Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan

The Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan is a 9-night Bermuda cruise aboard Azamara Quest, operated by Azamara. Departing New York on October 28, 2027, the voyage visits 5 ports. Fares start from $1,949 per person.

Length: 9 nights
Departs: Oct 28, 2027
Returns: Nov 6, 2027
Ports of call: 5
Days at sea: 3

from $1,949

$216 / night per person, incl. taxes & fees

See prices

You'll continue on Azamara's official site. Affiliate disclosure

from $1,949 pp

Continues on Azamara's site

See prices

Itinerary

Day 1 Oct 28, 2027 New York Departs 17:00 Wake up to be part of a city that never sleeps. Fly by helicopter over the Manhattan Skyline for flawless images of the Statue of Liberty, neon-lit Times Square, sprawling Central Park, the skyscraping Empire State Building and Brooklyn Bridge. Explore Picasso, Pollock and others at the Museum of Modern Art. Then create your own kitsch masterpiece from a blank canvas at a painting party in Havana’s emporium. Pay your respects and honour gallant heroes at the 9/11 Memorial and Museum mission. Listen to backstage stories in the Broadway theatre district, shop in the East Village, eat streetside hotdogs, sip cocktails in elegant bars, take in a show. And as evening falls, take a walk with your loved one over Brooklyn Bridge. Big, bold and brash – there's a lot to bite off in the Big Apple. New York port guide Search cruises visiting New York

New York photo — Day 1 Oct 28, 2027 New York Departs 17:00 Wake up to be part of a city that never sleeps. Fly by helicopter over the Manhattan Skyline for flawless images of the Statue of Liberty, neon-lit Times Square, sprawling Central Park, the skyscraping Empire State Building and Brooklyn Bridge. Explore Picasso, Pollock and others at the Museum of Modern Art. Then create your own kitsch masterpiece from a blank canvas at a painting party in Havana’s emporium. Pay your respects and honour gallant heroes at the 9/11 Memorial and Museum mission. Listen to backstage stories in the Broadway theatre district, shop in the East Village, eat streetside hotdogs, sip cocktails in elegant bars, take in a show. And as evening falls, take a walk with your loved one over Brooklyn Bridge. Big, bold and brash – there's a lot to bite off in the Big Apple. New York port guide Search cruises visiting New York

Day 3 Oct 30, 2027 Hamilton, Bermuda Arrives 16:00 A charming stack of pastel-coloured buildings clamour over the waterfront of Bermuda's pretty capital, Hamilton. Light paints bathe the island's buildings in bright floral colours, and whether you want to swing your shoulders on lush green fairways, or your hips during lively street parties - Hamilton has a rhythm for everyone. The decorative hues of Front Street's buildings ooze colonial charm, and a stroll along the seafront promenade is the perfect way to acquaint yourself. View less There's more gorgeous colour at the island's legendary beaches, where pink sands slip into turquoise waves. Dive offshore into teeming reefs, take glass-bottom boats, or stroll on the powder as dazzling sunset displays unfurl. Take in the palatial mansions of Billionaire's Row, or whack golfballs into the crisp blue sky, as the sea washes beside you. While Bermuda is best known for its silky soft sands, there's one beach where you won't want to go barefoot. Sea Glass Beach is covered by sea-rounded glass pieces, which chime and tinkle as the waves rolls in over them. Historic forts like Fort Hamilton offer perfectly manicured swathes of lawn, palm trees and lashings of military pomp - along with sweeping views of the sparkling sea and harbour. See stern-faced sea turtles, tropical fish and seals splashing around in the waters - as well as vibrant flamingos and cheeky lemurs - at Bermuda's aquarium and zoo. Or the Bermuda Underwater Exploration Institute offers a deep dive into the area's history - exploring everything from mankind's environmental impact, to the Bermuda Triangle's legendary, ship-swallowing mythology. Hamilton, Bermuda port guide Search cruises visiting Hamilton, Bermuda

Day 8 Nov 4, 2027 Philipsburg, Sint Maarten 08:00 – 22:00 14.0 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 port guide Search cruises visiting Philipsburg, Sint Maarten

Philipsburg, Sint Maarten photo — Day 8 Nov 4, 2027 Philipsburg, Sint Maarten 08:00 – 22:00 14.0 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 port guide Search cruises visiting Philipsburg, Sint Maarten

Day 10 Nov 6, 2027 San Juan, Puerto Rico Arrives 06:30 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 10 Nov 6, 2027 San Juan, Puerto Rico Arrives 06:30 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 72-day span: $1,949 · range $1,949–$2,079

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

same cruise line and duration · from-price per night · as of Jun 24, 2026 · Broader cohort: same cruise line and duration, compared by from-price per night.

