Itinerary

Day 1 Mar 19, 2028 Philipsburg, Sint Maarten 13:00 – 16:00 3.0 hrs ashore Offering some of the best vistas in all the Caribbean, St. Maarten is the smallest inhabited island in the world shared by two nations - France in the north and the Netherlands in the south. Dubbed the true melting pot of the Caribbean, the 37-square-mile island is home to people of 47 different nationalities and more than 400 restaurants, featuring a hugely diverse variety of cuisine. The island also has two capitals: Philipsburg on the Dutch side, and Marigot in the French part. Once you arrive on an MSC Caribbean and Antilles cruise in St. Maarten, explore how the two cultures have blended their very distinct characters on one of our MSC excursions. Your St. Maarten cruise will dock in Philipsburg, founded in 1763 by John Philips, a Scottish captain in the Dutch Navy. Philipsburg, with its pastel-coloured West Indian houses, is known for its duty-free shopping along Front Street, the Great Salt Pond, which once made the island literally “worth its salt,” and attracted the attention of the French, and Fort Willem, built in 1801, with mag-nificent views of the bay and the surrounding islands. From there, several MSC excursions take you on a hilly drive to the French side of the island to experience Marigot. Originally a fishing village on a swamp for which it was named, Marigot became the capital during the reign of Louis XVI. Fort Louis, which overlooks Marigot Bay and Anguilla, was built in the late 18th century to protect the town’s warehouses of salt, coffee, sugar cane and especially rum from the English. Today, Marigot showcases quaint colourful gingerbread-like houses, tasty sidewalk bistros and a waterfront market selling fruit and vegetables, spices, local meats and fresh fish from Creole huts worth exploring. For something special, spend the day on the Dutch side of the island at the restored sugar planta-tion at Rockland Estate. Take in a history lesson at the Emilio Wilson Museum or a nature hike and 360-degree views from Sentry Hill. Participate in a hands-on cooking demonstration of authentic local cuisines with lunch at Emilio’s restaurant, in an exclusive Martha Stewart excursion curated for MSC Cruises. Also at Rockland Estate, thrill seekers can book other MSC excursions on the Flying Dutchman, a fast and furious zip line ride that will have you whizzing down the line at speeds of up to 56 mph (90 km) per hour. Then take the Pirate Sky Ride cable car back up the top to the Crow’s Nest where several platforms encircling the mountain afford panoramic views of the neighbouring islands of Saba, Sint Eustatius, Saint Barthélemy and Anguilla. Then plunge down the mountain on a Schooner Ride inner tube along a specially designed track. To experience one of the island’s hottest spots and most popular attractions, visit the famous Maho Beach, also called Airplane Beach. Don’t get too comfortable, though. This is because you watch as planes pass only a short distance above your head as they land and take off from Princess Juli-ana Airport’s short runway next door. Philipsburg, Sint Maarten Philipsburg, Sint Maarten port guide Search cruises visiting Philipsburg, Sint Maarten

Philipsburg, Sint Maarten photo — Day 1 Mar 19, 2028 Philipsburg, Sint Maarten 13:00 – 16:00 3.0 hrs ashore Offering some of the best vistas in all the Caribbean, St. Maarten is the smallest inhabited island in the world shared by two nations - France in the north and the Netherlands in the south. Dubbed the true melting pot of the Caribbean, the 37-square-mile island is home to people of 47 different nationalities and more than 400 restaurants, featuring a hugely diverse variety of cuisine. The island also has two capitals: Philipsburg on the Dutch side, and Marigot in the French part. Once you arrive on an MSC Caribbean and Antilles cruise in St. Maarten, explore how the two cultures have blended their very distinct characters on one of our MSC excursions. Your St. Maarten cruise will dock in Philipsburg, founded in 1763 by John Philips, a Scottish captain in the Dutch Navy. Philipsburg, with its pastel-coloured West Indian houses, is known for its duty-free shopping along Front Street, the Great Salt Pond, which once made the island literally “worth its salt,” and attracted the attention of the French, and Fort Willem, built in 1801, with mag-nificent views of the bay and the surrounding islands. From there, several MSC excursions take you on a hilly drive to the French side of the island to experience Marigot. Originally a fishing village on a swamp for which it was named, Marigot became the capital during the reign of Louis XVI. Fort Louis, which overlooks Marigot Bay and Anguilla, was built in the late 18th century to protect the town’s warehouses of salt, coffee, sugar cane and especially rum from the English. Today, Marigot showcases quaint colourful gingerbread-like houses, tasty sidewalk bistros and a waterfront market selling fruit and vegetables, spices, local meats and fresh fish from Creole huts worth exploring. For something special, spend the day on the Dutch side of the island at the restored sugar planta-tion at Rockland Estate. Take in a history lesson at the Emilio Wilson Museum or a nature hike and 360-degree views from Sentry Hill. Participate in a hands-on cooking demonstration of authentic local cuisines with lunch at Emilio’s restaurant, in an exclusive Martha Stewart excursion curated for MSC Cruises. Also at Rockland Estate, thrill seekers can book other MSC excursions on the Flying Dutchman, a fast and furious zip line ride that will have you whizzing down the line at speeds of up to 56 mph (90 km) per hour. Then take the Pirate Sky Ride cable car back up the top to the Crow’s Nest where several platforms encircling the mountain afford panoramic views of the neighbouring islands of Saba, Sint Eustatius, Saint Barthélemy and Anguilla. Then plunge down the mountain on a Schooner Ride inner tube along a specially designed track. To experience one of the island’s hottest spots and most popular attractions, visit the famous Maho Beach, also called Airplane Beach. Don’t get too comfortable, though. This is because you watch as planes pass only a short distance above your head as they land and take off from Princess Juli-ana Airport’s short runway next door. Philipsburg, Sint Maarten Philipsburg, Sint Maarten port guide Search cruises visiting Philipsburg, Sint Maarten

