Reprise Travel

Southern Caribbean Escape

Nov 7 - 14, 2026

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Nicole Conley

Reprise Travel

Day 1 · Sat, Nov 7 · San Juan (Puerto Rico), Puerto Rico


About Your Cruise Line - Azamara

Azamara® Cruises is a small-ship cruise line and the recognized leader in Destination Immersion® experiences, offering a unique way to travel that connects guests more deeply with the places they visit. Since 2010, Azamara has specialized in longer stays, more overnights, and docking at smaller ports inaccessible to larger ships—allowing travelers to explore both marquee destinations and hidden gems around the world. One of Azamara’s most distinctive features is its hallmark Extended...

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About Your Ship - Azamara Journey

A luxurious boutique hotel at sea, the Azamara Journey is a mid-sized ship with a deck plan that’s intimate but never crowded, and offers everything modern voyagers are looking for—plus some unexpected extras.

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Veranda Plus

Starting at $3,438

Nov 7 – Nov 14

3 room options

San Juan (Puerto Rico)

6:00PM

San Juan is one of the oldest European-established settlements in the Americas, and it shows in every cobblestone street and pastel-painted wall of Old San Juan. The city sits on the northern coast of Puerto Rico and blends Spanish colonial archit...

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Day 2 · Sun, Nov 8 · Virgin Gorda, British Virgin Islands


Virgin Gorda

8:00AM – 6:00PM · 10hr

Virgin Gorda is one of the most distinctive islands in the Caribbean, known less for a bustling town center and more for its extraordinary natural landscape. The southern end of the island is anchored by The Baths, a series of enormous granite bou...

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Day 3 · Mon, Nov 9 · Saint John's, Antigua and Barbuda


Saint John's

8:00AM – 6:00PM · 10hr

Saint John's is the capital and largest city of Antigua, sitting on the northwestern coast of the island. It has the feel of a classic Caribbean port town, with a busy waterfront, a colorful public market, and a mix of local life and tourism infra...

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Day 4 · Tue, Nov 10 · Saint Pierre, Martinique


Saint Pierre

8:00AM – 10:00PM · 14hr

Saint Pierre sits on the northwestern coast of Martinique beneath the shadow of Mount Pelee, the volcano that famously erupted in 1902 and destroyed what was then the cultural capital of the Caribbean. Known as the "Paris of the West Indies" befor...

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Day 5 · Wed, Nov 11 · Port Elizabeth, Bequia, Saint Vincent and the Grenadines


Port Elizabeth, Bequia

8:00AM – 8:00PM · 12hr

Bequia is the largest of the Grenadine islands and has a loyal following among sailors and independent travelers who value its low-key pace and genuine local character. Port Elizabeth is the main settlement, wrapped around Admiralty Bay, which is ...

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Day 6 · Thu, Nov 12 · Saint George's, Grenada


Saint George's

8:00AM – 8:00PM · 12hr

Saint George's is widely considered one of the most picturesque harbor towns in the Caribbean, and it earns that reputation. The town climbs steeply around a horseshoe-shaped inner harbor called the Carenage, lined with Georgian warehouses, small ...

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Day 7 · Fri, Nov 13 · Scarborough, Trinidad and Tobago


Scarborough

8:00AM – 5:00PM · 9hr

Scarborough is the capital of Tobago, the smaller and significantly quieter of the two islands that make up Trinidad and Tobago. While Trinidad is known for Carnival and commerce, Tobago draws visitors looking for natural beauty, strong local cult...

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Day 8 · Sat, Nov 14 · Bridgetown, Barbados


Bridgetown

6:00AM

Bridgetown is the capital of Barbados and carries a distinct character, more polished and cosmopolitan than most Caribbean capitals, shaped by centuries of British influence, a strong financial sector, and genuine pride in Barbadian culture. The c...

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