Eastern Caribbean Cruise

Day 1 - Miami

Arrive: Thu 17 December 2026 / Depart: Thu 17 December 2026

The heart of modern cruising beats in Miami. So, what better place to begin or end your Southern Crossing! Consider spending an extra day at one of the area's famous beach hotels

Day 2 - At Sea

Day 3 - At Sea

Day 4 - San Juan

Arrive: Sun 20 December 2026 / Depart: Sun 20 December 2026

From the magnificent harbour of this lush Caribbean isle it's just a short walk to the historic streets of Old San Juan. Outside the city, visit the only rainforest on U.S. soil.

Day 5 - St John's, Antigua

Arrive: Mon 21 December 2026 / Depart: Mon 21 December 2026

Famously dusted with pristine white sands and pulsating to the rhythm of steel drums, Antigua is a real Caribbean treat. Visit Shirley Heights, a fortress dominating the entry to the English Harbour. From the bustling bijou port of St. Johns, tour to Shirley Heights and the fortress entrance to English Harbour. Historic Nelson's dockyard warehouses now feature a variety of shops and restaurants.

Day 6 - Castries, St. Lucia

Arrive: Tue 22 December 2026 / Depart: Tue 22 December 2026

Take your time browsing the vibrant market place where few visitors fail to be charmed by the friendly Creole people. What better way to seek out bargains than with the beautiful Caribbean shimmering in the distance.

Day 7 - Barbados

Arrive: Wed 23 December 2026

Barbados is one of the most well known and beautiful islands in the eastern Caribbean. It is part of the British Commonwealth and is named after the Bearded Fig Tree, which was once found in abundance. Barbados is an island where relaxation and adventure go hand in hand. White sandy beaches stretch for miles while snorkelling and sailing are some of the world-class water sports on offer. A cruise to Barbados starts with a walk around Bridgetown, the capital city, which was declared a UNESCO World Heritage Site in 2011. The city has a charming combination of colonial buildings and Caribbean vibrancy. Make sure you visit St Nicholas Abbey, a historic plantation house and one of three Jacobean mansions in the Western Hemisphere.

Day 8 - Barbados

Depart: Thu 24 December 2026

Barbados is one of the most well known and beautiful islands in the eastern Caribbean. It is part of the British Commonwealth and is named after the Bearded Fig Tree, which was once found in abundance. Barbados is an island where relaxation and adventure go hand in hand. White sandy beaches stretch for miles while snorkelling and sailing are some of the world-class water sports on offer. A cruise to Barbados starts with a walk around Bridgetown, the capital city, which was declared a UNESCO World Heritage Site in 2011. The city has a charming combination of colonial buildings and Caribbean vibrancy. Make sure you visit St Nicholas Abbey, a historic plantation house and one of three Jacobean mansions in the Western Hemisphere.

Day 9 - At Sea

Day 10 - Philipsburg, St Maarten

Arrive: Sat 26 December 2026 / Depart: Sat 26 December 2026

Half Dutch and half French, this island is a sun-worshipper's dream. Browse all morning in Philipsburg's gingerbread shops. Then laze in the lap of luxury at one of the island's beach resorts.

Day 11 - At Sea

Day 12 - At Sea

Day 13 - Miami

Arrive: Tue 29 December 2026 / Depart: Tue 29 December 2026

The heart of modern cruising beats in Miami. So, what better place to begin or end your Southern Crossing! Consider spending an extra day at one of the area's famous beach hotels

Day 14 - At Sea

Day 15 - grand Cayman

Arrive: Thu 31 December 2026 / Depart: Thu 31 December 2026

For those in search of sun, sea, sand and snorkelling, Grand Cayman is a perfect find. Stretch out on soft, white beaches, or literally immerse yourself in a discovery of varied tropical marine life. Grand Cayman is the largest of The Cayman Islands located in the Caribbean Sea. This British Crown Colony consists of three islands: Grand Cayman, Cayman Crac, and Little Cayman. Life might be laid-back on Grand Cayman, but it is also a glitzy, affluent island with a cosmopolitan feel.

Day 16 - Montego Bay

Arrive: Fri 01 January 2027 / Depart: Fri 01 January 2027

Discover shops filled with local crafts and foreign imports. Laze in the sun on a glorious beach. Or opt for a tour exploring Jamaica's beautiful rivers and waterfalls. Montego Bay has it all!

Day 17 - At Sea

Day 18 - Roatan, Bay Islands

Arrive: Sun 03 January 2027 / Depart: Sun 03 January 2027

Day 19 - Puerto Costa Maya

Arrive: Mon 04 January 2027 / Depart: Mon 04 January 2027

Costa Maya occupies a peninsula along Mexico's Caribbean coast about 100 miles south of Playa del Carmen. It’s a purpose-built port that opens the door to Mahahual and several ancient Mayan sites. These lesser-known Mayan ruins have not been as extensively excavated as some of their more famous counterparts, but they’re still spectacular. Close to the Belize border and almost consumed by the jungle, Kohunlich may provide your glimpse into this incredible civilisation. It encompasses wide lawns and ball courts, as well as higher structures like the Temple of the Masks with its sculpted faces.

Day 20 - Cozumel

Arrive: Tue 05 January 2027 / Depart: Tue 05 January 2027

Cozumel's coral reefs are among the world's top diving sites. For those who prefer to keep their head above water, there are archaeological excursions to ancient Maya ruins.

Day 21 - At Sea

Day 22 - Miami

Arrive: Thu 07 January 2027 / Depart: Thu 07 January 2027

The heart of modern cruising beats in Miami. So, what better place to begin or end your Southern Crossing! Consider spending an extra day at one of the area's famous beach hotels

Day 23 - At Sea

Day 24 - At Sea

Day 25 - At Sea

Day 26 - At Sea

Day 27 - At Sea

Day 28 - At Sea

Day 29 - Praia di Vitoria, Azoren

Arrive: Thu 14 January 2027 / Depart: Thu 14 January 2027

Around 850 miles west of Portugal, the Azores are an archipelago of nine Portuguese-speaking islands scattered across the Atlantic waters, known for their dramatic and verdant landscapes. Portuguese navigators discovered the first of the Azores in 1432, although 2,000 Flemish settlers were among its early immigrants, and their influence can still be seen in the windmills that dot the landscape on some islands. Praia de Vitoria is located on Terceira, an island whose name means ‘third’ in reference to the order in which it was discovered.

Day 30 - Ponta Delgada, Azores

Arrive: Fri 15 January 2027 / Depart: Fri 15 January 2027

The Azores rise from the Atlantic Ocean, 900 miles from the Portuguese coast. The largest city in the Azores, Ponta Delgada is on Sao Miguel and is named after the volcanic lands it sits proudly upon. This Atlantic stepping-stone also claims to produce the world’s finest pineapples. If that’s not an invitation to try one, we don’t know what is.

Day 31 - At Sea

Day 32 - At Sea

Day 33 - At Sea

Day 34 - Southampton

Arrive: Tue 19 January 2027 / Depart: Tue 19 January 2027

Step aboard in Southampton & straight into that holiday feeling. No flights, no hassle. Just the excitement of the days ahead and the promise of memorable moment. So, relax and raise a toast as the UK drifts from sight. Before you know it, you'll be watching your destination come into view. But where will it be ?