Day 11 Mar 29, 2028 La Horta Azores 08:00 – 16:00 8.0 hrs ashore Far adrift, in the Atlantic's vast sweep, Horta serves as a welcoming island respite for some truly epic ocean voyages. One of the most westerly parts of Europe, these Portuguese islands lie a full 1,100 miles from the coast of the mainland. The bustling marina here serves as the perfect stopover and a welcome respite for tired sailors and yachts embarking on transatlantic crossings. View less The colourful harbour is decorated with a multicoloured patchwork of their stories and flags, and adding to this massive, ever-growing mural is said to offer sailors protection while out on the seas. While Horta's clientele may come and go with the waves, there's nothing transient about the stunning volcanic cones and soaring wildflower-splashed hills that make up this beautiful Atlantic island pit-stop. Horta is the main city, and a charming welcome to dry land, as you step onto the pentagon-shaped island of Faial. On the frontier of continents, the violent meeting of the European and North American tectonic plates forged this beautiful archipelago - and the rich volcanic scenery here is ripe for exploration and adventure. The busy harbour lies before the dramatic backdrop of the neighbouring Pico Island's cloud-wisped peak - head up to Espalamaca Lookout for the best view of Horta's busy harbour and islands emerging nearby. Horta has a grand volcanic caldera of its own, and you can journey up through threads of cloud, to look down into the island's immense, bowl-shaped crater. The Lighthouse of Ponta dos Capelinhos is an island icon, having survived 1957's dramatic eruption. It now occupies a scenic location on a headland, surrounded by vast swathes of charred new land, which were churned out from the depths. La Horta Azores

Day 12 Mar 30, 2028 Ponta Delgada, Azores 09:00 – 18:00 9.0 hrs ashore Providing a gorgeous green welcome to sailors venturing on the long journey across the Atlantic, Ponta Delgada’s shoreline is a reassuring sight, as it emerges into view. Sat on São Miguel Island, the largest of Portugal’s Azores islands - which wait on an outpost of western Europe, some 1,100 miles from the mainland. Ponta Delgada is the island’s largest city, and a place of spectacular volcanic vistas, steaming hot springs and impressive landscaped gardens. View less The city’s signature trio of arches welcomes you to Ponta Delgada, and its island of verdant volcanic contrasts. Wander between monochrome churches like the Gothic Church of St. Sebastian, and up to the Convent and Chapel of Our Lady of Hope – which houses the revered icon of Christ that is paraded through the streets annually, and believed to have miraculous powers by locals. Or, head for beaches offering sanctuary on charcoal-coloured sands, or the tropical António Borges Botanical Gardens, where tropical plants add extra shades to the Green Island's scenery. Now extinct, the mighty Caldeira das Sete Cidades is a truly awe-inspiring sight - and the colossal collapsed volcanic caldera blooms with lush greenery and scattered wildflowers. The vast crater has been taken over by a glowing, picturesque lake, which reflects the blue sky above. A full three miles wide - and with a circumference of eight miles - it’s a vast panorama to take in. The Lagoa de Fogo – or Lake of Fire – is another of the island’s calderas – rise up to see the crumpled scenery encasing a beautiful lake. São Miguel Island’s geothermal activity has practical uses too, and you can harness the powers to unwind any tired muscles after a long day, by sinking into the hot springs of Poca Da Dona. Ponta Delgada, Azores Ponta Delgada, Azores port guide Search cruises visiting Ponta Delgada, Azores

