Itinerary

Day 1 Oct 20, 2026 Boston, USA Departs 17:00 If there is any American city where you can breathe some “European air”, it is Boston: a large city built for people, thanks to its center area that can be easily visited on foot or by public transport. Your MSC cruise will take you on the discovery of the capital of Massachusetts offering many opportunities to relive its history, immerse yourself in its arts, visit its museums and taste the flavors of one of America's most famous breweries. What makes Boston different is the unique way that it combines attention to the past with an ambitious enthusiasm for modernity. Walking through the city, it is not unusual to find a historical house from the times of the American Revolution placed next to a futuristic skyscraper, a truly fascinating mixture. A walk along the famous Freedom Trail is one of the best ways to breathe in the atmosphere of Boston and absorb the spirit of a city rich in historical monuments. An absolute must to visit is the area of Cambridge, the cradle of the greatest minds in the country, home to MIT and Harvard, two of the most important universities in the world where both prominent figures and US presidents have studied. When it comes to Boston, there are not only things to see, but also delights to be savored. If you like gourmet food, take a trip to QuincyMarket: this lively market is a great place to buy fast food and be surprised by eccentric street artists. Do you want to swim, hike, explore the ruins of an ancient fort and camp under the stars in a national park? You can do all of this in Boston on your MSC cruise. The Boston Harbor Islands National Recreation Area consists of 34 narrow islands scattered around the historic New England harbor where you can visit “hidden pearls” by boarding one of the seasonal ferries that sail from Boston Long Wharf. Boston, USA port guide Search cruises visiting Boston, USA

Boston, USA photo — Day 1 Oct 20, 2026 Boston, USA Departs 17:00 If there is any American city where you can breathe some “European air”, it is Boston: a large city built for people, thanks to its center area that can be easily visited on foot or by public transport. Your MSC cruise will take you on the discovery of the capital of Massachusetts offering many opportunities to relive its history, immerse yourself in its arts, visit its museums and taste the flavors of one of America's most famous breweries. What makes Boston different is the unique way that it combines attention to the past with an ambitious enthusiasm for modernity. Walking through the city, it is not unusual to find a historical house from the times of the American Revolution placed next to a futuristic skyscraper, a truly fascinating mixture. A walk along the famous Freedom Trail is one of the best ways to breathe in the atmosphere of Boston and absorb the spirit of a city rich in historical monuments. An absolute must to visit is the area of Cambridge, the cradle of the greatest minds in the country, home to MIT and Harvard, two of the most important universities in the world where both prominent figures and US presidents have studied. When it comes to Boston, there are not only things to see, but also delights to be savored. If you like gourmet food, take a trip to QuincyMarket: this lively market is a great place to buy fast food and be surprised by eccentric street artists. Do you want to swim, hike, explore the ruins of an ancient fort and camp under the stars in a national park? You can do all of this in Boston on your MSC cruise. The Boston Harbor Islands National Recreation Area consists of 34 narrow islands scattered around the historic New England harbor where you can visit “hidden pearls” by boarding one of the seasonal ferries that sail from Boston Long Wharf. Boston, USA port guide Search cruises visiting Boston, USA

Day 4 Oct 23, 2026 Hamilton, USA Arrives 08:45 Of the 300 coral atolls which comprise the British crown colony of Bermuda, only 20 are inhabited. Extremely treacherous coral reefs surround the area, as indicated by the 300 shipwrecks lying offshore. Self-governed in internal affairs since 1968, Bermuda remains under the protective umbrella of Great Britain for defense and external affairs. Hamilton, in particular, is decidedly British in atmosphere and tradition. Dazzling beaches, beds of Bermuda lilies, almost luminescent bougainvillea vines and clusters of oleander provide a most inviting backdrop for the island's luxury hotels, elegant boutiques and fine restaurants. Daytime activities abound, while exciting entertainment beckons you ashore in the evening. Welcome to Bermuda.

Day 5 Oct 24, 2026 Hamilton, USA Departs 07:00 Of the 300 coral atolls which comprise the British crown colony of Bermuda, only 20 are inhabited. Extremely treacherous coral reefs surround the area, as indicated by the 300 shipwrecks lying offshore. Self-governed in internal affairs since 1968, Bermuda remains under the protective umbrella of Great Britain for defense and external affairs. Hamilton, in particular, is decidedly British in atmosphere and tradition. Dazzling beaches, beds of Bermuda lilies, almost luminescent bougainvillea vines and clusters of oleander provide a most inviting backdrop for the island's luxury hotels, elegant boutiques and fine restaurants. Daytime activities abound, while exciting entertainment beckons you ashore in the evening. Welcome to Bermuda.

