14-Day Southern Caribbean Islander
Cruise only — prices from Solo cruise only — from
Ports of Call & Itinerary
14-night voyage departing New York, New York, arriving Miami, Florida.
Printable Itinerary (PDF)Route Map
14-Day Southern Caribbean Islander
9 ports plotted · click a marker for details
Day 1
New York, New York , United States
Saturday, 06/11/2027
From Wall Street's skyscrapers to the neon of Times Square to Central Park's leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York's vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.
Day 5
Saint Thomas , U.S. Virgin Islands
Wednesday, 10/11/2027
If you fly to the 32-square-mile (83-square-km) island of St. Thomas, you land at its western end; if you arrive by cruise ship, you come into one of the world's most beautiful harbors. Either way, one of your first sights is the town of Charlotte Amalie. From the harbor you see an idyllic-looking village that spreads into the lower hills. If you were expecting a quiet hamlet with its inhabitants hanging out under palm trees, you've missed that era by about 300 years. Although other islands in the USVI developed plantation economies, St. Thomas cultivated its harbor, and it became a thriving seaport soon after it was settled by the Danish in the 1600s. The success of the naturally perfect harbor was enhanced by the fact that the Danes—who ruled St. Thomas with only a couple of short interruptions from 1666 to 1917—avoided involvement in some 100 years' worth of European wars. Denmark was the only European country with colonies in the Caribbean to stay neutral during the War of the Spanish Succession in the early 1700s. Thus, products of the Dutch, English, and French islands—sugar, cotton, and indigo—were traded through Charlotte Amalie, along with the regular shipments of slaves. When the Spanish wars ended, trade fell off, but by the end of the 1700s Europe was at war again, Denmark again remained neutral, and St. Thomas continued to prosper. Even into the 1800s, while the economies of St. Croix and St. John foundered with the market for sugarcane, St. Thomas's economy remained vigorous. This prosperity led to the development of shipyards, a well-organized banking system, and a large merchant class. In 1845 Charlotte Amalie had 101 large importing houses owned by the English, French, Germans, Haitians, Spaniards, Americans, Sephardim, and Danes. Charlotte Amalie is still one of the world's most active cruise-ship ports. On almost any day at least one and sometimes as many as eight cruise ships are tied to the docks or anchored outside the harbor. Gently rocking in the shadows of these giant floating hotels are just about every other kind of vessel imaginable: sleek sailing catamarans that will take you on a sunset cruise complete with rum punch and a Jimmy Buffett soundtrack, private megayachts for billionaires, and barnacle-bottom sloops—with laundry draped over the lifelines—that are home to world-cruising gypsies. Huge container ships pull up in Sub Base, west of the harbor, bringing in everything from breakfast cereals to tires. Anchored right along the waterfront are down-island barges that ply the waters between the Greater Antilles and the Leeward Islands, transporting goods such as refrigerators, VCRs, and disposable diapers. The waterfront road through Charlotte Amalie was once part of the harbor. Before it was filled in to build the highway, the beach came right up to the back door of the warehouses that now line the thoroughfare. Two hundred years ago those warehouses were filled with indigo, tobacco, and cotton. Today the stone buildings house silk, crystal, and diamonds. Exotic fragrances are still traded, but by island beauty queens in air-conditioned perfume palaces instead of through open market stalls. The pirates of old used St. Thomas as a base from which to raid merchant ships of every nation, though they were particularly fond of the gold- and silver-laden treasure ships heading to Spain. Pirates are still around, but today's versions use St. Thomas as a drop-off for their contraband: illegal immigrants and drugs. To explore outside Charlotte Amalie, rent a car or hire a taxi. Your rental car should come with a good map; if not, pick up the pocket-size "St. Thomas–St. John Road Map" at a tourist information center. Roads are marked with route numbers, but they're confusing and seem to switch numbers suddenly. Roads are also identified by signs bearing the St. Thomas–St. John Hotel and Tourism Association's mascot, Tommy the Starfish. More than 100 of these color-coded signs line the island's main routes. Orange signs trace the route from the airport to Red Hook, green signs identify the road from town to Magens Bay, Tommy's face on a yellow background points from Mafolie to Crown Bay through the north side, red signs lead from Smith Bay to Four Corners via Skyline Drive, and blue signs mark the route from the cruise-ship dock at Havensight to Red Hook. These color-coded routes are not marked on most visitor maps, however. Allow yourself a day to explore, especially if you want to stop to take pictures or to enjoy a light bite or refreshing swim. Most gas stations are on the island's more populated eastern end, so fill up before heading to the north side. And remember to drive on the left!
