📍 Day 1 – San Juan, Puerto Rico
Sun, Nov 28 • 07:00 PM
⚓ Day 2 – Tortola, British Virgin Islands
Mon, Nov 29 • 08:00 AM – 05:00 PM
⚓ Day 3 – St. Kitts
Tue, Nov 30 • 08:00 AM – 05:00 PM
⚓ Day 4 – Dominica
Wed, Dec 1 • 07:00 AM – 04:00 PM
⚓ Day 5 – Grenada
Thu, Dec 2 • 08:00 AM – 05:00 PM
⚓ Day 6 – Barbados
Fri, Dec 3 • 07:00 AM – 09:00 PM
🌊 Day 7 – At Sea
Sat, Dec 4
📍 Day 8 – San Juan, Puerto Rico
Sun, Dec 5 • 06:00 AM
Join us aboard Emerald Princess for an unforgettable 7-night Southern Caribbean adventure, roundtrip from San Juan, Puerto Rico, November 28–December 5, 2027.
Sailing roundtrip from San Juan, this itinerary takes you island-hopping through some of the Caribbean's most beautiful destinations, from the British Virgin Islands to the lush landscapes of Dominica and the colorful shores of Barbados.
With six incredible ports of call, you'll experience a wonderful mix of Caribbean culture, beautiful beaches, tropical scenery, and island adventures, with a relaxing day at sea to enjoy everything Emerald Princess has to offer.
If the Southern Caribbean is on your bucket list, this is the itinerary to experience — seven nights, six islands, and unforgettable Caribbean memories!
This unforgettable Southern Caribbean itinerary features visits to Tortola, St. Kitts, Dominica, Grenada, and Barbados — five beautiful island destinations, each offering its own unique blend of Caribbean culture, stunning beaches, and tropical scenery — along with a visit to San Juan, Puerto Rico, your embarkation and debarkation port.
What truly makes this sailing special is the opportunity to explore the Southern Caribbean, a region known for its lush rainforests, volcanic landscapes, crystal-clear waters, colorful island communities, and authentic Caribbean charm.
From the beautiful beaches of the British Virgin Islands to the natural beauty of Dominica, the spice-filled island of Grenada, and an extended port day in Barbados, this itinerary delivers an incredible variety of experiences. With six days in port and a relaxing day at sea, there's plenty of time to explore, unwind, and enjoy all that the Caribbean has to offer.
San Juan, Puerto Rico, blends centuries of Spanish heritage with vibrant Caribbean culture. Explore colorful historic streets, tropical landscapes, beautiful beaches, and the lively rhythms of the island. From the charm of Old San Juan to its stunning coastal scenery, this captivating city is the perfect place to begin our Caribbean adventure.
Tortola, British Virgin Islands, is a tropical paradise known for its stunning beaches, turquoise waters, and breathtaking island views. Explore the charming capital of Road Town, browse local shops, or unwind along the beautiful shores of Cane Garden Bay. For an unforgettable excursion, take a ferry to nearby Virgin Gorda and discover The Baths, where massive granite boulders create hidden coves, natural pools, and spectacular seaside scenery.
St. Kitts welcomes you with dramatic volcanic peaks, lush rainforests, rolling sugarcane fields, and beautiful Caribbean waters. Discover the island's rich colonial history in Basseterre, the colorful capital, or visit Brimstone Hill Fortress, known as the "Gibraltar of the West Indies." Whether exploring historic landmarks or taking in the breathtaking island scenery, St. Kitts offers a memorable blend of natural beauty and Caribbean heritage.
Dominica is a nature lover's paradise, known for its lush rainforests, towering mountains, cascading waterfalls, and unspoiled Caribbean beauty. Explore the island's tropical landscapes, discover its native wildlife, or visit scenic rivers and hidden natural treasures. Rich in history and culture, Dominica offers a refreshing escape from the typical beach destination, with opportunities for adventure and exploration at every turn.
Grenada, known as the Caribbean's "Isle of Spice," delights visitors with its fragrant nutmeg, cinnamon, cocoa, and other locally grown spices. Discover lush emerald hillsides, tropical rainforests, and beautiful beaches while experiencing the island's rich culture and natural beauty. Explore the charming capital of St. George's, famous for its picturesque harbor and colorful waterfront, or enjoy the island's laid-back atmosphere and warm Caribbean hospitality.
