Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan

Pricing is based on departure date: 28 October 2027

New York's autumn energy sets the voyage in motion before two days at sea build anticipation for Bermuda. Three overnight stays allow the island's pink beaches, crystal caves, and pastel harbour town to be savoured at genuine leisure rather than glimpsed and left behind. Two further sea days then carry the ship into the Caribbean proper, arriving at Sint Maarten's turquoise dual-nation harbour for a late-evening stay before Tortola's hidden BVI bays offer a quieter, more intimate island experience. San Juan closes the arc with Old San Juan's fortress walls and cobblestone streets for the most historically layered farewell.

Itinerary Map

Itinerary highlights

New York City, New York, United States
New York City needs little by way of introduction, as its reputation for outstanding theatre, music, museums, restaurants, sports, eclectic neighborhoods, and vibrant nightlife is famous throughout the world.

Hamilton, Bermuda
The stories about Bermuda are true: The sand is pink, the water an irresistible turquoise, golf courses are everywhere, and traffic in Hamilton is directed by constables wearing (you guessed it) Bermuda shorts.

Philipsburg, Sint Maarten
It’s hard to get lost in Philipsburg—one mile of colorful Creole houses long and four streets deep—but it’s also a place where you may find yourself on the brink of an adventure you have long imagined.

Road Town, Tortola, British Virgin Islands
The largest of the British Virgin Islands and home of the capital, Road Town, Tortola is a big draw for outdoor enthusiasts thanks to fantastic hiking trails in the lush interior hills. For a more laid back island experience, Tortola is home to some of the best beaches in the Caribbean. Imbibe on Brewer’s Bay beach, or dig your toes into the sand on Cane Beach, by far the most famous and popular beach on the island.

San Juan, Puerto Rico
Ponce de Leon never did find the Fountain of Youth, but he did stumble upon San Juan, which had to be a close second, featuring an appealing array of golf courses, rainforests and beaches galore.

Your Ship: Azamara Quest

The Azamara Quest is a mid-sized ship with a deck plan that’s intimate but never crowded, and offers everything modern cruisers are looking for—plus some unexpected extras.

Destination-Focused Cruising
Designed for immersive travel, Azamara Quest features longer stays, late departures and access to unique destinations, giving you more time to experience local culture both day and night.

Exceptional Dining
Choose from seven restaurants, cafés and lounges offering everything from relaxed poolside dining to elegant speciality restaurants, with fresh, internationally inspired cuisine throughout your voyage.

Relaxation & Wellness
Unwind between adventures with a refreshing pool, sun decks, fitness centre and the Sanctum Spa, providing the perfect place to relax after a day ashore.

Comfortable Accommodation
Retreat to stylish staterooms featuring contemporary décor, plush bedding and thoughtful amenities, with many accommodation options offering a private veranda to enjoy ocean views in comfort.Warm, personalised service

ALWAYS INCLUDED

Variety of Dining Venues & 24-hour Room Service
Beer, Wine, and Spirits All Day & Night
Signature AzAmazing Evenings
Unlimited Self-Service Laundry
Onboard Gratuities

ALWAYS EXPECTED

Overnights & Extended Destination Days
Unique & Iconic Destinations
No Hassle, No Crowds
Warm & Attentive Service

New York City (United States), Hamilton (Bermuda), Philipsburg (Sint Maarten), Road Town (British Virgin Islands), San Juan (Puerto Rico)

All fares are displayed in AUD, and pricing is per person based on twin share occupancy unless stated otherwise. Although all due care is taken to keep information as up-to-date as possible, pricing and availability are subject to change without notice: due to varying timing schedules of supplier automated update processes; currency fluctuations; fuel surcharges or government tax & fee changes and may not be guaranteed until paid in full. Gratuities may be an additional onboard charge depending on particular cruise line selected. Please ask your cruise consultant for any clarification of Terms & Conditions.