Current prices

Per person · 2 guests · incl. taxes & fees

Inside

from $1,949

$216 / night

Fare rows

Club Interior Stateroom

Cabin grade

Available

from $1,949

$216 / night

per person · incl. taxes

Club Interior Stateroom

Cabin grade

Available

from $2,079

$231 / night

per person · incl. taxes

Club Interior Stateroom

Cabin grade

Available

from $2,109

$234 / night

per person · incl. taxes

Oceanview

from $2,259

$251 / night

Fare rows

Club Oceanview Stateroom (Obstructed View)

Cabin grade

Available

from $2,259

$251 / night

per person · incl. taxes

Club Oceanview Stateroom

Cabin grade

Available

from $2,329

$258 / night

per person · incl. taxes

Club Oceanview Stateroom

Cabin grade

Available

from $2,399

$266 / night

per person · incl. taxes

Club Oceanview Stateroom

Cabin grade

Available

from $2,469

$274 / night

per person · incl. taxes

Balcony

from $2,869

$318 / night

Fare rows

Club Veranda Stateroom

Cabin grade

Available

from $2,869

$318 / night

per person · incl. taxes

Club Veranda Stateroom

Cabin grade

Available

from $2,949

$327 / night

per person · incl. taxes

Club Veranda Stateroom

Cabin grade

Available

from $3,029

$336 / night

per person · incl. taxes

Club Veranda Plus Stateroom

Cabin grade

Available

from $3,339

$371 / night

per person · incl. taxes

Club Veranda Plus Stateroom

Cabin grade

Available

from $3,419

$379 / night

per person · incl. taxes

Club Veranda Plus Stateroom

Cabin grade

Available

from $3,499

$388 / night

per person · incl. taxes

Suite

from $4,939

$548 / night

Fare rows

Club Continent Suite

Cabin grade

Available

from $4,939

$548 / night

per person · incl. taxes

Club Continent Suite

Cabin grade

Available

from $5,019

$557 / night

per person · incl. taxes

Grandview Suite Stateroom

Cabin grade

Available

from $5,459

$606 / night

per person · incl. taxes

Club Ocean Suite

Cabin grade

Available

from $7,529

$836 / night

per person · incl. taxes

Club World Owners Suite

Cabin grade

Available

from $8,339

$926 / night

per person · incl. taxes

Panorama Suite Stateroom

Cabin grade

Available

from $8,889

$987 / night

per person · incl. taxes

Prices verified Jun 23, 2026

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

Show all 27 cabin grades

Name	Supplier code	Type
Not listed
Club Veranda Plus Stateroom	P1	Balcony
Club Veranda Plus Stateroom	P2	Balcony
Club Veranda Plus Stateroom	P3	Balcony
Club Veranda Stateroom	V1	Balcony
Club Veranda Stateroom	V2	Balcony
Club Veranda Stateroom	V3	Balcony
Club Veranda Stateroom - Guaranteed	X	Balcony
Club Veranda Plus Stateroom - Guaranteed	XP	Balcony
Club Interior Stateroom	09	Inside
Club Interior Stateroom	10	Inside
Club Interior Stateroom	11	Inside
Club Interior Stateroom	12	Inside
Interior Stateroom - Guaranteed	Z	Inside
Club Oceanview Stateroom	04	Oceanview
Club Oceanview Stateroom	05	Oceanview
Club Oceanview Stateroom	06	Oceanview
Club Oceanview Stateroom (Obstructed View)	08	Oceanview
Oceanview Stateroom - Guaranteed	Y	Oceanview
Club Ocean Suite	CO	Suite
Panorama Suite Stateroom	CS	Suite
Club World Owners Suite	CW	Suite
Grandview Suite Stateroom	E1	Suite
Club Continent Suite	N1	Suite
Club Continent Suite	N2	Suite
Club Spa Suite	SP	Suite
Suite - Guaranteed	W	Suite