Day 5 Oct 24, 2026 St Georges, Bermuda Arrives 10:00 The port facility known as Kings Wharf is actually the revitalized Royal Navy Dockyard of Bermuda in Sandy’s Parish. The facility was first developed in 1809, after the British lost their mainland docking rights in the American Revolution. After the two World Wars, with the British and Americans allied, there was no need for a Royal Navy base, and the facility was closed. Today it is the main cruise ship port for the island. It has many attractions for visitors, including the Bermuda National Museum and many galleries, shops, restaurants and etc. There are a number of beaches nearby, including the famous Sea Glass Beach. The port is also the start point for tours of other Bermuda highlights such as Hamilton, St. George’s and the beaches.

Day 6 Oct 25, 2026 St Georges, Bermuda Departs 07:00 The port facility known as Kings Wharf is actually the revitalized Royal Navy Dockyard of Bermuda in Sandy’s Parish. The facility was first developed in 1809, after the British lost their mainland docking rights in the American Revolution. After the two World Wars, with the British and Americans allied, there was no need for a Royal Navy base, and the facility was closed. Today it is the main cruise ship port for the island. It has many attractions for visitors, including the Bermuda National Museum and many galleries, shops, restaurants and etc. There are a number of beaches nearby, including the famous Sea Glass Beach. The port is also the start point for tours of other Bermuda highlights such as Hamilton, St. George’s and the beaches.

Day 9 Oct 28, 2026 San Juan, Puerto Rico Arrives 07:00 Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades, wrought-iron balconies abloom with flowers, narrow cobblestone streets and beloved park squares. Once you arrive on an MSC Caribbean and Antilles cruise at the port, explore Old San Juan (Viejo San Juan), a UNESCO World Heritage district, widely renowned for the fortresses of Castillo San Felipe del Morro and the Castillo San Cristóbal. The old town occupies the headland of a 2.5-mile-long island (connected by bridge to the mainland) that shelters San Juan Bay, for centuries a key port in the New World. It was originally known as Puerto Rico, or “rich port,” because its location made it the perfect stop for shipping. Several MSC excursions offer walking tours that let you soak up amazing views of San Juan, while making cultural discoveries of a lifetime. Wander through the old town along the Paseo de la Princesa, San Juan’s oldest tree-lined avenue; head up its southern city wall, La Muralla, which until the late 19th century encircled all of Old San Juan with sandstone; and tour the 16th-century fortress of El Morro, with its six different lines of defence. Take a coffee-tasting walking tour to explore Puerto Rico’s rich coffee culture, and learn how the island’s rich volcanic soil and climate have contributed to the rise of coffee as one of its main crops. Taste a delicious cup of freshly brewed Puerto Rican café con leche, learn about the island's historical ties with the caffeine-rich beverage, and explore how coffee and the church are connected on this MSC excursion through the streets of Old San Juan. Or savour San Juan’s culinary delights, in a Martha Stewart excursion curated exclusively for MSC that will have you tasting local cuisine and drinks at five destinations along the route through the fortified colonial city. From Puerto Rican fritters at historic El Convento Hotel, to chocolate tasting at a fourth-generation chocolatier, you won’t want to miss this tour, which ends at La Casita de Rones for a rum lesson and a piña colada, the national drink of Puerto Rico. With more than 80% of the world's rum coming from Puerto Rico, delve deeper into the spirit on an MSC excursion to Casa Bacardí in the town of Cataño. Discover the story behind Bacardí’s legendary cocktails, sniff the products on display and learn about the rum-making process including wood barrelling, ageing and finishing. For the grand finale, enjoy a fascinating mixology show. Nature lovers will not want to miss a visit to El Yunque, the only tropical rainforest in the U.S. territory and one of Puerto Rico's finest spots of natural beauty. Marvel at its small horsetail waterfalls, giant ferns and tropical hardwoods. For an enchanting experience, kayak into the enchanting bioluminescent bay at Laguna Grande of Fajardo on another MSC excursion. Under the blanket of the night sky and the lighthouse of Fajardo, paddle through the water and watch it glow with the bioluminescence of millions and millions of tiny organisms. San Juan, Puerto Rico port guide Search cruises visiting San Juan, Puerto Rico