Barbados offers a captivating blend of British heritage and vibrant Caribbean culture. Discover beautiful tropical landscapes, colorful chattel houses, lively roadside markets, and stunning turquoise beaches. Experience the island's rich African and English influences through its music, art, food, and warm Bajan hospitality. From its charming villages to its beautiful coastline, Barbados has a personality and charm all its own.
All pricing is listed per person, based on double occupancy, and includes taxes and port fees. Prices are subject to change until deposit is received.
Interior — From $844 per person
Pick your room location
Approx. 145 to 162 sq. ft.
Sleeps up to 4 guests
Budget friendly
Oceanview — From $954 per person
Pick your room location
Approx. 146 to 212 sq. ft.
Features either a picture window or porthole that brings in natural light
Sleeps up to 4 guests
Balcony — From $1029 per person
Pick your room location
Approx. 179–279 sq. ft. (including balcony)
Balcony with 2 chairs and table
Sleeps up to 4 guests
💳 Deposit
A $198 per stateroom non-refundable deposit is required to reserve your cabin.
You may choose to upgrade to a refundable deposit for an additional $50 per person, which will be added to the cost of the stateroom.
Full payment is due by July 31, 2027.
If you select the refundable deposit option, you may cancel prior to July 31, 2027 and receive a full refund of your deposit.
From $844
- Room cost is per person
- Approx. 145 to 162 sq. ft.
- Sleeps up to 4 guests
- Budget friendly
From $954
- Pick your room location
- Approx. 146 to 212 sq. ft.
- Features either a picture window or porthole that brings in natural light
- Sleeps up to 4 guests
From $1029
- Pick your room location
- Approx. 179 to 279 sq. ft., including balcony
- Balcony with 2 chairs and table, floor-to-ceiling sliding glass door
- Sleeps up to 4 guests
To enhance your experience onboard, Princess offers optional bundled packages that include popular amenities at a discounted rate when purchased before sailing.
💙 Princess Plus
$70 per person, per day (when purchased pre-cruise)
Includes:
Wi-Fi for 1 device per guest
Beverage package (drinks, bottled water, specialty coffee, juice bar)
Crew appreciation (gratuities) included
4 casual dining meals per guest
Princess Plus is ideal for guests who plan to enjoy cocktails, specialty coffee, and Wi-Fi during the cruise while keeping costs predictable.
💎 Princess Premier
$105 per person, per day (when purchased pre-cruise)
Includes everything in Plus, and:
Wi-Fi for up to 4 devices per guest
Unlimited Premium beverage package
Unlimited specialty dining
Unlimited casual dining
$100 shore excursion credit per guest
Unlimited professional photos
Reserved theater seating
Crew appreciation included
Princess Premier is designed for guests who want a more all-inclusive onboard experience with premium drinks, specialty dining, and added perks.
What’s Included
✅ Your cruise accommodations
✅ Main dining room, buffet, and poolside food
✅ Basic drinks (water, tea, coffee, lemonade)
✅ Theatre shows, live music, and Movies Under the Stars
✅ Pools, hot tubs, and youth/teen clubs
❌ Not Included (Unless You’ve Purchased Princess Plus or Premier)
Alcohol, soda, and specialty coffee
Gratuities (crew appreciation)
Casual and specialty restaurants
Most room service
Wi-Fi
❌ Not Included (Regardless of Package Selection)
The following items are not included in standard cruise fare, Princess Plus, or Princess Premier packages:
Shore excursions
Professional photos
Spa services
Transfers to and from the airport/ship
Pre-cruise hotel stays
Airfare
This cruise is coordinated by Sharmaine Thompson, Travel Advisor and Owner of Sharmaine Event Travel. I look forward to bringing travelers together for an unforgettable Southern Caribbean sailing, where every trip is a 'Maine' event.
The Southern Caribbean offers an incredible opportunity to explore beautiful islands, experience diverse cultures, and discover destinations that make this itinerary truly special. As your travel advisor and group host, I'll be traveling alongside you, sharing destination and excursion recommendations, providing guidance before and during the cruise, and helping make your experience seamless from start to finish.
Rooms start at $841 per person (double occupancy).
Secure your room with a $198 per traveler deposit.
Call or email:
Sharmaine Event Travel
📞720-736-1222
📨sharmaineeventtravel@gmail.com
Or complete the cruise Intake form below. Once your cabin type and options are confirmed, I’ll issue your secure invoice so we can officially secure your place on this “Maine” event at sea.