1-800-627-3753 Speak to a Cruise Expert

Caribbean - Eastern Cruises 2021/2022

Save up to 75% on Caribbean - Eastern Cruises 2021/2022

Caribbean - Eastern Travel Guide

The Eastern Caribbean with its sapphire-colored water has been attracting visitors to its bubbling biodiversity and scenic views for decades now. It's home to the U.S. Virgin Islands, St. Maarten, The British Virgin Islands, and Puerto Rico. Come face to face with manta rays, swim with the dolphins and sea turtles, and take a majestic cruise to the Eastern Caribbean Ocean for a visit of a lifetime. Spend time relaxing on white-sand beaches, shopping, and exploring shore excursions. Many areas of this beautiful gem are still pristine and will leave you breathless on your next Eastern Caribbean ocean cruise. With cruise line volume buys plus our low everyday prices you can save up to 80% versus the brochure price! Book your Caribbean - Eastern cruise today with AffordableTours.com, your discounted cruise headquarters.

Caribbean - Eastern Travel Guide

Cruises

Refine your search

Sail Date Cruise Line Ship Destination Departs Length Price You Save Discounts
38 reviews
Itinerary Map/Ship Image
Royal CaribbeanSymphony of the SeasCaribbean - EasternMiamiMiami7 NightsCharlotte Amalie, St. Thomas | Labadee, Haiti | Miami, Florida | Perfect Day Cococay, Bahamas | San Juan, Puerto Rico
-100%
From: $9,999,999
You Save: $9,998,454
Shipboard Credit Per Stateroom ($50)
Shipboard Credit Per Stateroom ($50)
95 reviews
Itinerary Map/Ship Image
Celebrity MillenniumCaribbeanPhilipsburgPhilipsburg7 NightsBridgetown, Barbados | Oranjestad, Aruba | Philipsburg, St. Maarten | Willemstad, Curacao$1,649
Up To $200 Onboard Credit
Balcony!
95 reviews
Itinerary Map/Ship Image
Celebrity MillenniumCaribbeanPhilipsburgPhilipsburg7 NightsBridgetown, Barbados | Castries, St. Lucia | Philipsburg, St. Maarten | Tortola, B.V.I.$1,599
Up To $200 Onboard Credit
 
120 reviews
Itinerary Map/Ship Image
Royal CaribbeanAllure of the SeasCaribbean - EasternPort CanaveralPort Canaveral7 NightsCharlotte Amalie, St. Thomas | Perfect Day Cococay, Bahamas | Philipsburg, St. Maarten | Port Canaveral, Florida
-100%
From: $9,999,999
You Save: $9,998,924
Shipboard Credit Per Stateroom ($50)
Shipboard Credit Per Stateroom ($50)

Need Help Planning A Cruise?

Our cruise experts can help you:

  • Find the best discounts
  • Hold a cabin for 24 hours for free
  • Receive personalized recommendations
  • Book handicap accessible cabins
67 reviews
Itinerary Map/Ship Image
Royal CaribbeanIndependence of the SeasCaribbean - WesternMiamiMiami6 NightsFalmouth - Jamaica | George Town - Grand Cayman | Labadee - Haiti | Miami - Florida
-100%
From: $9,999,999
You Save: $9,999,500
Up To $150 Onboard Credit
***
195 reviews
Itinerary Map/Ship Image
PrincessCaribbean PrincessCaribbean - EasternFt. LauderdaleFt. Lauderdale7 NightsFt. Lauderdale, Florida | Princess Cays, Bahamas | St. Kitts | St. Thomas, Virgin Islands
-100%
From: $9,999,999
You Save: $9,999,200
Shipboard Credit Per Stateroom ($50)
Shipboard Credit Per Stateroom ($50)
38 reviews
Itinerary Map/Ship Image
Royal CaribbeanSymphony of the SeasCaribbean - EasternMiamiMiami7 NightsCharlotte Amalie, St. Thomas | Miami, Florida | Perfect Day Cococay, Bahamas | Philipsburg, St. Maarten
-100%
From: $9,999,999
You Save: $9,998,802
Up To $150 Onboard Credit
***
95 reviews
Itinerary Map/Ship Image
Celebrity MillenniumCaribbeanPhilipsburgPhilipsburg7 NightsBridgetown, Barbados | Oranjestad, Aruba | Philipsburg, St. Maarten | Willemstad, Curacao$1,629
Up To $200 Onboard Credit
 