Day 6
Saint Kitts , Saint Kitts and Nevis
Thursday, 11/11/2027
Day 7
Saint John's , Antigua and Barbuda
Friday, 12/11/2027
With its superb beaches, historical attractions and beautiful coral reefs, Antigua provides a host of diversions. It is said that the island contains 365 beaches, one for every day of the year. Antigua maintains its traditional West Indian character, with gingerbread-house style architecture, calypso music and carnival festivities. St John’s has been the administrative capital since the island’s colonisation in 1632, and has been the seat of government since it gained independence in 1981. From the port you can explore the colourful Redcliffe district, with its restored wooden houses, and Heritage Quay with its shopping mall and craft shops. The city has some fine examples of Colonial architecture, including the twin-towered cathedral, built in 1845 and considered one of the finest church buildings in the Caribbean. All coaches in Antigua are operated by smaller vehicles, and commentary will be given by a driver/guide.
Day 8
Castries , Saint Lucia
Saturday, 13/11/2027
The typical image of a lush tropical paradise comes to life on the friendly island of St Lucia. Despite its small size – just 27 miles long and 14 miles wide – St Lucia is rich in natural splendour with dense emerald rainforest, banana plantations and orchards of coconut, mango and papaya trees. The twin peaks of Les Pitons, now a UNESCO World Heritage Site rise dramatically 2,000 feet into the sky and dominate the island. Look out for unusual birds with brilliant plumage such as the St Lucia parrot, see a surprising diversity of exotic flora and enjoy the warm hospitality of the islanders in the small villages and open-air markets. Please be aware that St Lucia is a small, mountainous island, with steep, winding and bumpy roads. Customers with back and neck problems should take this into consideration when booking an excursion.
Day 9
Bridgetown , Barbados
Sunday, 14/11/2027
Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.
Day 11
Aruba , Aruba
Tuesday, 16/11/2027
Aruba, known as “One Happy Island,” is a sun-soaked paradise in the southern Caribbean, famous for its pristine white-sand beaches and crystal-clear turquoise waters. Visitors flock to Palm Beach and Eagle Beach for swimming, sunbathing, and water sports, while adventurous travelers can explore the island’s rugged interior at Arikok National Park, home to unique rock formations, caves, and native wildlife. The capital, Oranjestad, charms with its colorful Dutch colonial architecture, lively markets, and waterfront dining. Aruba’s warm, dry climate and steady trade winds make it perfect for sailing, windsurfing, and kiteboarding year-round. The island also boasts vibrant local culture, with a mix of Caribbean, Dutch, African, and indigenous influences celebrated in music, festivals, and cuisine. Friendly locals, luxury resorts, and a variety of attractions—from snorkeling and scuba diving to casinos and nightlife—ensure every traveler finds something to enjoy. Aruba truly offers a blend of relaxation, adventure, and cultural experiences.
Day 13
Grand Turk Island , Turks and Caicos Islands
Thursday, 18/11/2027
Just 7 miles (11 km) long and a little more than 1 mile (1½ km) wide, this island, the capital and seat of the Turks and Caicos government, has been a longtime favorite destination for divers eager to explore the 7,000-foot-deep pristine coral walls that drop down only 300 yards out to sea. On shore, the tiny, quiet island is home to white-sand beaches, the National Museum, and a small population of wild horses and donkeys, which leisurely meander past the white-walled courtyards, pretty churches, and bougainvillea-covered colonial inns on their daily commute into town. But things aren't entirely sleepy: a cruise-ship complex at the southern end of the island brings about 600,000 visitors per year. That said, the dock is self-contained and is about 3 miles (5 km) from the tranquil, small hotels of Cockburn Town, Pillory Beach, and the Ridge and far from most of the western-shore dive sites. Pristine beaches with vistas of turquoise waters, small local settlements, historic ruins, and native flora and fauna are among the sights on Grand Turk. Fewer than 4,000 people live on this 7½-square-mile (19-square-km) island, and it's hard to get lost, as there aren't many roads.
