Transatlantic Crossing

Dec 6, 2027 — Dec 20, 2027

Starting from

DATA ART TEST PROMO

Free Laundry for Collectors:

See more routes around Ocean Crossing

LISBON → SAN JUAN

14 Nights on Star Legend

Step aboard an extraordinary wellness cruise with Debbie Dixon, renowned author, life coach, and wellness expert. This transformative journey is designed to nurture your mind, body, and spirit. Offering an immersive experience that combines daily yoga, meditation, and breathwork sessions to help restore balance and inner peace, adding the space to reconnect with yourself, others, and your dreams. Along the way, you’ll indulge in gourmet meals that are both nourishing and indulgent, enjoy decadent spa treatments, and unwind at a specialized Elixir Bar Pop-Up offering mind-body elixirs that rejuvenate and restore. Every moment, from sunrise to sunset, is yours to enjoy, whether you choose to spend it reflecting in solitude or connecting with new friends. Simply step on board, and we’ll take it from there – your dream getaway awaits.

Popular Highlights

Map routes may vary by sailing. Actual itineraries are listed below.
1
DEC 06, 2027
Lisbon
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.

2
DEC 07, 2027
AT SEA
3
DEC 08, 2027
AT SEA
4
DEC 09, 2027
Funchal
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

5
DEC 10, 2027
AT SEA
6
DEC 11, 2027
AT SEA
7
DEC 12, 2027
AT SEA
8
DEC 13, 2027
AT SEA
9
DEC 14, 2027
AT SEA
10
DEC 15, 2027
AT SEA
11
DEC 16, 2027
AT SEA
12
DEC 17, 2027
AT SEA
13
DEC 18, 2027
AT SEA
14
DEC 19, 2027
Jost Van Dyke, Great Harbour
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

15
DEC 20, 2027
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

Meet Debbie Dixon

Meet Debbie Dixon

Debbie Dixon is the author of The Path to Freedom: Your Guide to Living the Life of Your Dreams and What if...You could have it all?, a yoga teacher, life coach, and inspirational speaker who leads transformational retreats worldwide. With a focus on empowering others, Debbie combines yoga, meditation, and coaching to help people reconnect with their highest potential and create lives filled with freedom, joy, and purpose. Her mission is to ignite spiritual health in others and support them in living vibrant, authentic lives.

Star Legend

number of decks
6 Decks
yacht length
440 ft (134 meters)
yacht crew size
140 Crew Members
yacht guest capacity
312 Guests

Staterooms

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities
Expand all

Available Dates

No other dates are available.

Transatlantic Crossing

LISBON → SAN JUAN

14 Nights on Star Legend

Dec 6, 2027 — Dec 20, 2027

Step aboard an extraordinary wellness cruise with Debbie Dixon, renowned author, life coach, and wellness expert. This transformative journey is designed to nurture your mind, body, and spirit. Offering an immersive experience that combines daily yoga, meditation, and breathwork sessions to help restore balance and inner peace, adding the space to reconnect with yourself, others, and your dreams. Along the way, you’ll indulge in gourmet meals that are both nourishing and indulgent, enjoy decadent spa treatments, and unwind at a specialized Elixir Bar Pop-Up offering mind-body elixirs that rejuvenate and restore. Every moment, from sunrise to sunset, is yours to enjoy, whether you choose to spend it reflecting in solitude or connecting with new friends. Simply step on board, and we’ll take it from there – your dream getaway awaits.

1
DEC 06, 2027
Lisbon
EMBARK
1:00 PM
DEPART
5:00 PM
MARINA
NO
SHORE EXCURSIONS
0

The rhythm of Lisbon invites you to join its captivating dance. This splendid capital city on the banks of the Rio Teja offers a warm welcome and an unparalleled blend of architectural styles. Elegant outdoor cafés line the cobbled sidewalks. Turn-of-the-century funiculars climb the scenic hills. Find the UNESCO sites of the Tower of Belem and the Monastery of the Hieronymites. And, everywhere, the city engages you with its easy style and remarkable charm.

2
DEC 07, 2027
AT SEA
3
DEC 08, 2027
AT SEA
4
DEC 09, 2027
Funchal
ARRIVE
8:00 AM
DEPART
3:00 PM
MARINA
NO
SHORE EXCURSIONS
0

Considered one of Portugal's main tourist attractions and home of world-famous footballer Cristiano Ronaldo, Funchal is known for its style and beauty.  Visit Cabo Girao, the highest sea cliff in Europe or take a trip to the Pica da Torre for an incredible view of Camara de Lobos, a delightful fishing village. With a long history of Madeira winemaking, there'll be time here for a little wine tasting, a meal at one of the many 5-star restaurants, sightseeing to 15th century Cathedral of Our Lady of the Assumption, shopping the bargains to be found here, or experiencing the vibrant night life.

5
DEC 10, 2027
AT SEA
6
DEC 11, 2027
AT SEA
7
DEC 12, 2027
AT SEA
8
DEC 13, 2027
AT SEA
9
DEC 14, 2027
AT SEA
10
DEC 15, 2027
AT SEA
11
DEC 16, 2027
AT SEA
12
DEC 17, 2027
AT SEA
13
DEC 18, 2027
AT SEA
14
DEC 19, 2027
Jost Van Dyke, Great Harbour
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
YES
SHORE EXCURSIONS
0

For an island comprised of a mere eight square miles, it's amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you'll be ready for an evening drink on the beach - where you can admire your Windstar ship aglow in the harbor.

15
DEC 20, 2027
San Juan
ARRIVE
7:00 AM
DISEMBARK
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.