38 reviews
Itinerary Map/Ship Image
Royal CaribbeanSymphony of the SeasCaribbean - EasternMiamiMiami7 NightsCharlotte Amalie, St. Thomas | Labadee, Haiti | Miami, Florida | Perfect Day Cococay, Bahamas | San Juan, Puerto Rico
-100%
From: $9,999,999
You Save: $9,998,637
Shipboard Credit Per Stateroom ($50)
Shipboard Credit Per Stateroom ($50)
95 reviews
Itinerary Map/Ship Image
Celebrity MillenniumCaribbeanPhilipsburgPhilipsburg7 NightsBridgetown, Barbados | Castries, St. Lucia | Philipsburg, St. Maarten | Tortola, B.V.I.$1,669
Up To $200 Onboard Credit
Balcony!
67 reviews
Itinerary Map/Ship Image
Royal CaribbeanIndependence of the SeasCaribbean - WesternMiamiMiami6 NightsFalmouth - Jamaica | George Town - Grand Cayman | Labadee - Haiti | Miami - Florida
-100%
From: $9,999,999
You Save: $9,999,380
Up To $150 Onboard Credit
***
20 reviews
Itinerary Map/Ship Image
MSC ArmoniaBahamasMiamiMiami7 NightsKey West | Miami, Florida | Nassau,Bahamas | Ocean Cay, MSC Marine Res,Baha$579
Up To $100 Onboard Credit
Onboard Credit!
195 reviews
Itinerary Map/Ship Image
PrincessCaribbean PrincessCaribbean - EasternFt. LauderdaleFt. Lauderdale7 NightsFt. Lauderdale, Florida | Princess Cays, Bahamas | St. Kitts | St. Thomas, Virgin Islands$799
Shipboard Credit Per Stateroom ($50)
Shipboard Credit Per Stateroom ($50)
52 reviews
Itinerary Map/Ship Image
Disney FantasyCaribbean - EasternPort CanaveralPort Canaveral7 Nights Castaway Cay, Bahamas | Port Canaveral, FL | San Juan, Puerto Rico $2,576
Up To $500 Onboard Credit
Onboard Credit!
2 reviews
Itinerary Map/Ship Image
Carnival SunriseCaribbean - EasternMiamiMiami5 NightsGrand Turk, Great Britain | Half Moon Cay, Bahamas | Miami, Florida | Nassau, Bahamas$639
Up To $100 Onboard Credit
Onboard Credit!
68 reviews
Itinerary Map/Ship Image
Royal CaribbeanBrilliance of The SeasCaribbean - WesternTampaTampa7 NightsBelize City - Belize | Cozumel - Mexico | George Town - Grand Cayman | Key West - Florida | Tampa - Florida$959
Up To $150 Onboard Credit
***
31 reviews
Itinerary Map/Ship Image
Celebrity EdgeCaribbean - EasternFt. LauderdaleFt. Lauderdale7 NightsCharlotte Amalie - St. Thomas | Fort Lauderdale - Florida | Philipsburg - St. Maarten | San Juan - Puerto Rico$1,889
Up To $200 Onboard Credit
***
95 reviews
Itinerary Map/Ship Image
Celebrity MillenniumCaribbeanPhilipsburgPhilipsburg7 NightsBridgetown, Barbados | Oranjestad, Aruba | Philipsburg, St. Maarten | Willemstad, Curacao$1,799
Up To $200 Onboard Credit
Balcony!
66 reviews
Itinerary Map/Ship Image
Norwegian BreakawayCaribbean - EasternMiamiMiami7 NightsMiami, Florida | Nassau, Bahamas | St. Thomas, Virgin Islands | Tortola, B.V.I.
-100%
From: $9,999,999
You Save: $9,999,104
Shipboard Credit Per Stateroom Up To ($100)
Shipboard Credit Per Stateroom Up To ($100)
58 reviews
Itinerary Map/Ship Image
Carnival ElationCaribbean - EasternPort CanaveralPort Canaveral5 NightsAmber Cove, Dominican Republic | Grand Turk, Great Britain | Port Canaveral, Florida$669
Up To $150 Onboard Credit
 