Day 15
Miami, Florida , United States
Saturday, 20/11/2027
Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Interior
162 sqft · Up to 4 guests
Balcony
222 sqft · Up to 4 guests
Deluxe Balcony
279 sqft · Up to 4 guests
Suite
440 sqft · Up to 4 guests
Mini-Suite
323 sqft · Up to 4 guests
Reserve Collection
323 sqft · Up to 4 guests
Inside
Balcony
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Balcony · 222 sqft | BW Balcony (Obstructed) | Enquire → | ||
| BF Balcony (BF) | Enquire → | |||
| BE Balcony (BE) | Enquire → | |||
| BD Balcony (BD) | Enquire → | |||
| BC Balcony (BC) | Enquire → | |||
| BB Balcony (BB) | Enquire → | |||
| BA Balcony (BA) | Enquire → | |||
| Deluxe Balcony · 279 sqft | DW Deluxe Balcony (Obstructed) | Enquire → | ||
| DF Deluxe Balcony (DF) | Enquire → | |||
| DE Deluxe Balcony (DE) | Enquire → | |||
| DD Deluxe Balcony (DD) | Enquire → | |||
| DC Deluxe Balcony (DC) | Enquire → | |||
| DB Deluxe Balcony (DB) | Enquire → | |||
| DA Deluxe Balcony (DA) | Enquire → | |||
| D4 Premium Deluxe Balcony | Enquire → | |||
| Suite · 440 sqft | S5 Premium Suite | Enquire → | ||
| S4 Penthouse Suite (S4) | Enquire → | |||
| S3 Penthouse Suite (S3) | Enquire → |
Balcony · 222 sqft
BW Balcony (Obstructed)
Balcony · 222 sqft
BF Balcony (BF)
Balcony · 222 sqft
BE Balcony (BE)
Balcony · 222 sqft
BD Balcony (BD)
Balcony · 222 sqft
BC Balcony (BC)
Balcony · 222 sqft
BB Balcony (BB)
Balcony · 222 sqft
BA Balcony (BA)
Deluxe Balcony · 279 sqft
DW Deluxe Balcony (Obstructed)
Deluxe Balcony · 279 sqft
DF Deluxe Balcony (DF)
Deluxe Balcony · 279 sqft
DE Deluxe Balcony (DE)
Deluxe Balcony · 279 sqft
DD Deluxe Balcony (DD)
Deluxe Balcony · 279 sqft
DC Deluxe Balcony (DC)
Deluxe Balcony · 279 sqft
DB Deluxe Balcony (DB)
Deluxe Balcony · 279 sqft
DA Deluxe Balcony (DA)
Deluxe Balcony · 279 sqft
D4 Premium Deluxe Balcony
Suite · 440 sqft
S5 Premium Suite
Suite · 440 sqft
S4 Penthouse Suite (S4)
Suite · 440 sqft
S3 Penthouse Suite (S3)
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Mini-Suite · 323 sqft | MF Mini-Suite (MF) | Enquire → | ||
| ME Mini-Suite (ME) | Enquire → | |||
| MC Mini-Suite (MC) | Enquire → | |||
| MB Mini-Suite (MB) | Enquire → | |||
| MA Mini-Suite (MA) | Enquire → | |||
| MY Mini-Suite (MY) | Enquire → | |||
| Reserve Collection · 323 sqft | M1 Club Class Mini-Suite | Enquire → |
Mini-Suite · 323 sqft
MF Mini-Suite (MF)
Mini-Suite · 323 sqft
ME Mini-Suite (ME)
Mini-Suite · 323 sqft
MC Mini-Suite (MC)
Mini-Suite · 323 sqft
MB Mini-Suite (MB)
Mini-Suite · 323 sqft
MA Mini-Suite (MA)
Mini-Suite · 323 sqft
MY Mini-Suite (MY)
Reserve Collection · 323 sqft
M1 Club Class Mini-Suite
More Departures
16 nights
16-Day Hawaiian Islands
16/10/2026
From
£1,037
7 nights
7-Day Canada & New England
17/10/2026
From
£1,639
7 nights
7-Day Eastern Caribbean with Turks & Caicos
17/10/2026
From
£419
7 nights
7-Day Mediterranean with Greek Isles & Turkey
17/10/2026
From
£599
7 nights
7-Day Mexican Riviera
17/10/2026
From
£583
17 nights
17-Day Northern Explorer
18/10/2026
From
£2,329
Your Ship
Regal Princess
Explore and revel in the latest offerings at sea
Enjoy sweeping views from one of more than 1,400 balconies on Regal Princess or stroll on the SeaWalk®, a glass-floor walkway extending 28 feet beyond the edge of the ship!
