Embark on an unforgettable 11-night holiday combining New York City's iconic attractions with a Caribbean cruise aboard Azamara Quest. Discover Bermuda's pink-sand beaches, explore the tropical charm of Sint Maarten, and experience the beautiful British Virgin Islands before arriving in Puerto Rico.
This package includes return international flights from London with baggage, airport and port transfers, a 2-night stay in New York City with a Standard Room, and a 9-night cruise onboard Azamara Quest in an Inside Stateroom. Enjoy onboard dining, entertainment, and relaxing days at sea.
Quick Summary
Package Overview
Begin with two nights exploring New York City's famous landmarks and vibrant neighbourhoods before boarding Azamara Quest. Discover Bermuda, Philipsburg in Sint Maarten, and Road Town in Tortola, with relaxing days at sea before disembarking in San Juan, Puerto Rico.
Destinations & Ports of Call
✅ New York City, USA – Times Square, Central Park & iconic skyline
✅ Hamilton, Bermuda – Pink-sand beaches, pastel streets & island charm
✅ Philipsburg, Sint Maarten – Caribbean beaches, waterfront & duty-free shopping
✅ Road Town, Tortola – Tropical scenery, picturesque harbour & beautiful beaches
✅ San Juan, Puerto Rico – Colonial architecture, historic forts & colourful streets
Best Time to Visit
Late October and early November offer pleasant autumn weather in New York City and warm tropical conditions across the Caribbean. It's a lovely time to combine city sightseeing with island exploration, although occasional rain and tropical weather remain possible.
Welcome to New York City, the iconic metropolis renowned for its towering skyscrapers, world-famous landmarks, vibrant neighbourhoods, and endless entertainment. Upon arrival, make your way to your hotel in Brooklyn and settle in. Spend the remainder of the day exploring the local area or relaxing after your journey.
Overnight in New York City
Hotel: Wyndham Garden Brooklyn Sunset Park ★★★★
Room: Standard Room
Spend the day discovering the highlights of New York City. Admire the bright lights of Times Square, explore Central Park, stroll along Fifth Avenue, or visit the 9/11 Memorial and One World Trade Center. You could also make your way to the Brooklyn Bridge for memorable skyline views before enjoying your final evening in the city.
Overnight in New York City
Hotel: Wyndham Garden Brooklyn Sunset Park ★★★★
Room: Standard Room
Make your way to Manhattan Cruise Terminal to board Azamara Quest for your nine-night Caribbean cruise. Settle into your comfortable Inside Stateroom and explore the ship's inviting lounges, dining venues, entertainment spaces, and open decks as your voyage begins.
Depart: 5:00 PM
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Enjoy a relaxing day at sea as Azamara Quest sails towards Bermuda. Take advantage of the ship's leisure facilities, savour a variety of dining experiences, enjoy onboard entertainment, or simply unwind with ocean views. This is the perfect opportunity to settle into the rhythm of your cruise.
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Spend three memorable days in Hamilton, Bermuda's colourful capital, known for its pastel-coloured buildings, turquoise waters, and beautiful beaches. Explore the city's shops and waterfront, discover the island's British-Caribbean heritage, or make your way to the famous pink-sand beaches of Horseshoe Bay. Enjoy the island's relaxed atmosphere and scenic coastal landscapes before your cruise continues.
Arrive: 4:00 PM on 30 Oct | Depart: 4:00 PM on 1 Nov
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Enjoy two days at sea as Azamara Quest sails towards the Caribbean. Spend time relaxing onboard, enjoying the ship's dining options, exploring its entertainment and leisure facilities, or taking in the panoramic ocean views. These leisurely days provide a welcome opportunity to recharge before your upcoming island adventures.
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Arrive in Philipsburg, the lively capital of Sint Maarten, known for its beautiful beaches, colourful streets, and duty-free shopping. Stroll along Front Street, relax beside Great Bay Beach, or discover the island's distinctive blend of Dutch and Caribbean influences. Enjoy the tropical scenery and vibrant atmosphere before returning to the ship.
Arrive: 8:00 AM | Depart: 10:00 PM
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Visit Road Town, the capital of Tortola in the British Virgin Islands. Discover its picturesque harbour, browse local shops, or explore the island's tropical scenery and beautiful beaches. Tortola's laid-back Caribbean atmosphere and striking coastal landscapes offer a wonderful final port of call before your cruise concludes in Puerto Rico.
Arrive: 8:00 AM | Depart: 6:00 PM
Overnight onboard Azamara Quest
Cabin: Inside Stateroom
Meals: Breakfast, Lunch & Dinner
Arrive in San Juan, Puerto Rico, a captivating Caribbean destination celebrated for its colourful colonial architecture, historic fortresses, and lively waterfront. Enjoy breakfast onboard before disembarking at San Juan Cruise Port, bringing your memorable New York, Bermuda, and Caribbean cruise holiday to a close.
Arrive: 6:00 AM
Meals: Breakfast
- £2949 pp: 26 Oct 2027 - 06 Nov 2027
Inclusions:
Return international flights from London with baggage
All airport & port transfers throughout
2 Nights stay at 4 ★ Hotel Wyndham Garden Brooklyn Sunset Park, NYC with breakfast
Local accommodation tax: 22.95 USD per accommodation per night (approx. £34.62 per person for the full stay)
9 Nights cruise onboard Azamara Quest Cruise
Interior Stateroom accommodation onboard
All meals onboard cruise
Variety of Dining Venues & 24-hour Room Service
Beer, Wine, and Spirits All Day & Night
Signature AzAmazing Evenings
Unlimited Self-Service Laundry
Port taxes, cruise fees & government charges included
Onboard Gratuities
Based on 2 adults sharing
Additional charges may apply for selected spa treatments, salon services, boutique purchases and other personal onboard expenses
Availability is limited and subject to change
We always strive to confirm the hotels listed in the package you choose, but in rare cases where we can't, like-for-like alternatives will be provided.
ℹ️ Note: City taxes are payable locally at the hotel.