ABTA & ATOL Protected | 220+ Five-Star Reviews

ABTA & ATOL Protected

ATOL Protected

Rated Excellent

Price match promise

£13,560 donated

abta
Call | Chat | Crui.se Call Icon 023 8268 7278
Mon - Fri from 9 am - 8 pm
Sat from 10 am - 4 pm

Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan

Embark on an unforgettable Azamara journey with our Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan. This 9-day adventure begins in New York City and takes you to breathtaking destinations.

Explore the charming pink architecture of Hamilton, Bermuda, followed by the Dutch colonial beauty of Philipsburg, St. Maarten, and the vibrant culture of San Juan, Puerto Rico. Discover pristine beaches, indulge in delicious local cuisine, and immerse yourself in the rich history of these Caribbean gems.

Sail with Azamara, known for its intimate ship experience and exceptional service, ensuring a luxurious and memorable vacation. Book now for an escape you'll cherish forever!

  • Cruise Line: Azamara
  • Ship: Azamara Quest
  • Duration: 9 Nights
  • Departure: October
FROM
£1,359 pp
Enquire Now

Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan Prices

Price per person
Oct 28, 2027
£1,359 pp
Enquire
More Dates

Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan Itinerary

Day 1

New York, New York

The problem with visiting New York City is knowing where to begin but even if you don't immediately rush off to view the world-famous sights and landmarks of this most dynamic of cities just being there is enough: the wonder of New York is in the energy and the diversity that emanates from its densely packed multi-cultural population. The city vibrates with colliding cultures and languages; here high-life and low-life rub shoulders and whoever you are and whatever your taste there will be something to amuse and stimulate you 24-hours a day.Whether lolling on a bench in leafy Central Park watching the world go by from a French bistro in Soho or gazing up at 'Lady Liberty' from the deck of the Staten Island Ferry most visitors will feel they've done it all before simply because New York is so familiar to anyone who has ever seen a movie or watched television. There is something special however in actually seeing the familiar landmarks and experiencing the pulse of the 'city that never sleeps'.New York City is made up of five boroughs: Staten Island The Bronx Brooklyn Queens and Manhattan but many visitors never leave Manhattan. There is a lot packed into this tiny area: the 24-hour pasta restaurants of Little Italy and the bustling sidewalks of Chinatown the jazz clubs of Greenwich Village and the theatres of Broadway; and of course the iconic sights of the Statue of Liberty the Empire State Building and Times Square.New York has been described as the best three-day city in the world and that's about right. After a frenzy of museums galleries bars and clubs many visitors are ready for a break. Fortunately there's a lot of choice in excursions from the National Parks of upstate New York to the beaches of Long Island or simply the leafy oasis of Central Park. Whatever you're after New York is ready and waiting to bewitch bother and bewilder.

Day 3

Hamilton

Bermuda's pretty pastel-shaded capital, Hamilton, named after a
former Governor, hustles and bustles with local shoppers and keen
sightseers every day of the week. Although it is officially a city,
boasting a massive 19th century neo-Gothic cathedral, it is the
size of a town and is inhabited by approximately 15,000 people. The
population swells appreciably with the frequent arrival of cruise
ships that berth next to Hamilton's main thoroughfare, Front
Street, stretching along the harbour. Front Street also boasts a
ferry terminal, a parade area and countless shops, restaurants and
taverns. Most visitors linger at any one of the restaurants along
the stretch and enjoy the harbour views or watch the passersby from
the decorative balconies.

The mood is relaxed and amiable. Throughout the town British
influences have blended comfortably with the casual island style.
Visitors can explore elegant buildings like the Royal Yacht Club
and Historical Museum, or take a ride in a quaint horse-drawn
carriage. Hamilton's pride is the Georgian-style Sessions House, on
Church Street. It dates back to 1815 and serves as Bermuda's House
of Assembly and Supreme Court. It is also worth visiting Fort
Hamilton, particularly for the splendid views it offers of the
city, harbour and Gibb's Hill Lighthouse. At midday every Monday
shows are staged with bagpipers and traditional dancers.

Day 8

Philipsburg

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Day 9

Road Town, Tortola

Tortola is the largest and most populated island in the British Virgin Islands (BVI), a beautiful group of islands located in the Caribbean Sea. With its stunning white sand beaches, crystal clear turquoise waters, and lush green hills, Tortola is a tropical paradise that offers a unique blend of natural beauty and cultural heritage.

One of the main draws of Tortola is its spectacular beaches. Whether you're looking to relax on the sand, swim in the warm waters, or try your hand at water sports like snorkeling and kayaking, Tortola has a beach for everyone. Some of the most popular beaches include Cane Garden Bay, Smuggler's Cove, and Brewer's Bay. These beaches offer calm waters, palm-fringed shores, and a relaxed atmosphere that encapsulates the essence of a Caribbean getaway.