Ponta Delgada, Azores photo — Day 12 Mar 30, 2028 Ponta Delgada, Azores 09:00 – 18:00 9.0 hrs ashore Providing a gorgeous green welcome to sailors venturing on the long journey across the Atlantic, Ponta Delgada’s shoreline is a reassuring sight, as it emerges into view. Sat on São Miguel Island, the largest of Portugal’s Azores islands - which wait on an outpost of western Europe, some 1,100 miles from the mainland. Ponta Delgada is the island’s largest city, and a place of spectacular volcanic vistas, steaming hot springs and impressive landscaped gardens. View less The city’s signature trio of arches welcomes you to Ponta Delgada, and its island of verdant volcanic contrasts. Wander between monochrome churches like the Gothic Church of St. Sebastian, and up to the Convent and Chapel of Our Lady of Hope – which houses the revered icon of Christ that is paraded through the streets annually, and believed to have miraculous powers by locals. Or, head for beaches offering sanctuary on charcoal-coloured sands, or the tropical António Borges Botanical Gardens, where tropical plants add extra shades to the Green Island's scenery. Now extinct, the mighty Caldeira das Sete Cidades is a truly awe-inspiring sight - and the colossal collapsed volcanic caldera blooms with lush greenery and scattered wildflowers. The vast crater has been taken over by a glowing, picturesque lake, which reflects the blue sky above. A full three miles wide - and with a circumference of eight miles - it’s a vast panorama to take in. The Lagoa de Fogo – or Lake of Fire – is another of the island’s calderas – rise up to see the crumpled scenery encasing a beautiful lake. São Miguel Island’s geothermal activity has practical uses too, and you can harness the powers to unwind any tired muscles after a long day, by sinking into the hot springs of Poca Da Dona. Ponta Delgada, Azores Ponta Delgada, Azores port guide Search cruises visiting Ponta Delgada, Azores

Day 16 Apr 3, 2028 Lisbon Arrives 08:00 Lisbon, the capital of Portugal, is a city open to the sea and carefully planned with 18th-century elegance. Its founder is said to be the legendary Ulysses, but the theory of an original Phoenician settlement is probably more realistic. Known in Portugal as Lisboa, the city was inhabited by the Romans, Visigoths and, beginning in the 8th century, the Moors. Much of the 16th century was a period of great prosperity and overseas expansion for Portugal. Tragedy struck on All Saints' Day in 1755 with a devastating earthquake that killed about 40,000 people. The destruction of Lisbon shocked the continent. As a result, the Baixa (lower city) emerged in a single phase of building, carried out in less than a decade by the royal minister, the Marques de Pombal. His carefully planned layout of a perfect neo-classical grid survived to this day and remains the heart of the city. Evidence of pre-quake Lisbon can still be seen in the Belém suburb and the old Moorish section of the Alfama that sprawls below the Castle of St. George. Lisbon is a compact city on the banks of the Tagus River. Visitors find it easy to get around as many places of interest are in the vicinity of the central downtown area. There is a convenient bus and tram system and taxis are plentiful. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. After a fire destroyed parts of the historic neighborhood behind Rossio in 1988, many of the restored buildings emerged with modern interiors behind the original façades. The city boasts a good many monuments and museums, such as the Jeronimos Monastery, Tower of Belém, the Royal Coach Museum and the Gulbenkian Museum. High above the Baixa is the Bairro Alto (upper city) with its teeming nightlife. The easiest way to connect between the two areas is via the public elevator designed by Gustave Eiffel. Cruising up the Tagus River to the ship's berth, you can already spot three of Lisbon's famous landmarks: the Monument to the Discoveries, the Tower of Belém and the Statue of Christ, which welcomes visitors from its hilltop location high above Europe's longest suspension bridge. Lisbon Lisbon port guide Search cruises visiting Lisbon

