taxes & feesLearn More
Jan 29, 2027

(Friday)

6 Night San Juan to Miami Cruise

From San Juan, Puerto Rico to Miami, Florida

Ports: San Juan, St John, Virgin Gorda, Grand Turk, Miami

6 Nights

Add to Favorites
Compare Favorites
$7,500

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 7, 2027

(Sunday)

5 Night Miami to San Juan Cruise

From Miami, Florida to San Juan, Puerto Rico

Ports: Miami, Puerto Plata, Samana, San Juan

5 Nights

Add to Favorites
Compare Favorites
$6,200

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 12, 2027

(Friday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Canouan, Soufriere , St John's, Gustavia St. Barts, Virgin Gorda, San Juan

7 Nights

Add to Favorites
Compare Favorites
Call
For Price

(double occupancy)

Learn More
Feb 19, 2027

(Friday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Canouan, Soufriere , St John's, Gustavia St. Barts, Virgin Gorda, San Juan

7 Nights

Add to Favorites
Compare Favorites
$11,900

Suite (double occupancy)

Includes taxes & feesLearn More
Feb 26, 2027

(Friday)

7 Night San Juan to San Juan Cruise

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

Ports: San Juan, Bequia, Canouan, Soufriere , Falmouth Harbour, Gustavia St. Barts, San Juan

7 Nights

Add to Favorites
Compare Favorites
$9,600

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 5, 2027

(Friday)

6 Night San Juan to San Juan Cruise

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

Ports: San Juan, Bequia, Fort de France, Portsmouth, Gustavia St. Barts, San Juan

6 Nights

Add to Favorites
Compare Favorites
$8,900

Suite (double occupancy)

Includes taxes & feesLearn More
Mar 11, 2027

(Thursday)

7 Night San Juan to Miami Cruise

From San Juan, Puerto Rico to Miami, Florida

Ports: San Juan, St John, Jost Van Dyke, Grand Turk, Nassau, Miami

7 Nights

Add to Favorites
Compare Favorites
$6,100

Suite (double occupancy)

Includes taxes & feesLearn More

Browse Ilma Itineraries by Month ▼

Overlay Title