Caribbean - Eastern Travel Guide

Caribbean - Eastern Cruises Highlights

  • Explore Trunk Bay and snorkel along with the underwater coral.
  • The waterfalls of the Dominican Republican are spectacular and well worth visiting when possible.
  • If you are courageous try ziplining at one of many destinations in St. Maarten including the Flying Dutchman, the world's steepest zip line.
  • This is one of the world's best spots for scuba diving undoubtedly. Whether you are experienced or want to learn, don't miss the opportunity if you are interested.
  • Stay longer in ports such as Barbados and St. Thomas to enjoy the warm evenings.
  • Enjoy the savory island cuisine and take a sip of the signature cocktails.
  • Dance to the vibrant island rhythms and immerse yourself in the culture.
  • Take a ferry to explore the beauty of Tortola and the neighboring islands of the British Virgin Islands.
  • Sit under the sun in one of the quietest beaches of Grand Turk.
  • Have a wonderful time in the luxury resorts and hotels in Paradise Island, Nassau.

Caribbean - Eastern Cruises Travel Tips

  • You aren't stuck with taking expensive tours if you visit this destination. There are alternative options for expensive tours or excursions. If you would like to head to the beach, you can take a taxi or a bus instead. The taxi drivers often make for good guides compared to excursions. They are extremely friendly as well.
  • Some Caribbean islands are famous for pickpockets. Travelers are subject to become the victim of such crimes more often. St Lucia and Barbados are popular islands where you might get robbed, so watch out. When you head out of the ship, make sure you leave valuables at home. 
  • Although US dollars are widely accepted on most of the islands, sometimes they give you change in the local currency. If you don't want to end up with local currency, make sure you keep small dominations of the US dollar.
  • Some days, popular spots can be overly crowded. You can still manage to find peaceful beaches and friendly places to hang out away from the town. Do some research ahead of time to avoid the rush.
  • On islands such as Puerto Rico and St. Maarten, renting a car is a great idea. Make sure you make a reservation in advance because when several ships are in the port, you are likely to run out of options quickly. 

Caribbean - Eastern Cruises Things To Do

  • San Juan, Puerto Rico
    San Juan, Puerto Rico

    San Juan is popular for eastern Caribbean cruises. It's a compact colonial city boasting some of the most beautiful colonial architecture and salsa bars outside Havana. It's the largest cruise port of the Caribbean. In fact, the southern, as well as eastern cruises, begin here. San Juan has three magnificent seaside forts with dungeons, walkable ramparts, and tunnels. The cobblestone streets of the old town are lined with churches, pastel-shaded mansions, murals, cafes, galleries, bars and so much more.  While you are here, book a taxi to visit El Yunque, a rainforest featuring 400 species of trees and plants. It's also home to many exotic mammals and birds.  

    Best Time To Visit

    The best time to cruise to San Juan for a cruise is mid-April to June. Spring is also a great time to visit since the weather is always pleasant.   
  • Fort-de-france, Martinique
    Fort-de-france, Martinique

    Martinique is an overseas region of France.  The culture here reflects a distinctive blend of French and West Indian influences. Fort-de-France the largest city in the French West Indies has a colorful culture and fast-paced life. When you start your cruise, do visit the Fort St. Louis Park in La Savane. Grand Marche in Fort-de-France is also one of the best places to visit. It's a 19th-century bazaar where you will find fabrics, flowers, spices, and handicrafts. If you would like beaches, Plage Anse d'Arlet is the best one to be at. It has golden sand and there are bars all over the beach.

    Best Time To Visit

    Fort-de-France welcomes cruises throughout the year. The peak season starts from October going all the way to October.
  • Tortola, British Virgin Islands
    Tortola, British Virgin Islands

    If you ask for one word to describe the British Virgin Islands, that would be posh. It is home to villas, restaurants, resorts, and lots of tourist attractions.  Tortola is among the best places to cruise. The oleander, shimmer beaches, quaint towns, hibiscus mountainsides all make it a wonderful place to be at. You may choose to charter a boat or take a ferry to discover the island and its neighboring islands. 

