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New York to Bermuda & Caribbean Cruise – 11 Nights

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

✔ Return flights from London with baggage
✔ 2 Nights at 4★ Wyndham Garden Brooklyn Sunset Park, New York City
✔ 9 Nights cruise onboard Azamara Quest
✔ All airport & port transfers throughout
✔ All meals onboard cruise
✔ Onboard dining, entertainment & leisure facilities

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.

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Itinerary

Day 1: Arrival in New York City, USA | 26 Oct 2027

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

Day 2: Discover New York City's Iconic Sights | 27 Oct 2027

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

Day 3: Embarkation on Azamara Quest from New York | 28 Oct 2027

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

Day 4: Relaxation at Sea | 29 Oct 2027

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

Day 5–7: Discover Hamilton, Bermuda | 30 Oct–1 Nov 2027

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

Day 8–9: Ocean Views & Leisure at Sea | 2–3 Nov 2027

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

Day 10: Explore Philipsburg, Sint Maarten | 4 Nov 2027

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

Day 11: Discover Road Town, Tortola | 5 Nov 2027

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

Day 12: Arrival in San Juan, Puerto Rico | Cruise Disembarkation | 6 Nov 2027

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

11 nights
from £2,949pp
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- £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.

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Enquire about New York to Bermuda & Caribbean Cruise – 11 Nights
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11 nights
from £2,949pp
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