Beyond its beaches, Tortola also boasts a diverse and vibrant culture. The island's capital, Road Town, offers a charming mix of British colonial architecture and Caribbean charm. Here, you'll find colorful buildings, bustling markets, and a variety of shops, restaurants, and bars that cater to both locals and tourists alike. The combination of local cuisine and international flavors creates a culinary experience that is truly unique to Tortola.

For those interested in history and culture, Tortola has a rich heritage to explore. The Virgin Islands Folk Museum in Road Town provides an insight into the island's history, culture, and traditions. The 18th-century Callwood Rum Distillery and the 1780 Lower Estate Sugar Works Museum offer a glimpse into Tortola's colonial past and the island's once-thriving sugar industry.

Nature enthusiasts will also find plenty to enjoy on Tortola. Sage Mountain National Park, located at the highest point on the island, offers breathtaking views of the surrounding islands and lush rainforest trails to explore. The park is home to an impressive variety of flora and fauna, including the rare Virgin Islands dwarf gecko. Smaller islands like Norman Island and Jost Van Dyke are great destinations for day trips, offering opportunities for snorkeling, diving, and hiking.

Tortola's warm and welcoming atmosphere extends beyond its natural beauty and cultural offerings. The locals, known as "Belongers," are friendly and hospitable, ensuring that visitors feel welcome and at home during their stay. The island's laid-back vibe and slower pace of life make Tortola the perfect destination for those looking to escape the hustle and bustle of everyday life and relax in a tranquil and serene environment.

In terms of accommodation, Tortola offers a range of options to suit different budgets and preferences. Luxurious resorts, cozy guesthouses, and self-catering villas can all be found on the island, providing ample choices for travelers.

Getting to Tortola is relatively easy. The Terrance B. Lettsome International Airport serves as the main gateway, with flights from various international destinations. Alternatively, travelers can also reach Tortola by ferry from neighboring islands such as St. Thomas or St. John in the U.S. Virgin Islands.

In conclusion, Tortola is a tropical paradise that offers a perfect blend of natural beauty, cultural heritage, and warm hospitality. With its stunning beaches, vibrant local culture, and abundance of outdoor activities, Tortola is an idyllic destination for those in search of a memorable and rejuvenating vacation.

Day 10

San Juan (Puerto Rico)

The capital city of Puerto Rico, San Juan
is one of the busiest ports in the Caribbean and home to a third of
all Puerto Ricans. Nearly every visitor to the island arrives at
San Juan, many on cruise liners. It's one of the largest home-based
cruise ports in the world, hosting many vessels with more being
added each year.

San Juan is divided into three distinct
districts: Old San Juan, the historic walled city; the beach and
resort area; and the outlying suburbs. Tourists mainly visit Old
San Juan, the site of most restaurants, shops, entertainment venues
and some exquisite beaches.

The old city is linked to the new by the
largely residential barrio of Puerta de Tierra and a series of
modern highways leading to the Condado beachfront, which is
reminiscent of Florida's Miami Beach with its high-rise hotels and
apartment blocks.

It is not only tourism that keeps the
financial mills grinding in San Juan. The city is an important
centre for petroleum and sugar refining, brewing and distilling,
and the manufacturing of cement, pharmaceuticals, metal products
and tobacco products.

In the midst of all the hustle and bustle,
there are numerous attractions in San Juan to amuse, entertain and
interest many tourists, and the city is a perfect base for
exploring the rest of what this small Caribbean island has to
offer.

Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan Ships

Trustpilot Reviews

Recommended Deals like Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan

9 Nights

Bermuda & Caribbean Cruise: Hamilton, Philipsburg & San Juan

Azamara
Departure: October
VISITING: New York Hamilton Philipsburg Road Town San Juan
FROM £ 1,359 pp

Join the Crui.se Club

Points That Pay

Earn 25 points (£25) just for joining — and collect more on bookings, reviews, and referrals.

Exclusive Member Deals

Unlock off-market offers reserved only for Crui.se Club members.

Early Access Perks

Be the first to book with pre-launch notifications and special member-only booking windows.

Cruise With Confidence

Our mission at wordpress-1024654-4169282.cloudwaysapps.com is to help you and your loved one’s book and experience the best cruise holiday imaginable. We’re different in that, our customers come first, not our suppliers or profit margins. Get in touch and let us help you set sail.

ABTA protected

Over 20 cruise brands to choose from

Low deposits from £500

All Inclusive cruises

Best deals & discounts

Community driven

Brand agnostic

We take care of everything

Custom built cruise holidays