    Best Time To Visit

    Travel to Tortola is from September to November. The participation is at its peak during the fall months. So choose a time before the crowd gets wild.
  • Philipsburg, St. Maarten
    Philipsburg, St. Maarten

    St. Maarten is known for its beautiful blend of culture. It is home to 120 different nationalities and it's governed by two countries France and the Netherlands. The cruise to Philipsburg is going to peaceful since its home to a handful of secluded beaches. You will also find one of the best cuisines here to tantalize your taste buds. As your cruise begins, you will be quickly charmed by all sides of this island. Great Bay beach and Macho beach are two of the best spots for snorkeling. During your time at the port, do taste the local seafood. 

    Best Time To Visit

    The months of May and June and between November and December. There are only selected weeks when hotels have the best rates. Make sure you do some research before the reservation to find great deals.
  • Barbados
    Barbados

    Barbados is everything you would ever want from a Caribbean island. The pink sand is just soothing to the eyes. Its days are warm whereas nights are calming. The island has a rich history, which begs to be explored. It is home to several heritage centers and museums to captivate its visitors. If you seek more than just a day to relax on a sandy beach, do take a tour to its sugar cane hills and hike to wildlife.  Follow the trail of the bougainvillea blossoms or spend a day in the rainforest ravine, choose any activity you like to start your travel.

    Best Time To Visit

    Cruise Barbados between July and November. Yes, these months fall within the hurricane seasons but don't worry, these weather stems hardly hit the island.
  • St. Kitts
    St. Kitts

    St. Kitts is the island where the Atlantic and the Pacific Oceans meet. You will feel that when you are on the ground. To experience the Atlantic waves, visit the north frigate bay.  It's a wonderful place if those who love nature. Some even say this place is perfect for a laidback Caribbean vacation. The waterfalls, rainforests, and sand all make wonderful scenery for postcards. If you happen to take a cruise here and visit the circus square marketplace, do shop for fresh mangos and guava. St. Kitts is most known for its hiking spots and natural splendor.   

    Best Time To Visit

    Travel to St. Kitts is in May and June. During this time period, the hotel rates are low which lures travelers from around the world. During winters, the crowd is thin. Peak season begins in December through April. You will find lots of tourists during the peak season. This is also the time to witness the famous carnival.  
  • Grand Truck, Turks and Caicos
    Grand Truck, Turks and Caicos

    Don't be fooled by the name, it's not as grand as it sounds. But you won't be disappointed because it's packed with historic charm and breathtaking beauty. The island retains its look from 40 years ago. Explore the island outpost full of picture-perfect beaches, grassy trails, and some old windmills. There are so many landside attractions to explore starting from Salt Salina, Lighthouse Park, and the Old Prison. The real beauty lies underwater. Do explore its beautiful coral reefs stretching from the coastline to the vertical wall offshore. The best part is it's home to lots of uncrowded beaches near the cays where you will have the chance to encounter stingray.

    Best Time To Visit

    The best time to explore the beauty of Grand Turk is between May and October. The weather during this time is sunny. This island however has tropical weather throughout the year. It's going to be hot during May and October.
  • Nassau, The Bahamas
    Nassau, The Bahamas

    How can we forget Nassau? It's perfect for soaking, swimming, and sightseeing, of course. It's among the most popular cruise destinations in the world. Culture and history are pouring. There was a time when this island was the pirate's heaven. As you explore the historical streets, and colonial fortresses, it tells the story of the past. When it comes to maritime adventure, this place is perfect for swimming with the stingrays, dolphins, and spotting colorful coral. Do explore Paradise Island, it's full of luxury. Grab a pina colada at the Marine village and if you would like to see hammerhead sharks, visit Predator Lagoon. It's truly home to paradise and you will never run out of activities to do in Nassau.  

    Best Time To Visit

    The best time to travel to Nassau is from December to mid-April. This is going to be the peak season. Don't worry about the temperature, it's great throughout the year. Do watch out for hurricane season which starts from June and lasts till November.  