San Juan, Puerto Rico photo — Day 9 Oct 28, 2026 San Juan, Puerto Rico Arrives 07:00 Blessed with some of the oldest buildings in the Western Hemisphere, San Juan, Puerto Rico’s cap-ital, is romantically charming with its bright pastel Spanish colonial facades, wrought-iron balconies abloom with flowers, narrow cobblestone streets and beloved park squares. Once you arrive on an MSC Caribbean and Antilles cruise at the port, explore Old San Juan (Viejo San Juan), a UNESCO World Heritage district, widely renowned for the fortresses of Castillo San Felipe del Morro and the Castillo San Cristóbal. The old town occupies the headland of a 2.5-mile-long island (connected by bridge to the mainland) that shelters San Juan Bay, for centuries a key port in the New World. It was originally known as Puerto Rico, or “rich port,” because its location made it the perfect stop for shipping. Several MSC excursions offer walking tours that let you soak up amazing views of San Juan, while making cultural discoveries of a lifetime. Wander through the old town along the Paseo de la Princesa, San Juan’s oldest tree-lined avenue; head up its southern city wall, La Muralla, which until the late 19th century encircled all of Old San Juan with sandstone; and tour the 16th-century fortress of El Morro, with its six different lines of defence. Take a coffee-tasting walking tour to explore Puerto Rico’s rich coffee culture, and learn how the island’s rich volcanic soil and climate have contributed to the rise of coffee as one of its main crops. Taste a delicious cup of freshly brewed Puerto Rican café con leche, learn about the island's historical ties with the caffeine-rich beverage, and explore how coffee and the church are connected on this MSC excursion through the streets of Old San Juan. Or savour San Juan’s culinary delights, in a Martha Stewart excursion curated exclusively for MSC that will have you tasting local cuisine and drinks at five destinations along the route through the fortified colonial city. From Puerto Rican fritters at historic El Convento Hotel, to chocolate tasting at a fourth-generation chocolatier, you won’t want to miss this tour, which ends at La Casita de Rones for a rum lesson and a piña colada, the national drink of Puerto Rico. With more than 80% of the world's rum coming from Puerto Rico, delve deeper into the spirit on an MSC excursion to Casa Bacardí in the town of Cataño. Discover the story behind Bacardí’s legendary cocktails, sniff the products on display and learn about the rum-making process including wood barrelling, ageing and finishing. For the grand finale, enjoy a fascinating mixology show. Nature lovers will not want to miss a visit to El Yunque, the only tropical rainforest in the U.S. territory and one of Puerto Rico's finest spots of natural beauty. Marvel at its small horsetail waterfalls, giant ferns and tropical hardwoods. For an enchanting experience, kayak into the enchanting bioluminescent bay at Laguna Grande of Fajardo on another MSC excursion. Under the blanket of the night sky and the lighthouse of Fajardo, paddle through the water and watch it glow with the bioluminescence of millions and millions of tiny organisms. San Juan, Puerto Rico port guide Search cruises visiting San Juan, Puerto Rico

Pricing

Lowest fare we've tracked over the observed 77-day span: $2,599 · range $2,599–$3,720

Lower than 72% of peers This week-long sailing's from-price per night is lower than 72% of comparable sailings.

same cruise line and duration · from-price per night · as of Jun 22, 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 $3,400

$425 / night

Fare rows

Star Porthole Suite

Cabin grade

Available

from $3,400

$425 / night

per person · incl. taxes

Ocean View Suite

Cabin grade

Available

from $3,640

$455 / night

per person · incl. taxes

Star Ocean View Suite

Cabin grade

Available

from $3,720

$465 / night

per person · incl. taxes

Ocean View Suite

Cabin grade

Available

from $3,800

$475 / night

per person · incl. taxes

Ocean View Suite

Cabin grade

Available

from $3,880

$485 / night

per person · incl. taxes

Balcony

from $4,280

$535 / night

Fare rows

Star Balcony Suite

Cabin grade

Available

from $4,280

$535 / night

per person · incl. taxes

Balcony Suite

Cabin grade

Available

from $4,520

$565 / night

per person · incl. taxes

Star Balcony Suite

Cabin grade

Available

from $4,760

$595 / night

per person · incl. taxes

Suite

from $6,360

$795 / night

Fare rows

Owner's Suite

Cabin grade

Available

from $6,360

$795 / night

per person · incl. taxes

Prices verified Jun 21, 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

Show all 13 cabin grades

Name	Supplier code	Type
Balcony Suite	BS	Balcony
Balcony Suite	BS1	Balcony
Star Balcony Suite	SBS	Balcony
Star Balcony Suite	SBS1	Balcony
Ocean View Suite	S	Oceanview
Ocean View Suite	S1	Oceanview
Ocean View Suite	S2	Oceanview
Ocean View Suite	S3	Oceanview
Star Porthole Suite	SP	Oceanview
Star Ocean View Suite	SS1	Oceanview
Classic Suite	CS	Suite
Deluxe Suite	DS	Suite
Owner's Suite	OW	Suite