Lisbon photo — Day 16 Apr 3, 2028 Lisbon Arrives 08:00 Lisbon, the capital of Portugal, is a city open to the sea and carefully planned with 18th-century elegance. Its founder is said to be the legendary Ulysses, but the theory of an original Phoenician settlement is probably more realistic. Known in Portugal as Lisboa, the city was inhabited by the Romans, Visigoths and, beginning in the 8th century, the Moors. Much of the 16th century was a period of great prosperity and overseas expansion for Portugal. Tragedy struck on All Saints' Day in 1755 with a devastating earthquake that killed about 40,000 people. The destruction of Lisbon shocked the continent. As a result, the Baixa (lower city) emerged in a single phase of building, carried out in less than a decade by the royal minister, the Marques de Pombal. His carefully planned layout of a perfect neo-classical grid survived to this day and remains the heart of the city. Evidence of pre-quake Lisbon can still be seen in the Belém suburb and the old Moorish section of the Alfama that sprawls below the Castle of St. George. Lisbon is a compact city on the banks of the Tagus River. Visitors find it easy to get around as many places of interest are in the vicinity of the central downtown area. There is a convenient bus and tram system and taxis are plentiful. Rossio Square, the heart of Lisbon since medieval times, is an ideal place to start exploring. After a fire destroyed parts of the historic neighborhood behind Rossio in 1988, many of the restored buildings emerged with modern interiors behind the original façades. The city boasts a good many monuments and museums, such as the Jeronimos Monastery, Tower of Belém, the Royal Coach Museum and the Gulbenkian Museum. High above the Baixa is the Bairro Alto (upper city) with its teeming nightlife. The easiest way to connect between the two areas is via the public elevator designed by Gustave Eiffel. Cruising up the Tagus River to the ship's berth, you can already spot three of Lisbon's famous landmarks: the Monument to the Discoveries, the Tower of Belém and the Statue of Christ, which welcomes visitors from its hilltop location high above Europe's longest suspension bridge. Lisbon Lisbon port guide Search cruises visiting Lisbon

Pricing

Lowest fare we've tracked over the observed 112-day span: $2,550 · range $2,550–$2,799

Lower than 100% of peers This extended sailing's from-price per night is lower than 100% of comparable sailings.

same cruise line and duration · from-price per night · as of Jul 19, 2026 · Broader cohort: same cruise line and duration, compared by from-price per night.

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

Not available

Oceanview

from $2,550

$170 / night

Fare rows

Stateroom

Cabin grade

Available

from $2,550

$170 / night

per person · incl. taxes

Deluxe Stateroom

Cabin grade

Available

from $2,925

$195 / night

per person · incl. taxes

Stateroom

Cabin grade

Available

from $3,225

$215 / night

per person · incl. taxes

Deluxe Stateroom

Cabin grade

Available

from $3,750

$250 / night

per person · incl. taxes

Balcony

Not available

Suite

from $4,350

$290 / night

Fare rows

Deluxe Stateroom

Cabin grade

Available

from $4,350

$290 / night

per person · incl. taxes

Suite

Cabin grade

Available

from $6,375

$425 / night

per person · incl. taxes

Officers’ Suite

Cabin grade

Available

from $10,125

$675 / night

per person · incl. taxes

Bridge Suite

Cabin grade

Available

from $13,875

$925 / night

per person · incl. taxes

Prices verified Jul 15, 2026

Prices come from third-party data feeds via Windstar Cruises and may differ from the cruise line's current fare. Confirm the final price before booking. How our pricing works

Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works

Price history

30 days

We've tracked this sailing's fares every day for the past 116 days. Here's what each cabin type has cost.

Price history by cabin type
Cabin	Current	Lowest	Highest
Oceanview	$2,550	$2,550 · Jun 11	$2,799 · Mar 26
Suite	$4,350	$3,399 · Mar 26	$4,350 · Jun 11

Lowest and highest fares we've recorded for each cabin type · verified 4 days ago.

○ = last seen (sold out or delisted). · Verified 4 days ago.

Lowest fares with no residency, age, or service requirement — verify eligibility at booking. How our pricing works

Cabin grades

Lines step when the price changed; a gap means sold out or no public fare that day. Plot up to 6 at once.

Show all 8 cabin grades

Cabin grades and pricing
Name	Supplier code	Type
Stateroom	A	Oceanview
Deluxe Stateroom	AX	Oceanview
Stateroom	B	Oceanview
Deluxe Stateroom	BX	Oceanview
Bridge Suite	BRS	Suite
Officers’ Suite	OS	Suite
Suite	STE	Suite
Deluxe Stateroom	TX	Suite

Ship

Your ship Wind Surf 4★ **14,745** GT **342** guests Built **1989** On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning. When you return to your stateroom, the luxury gets personal. Windstar’s signature bowls of flowers and fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence. Wind Surf recently underwent a significant renovation in November 2019 of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge. Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself. Wind Surf Wind Surf ship guide Search cruises on Wind Surf

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