Caribbean - Eastern Cruise Packages

Quick Facts

The difference between summer and winter cruises is the climate, of course. It's not extremely hot in the summers so that's not a bad time either. If you would like some bargain, the best time is between late summer and fall. Make sure you avoid the hurricane season starting from June to November. August, September, and October are the months of extreme weather. These months can literally wreak your cruise vacation.

  • High Season - December to April - Good Season

    Normally, the high season for the eastern Caribbean ocean cruise starts in December and runs throughout April. If you would like to escape the winter in Europe, Canada, and the USA, choose these months to cruise. Some cruising lines also offer summer cruises but those are family-oriented. The peak season is ideal for activities like snorkeling and scuba diving. The bright sun and powdery white sand beaches of all the Caribbean ports along with the history and culture of the places you will visit together would make your visit memorable and exciting. 

Caribbean - Eastern Cruises Frequently Asked Questions

  • What are Eastern Caribbean Cruises

    The Eastern Caribbean Islands include The U.S. Virgin Islands, The British Virgin Islands, St. Maarten, and Puerto Rico. Cruises to the Caribbean would take you to an incredible journey of finding your paradise. It's full of adventure and things to do starting from parasailing, jets, boating, scuba diving, snorkeling, swimming with sea creatures, and more. Your journey could be short or long, whatever you can afford. On this adventure, you get the opportunity to leave your troubles behind and pick an island you would like to explore, dive into its crystal clear waters, explore the history and get familiar with the culture.

  • What’s Included on an Eastern Caribbean Cruise?

    It's an extraordinary holiday destination where you cruise on a ship and explore the beauty of one of the best island destinations. Food, dining, entertainment, and accommodations are normally included in the cruise. You pay to have a wonderful time.

  • What’s the Best Eastern Caribbean Cruise?

    San Juan, Philipsburg, and Tortola are among the best islands to start your Eastern Caribbean  Cruise. To have a great time, it's recommended to plan in advance. Pick the port cities you would like to visit, the time of the year to travel, and your stay.

  • How Much Does an Eastern Caribbean Cruise cost?

    The cost of the cruise varies depending on the time of the year you are traveling. During the fall, it costs less than $1,000 per person whereas, in summer, it costs less than $1,500 per person. The prices vary based on the length of the cruise. 

Learn More About Caribbean - Eastern Cruises

  • Blog Image
    Review: Eastern Caribbean With MSC Cruises

    By: Shub Masood, Administrative Assistance This summer, my parents, children, and I cruised along the Eastern Caribbean with MSC Cruises aboard their brand new ship, the Seaside. I was a little nervous about trying out a European cruise line, because I didn’t know if the service and other quality standards would be up to par with…

  • Blog Image
    Review: 7 Night Eastern Caribbean Cruise With Royal Caribbean

    By: Cristina Elias, Administrative and Accounting Manager This year, my family and I took an Eastern Caribbean cruise with Royal Caribbean. We sailed on the Oasis of the Seas out of Orlando on a 7-night journey, stopping in Philipsburg, San Juan and Labadee.

How It Works

Vacationing has never been easier or cheaper with the help of a dedicated travel consultant from AffordableTours.com

Freq Quote 1. Free Quote

Find your perfect trip on our website and simply request a free quote. Need to speak to a live person? Call us 7 days a week at 1-800-627-3753. No robots here!

Dedicated Travel Consultant 2. Dedicated Travel Consultant

Your personal travel consultant will reach out and be your point of contact for your entire travel experience from start to finish. Did we mention you'll be working with an award winning team? Sweet!

Low Price Guaranteed 3. Lowest Price Guaranteed

Because we're one of the largest sellers of travel, we're able to give you a discount on your vacation package. No one beats our prices!

Stress Free Travel 4. Stress Free Travel

Knowing you got the best deal, all that's left is for you to pack your bags and enjoy your vacation!


AffordableTours.com BBB Business Review

Better Business Bureau

AffordableTours.com is a proud recipient of the Better Business Bureau (BBB) awards 2006-2020 with A+ Rating.

It Pays To Refer! Earn Up To $200!

It's simple: Sign up your friends, family, and anyone to us and when they book you will receive an American Express gift card worth up to $200 in the mail for simply referring.

Read More

Get discounts by Email!