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Southern Caribbean Escape

Nov 7 - 14, 2026

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Your Advisor

Nicole Conley

Reprise Travel

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nicole@reprisetravelagency.com

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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

Nov 7 - 14, 2026

3 room options · Starting at $3,438

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San Juan (Puerto Rico)

Nov 7

Ponce de Leon never did find the Fountain of Youth, but he did stumble upon San Juan, which had to be a close second, featuring an appealing array of golf courses, rainforests and beaches galore. If you associate Puerto Rico's capital with the col...

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

Virgin Gorda

Nov 8

A great place to explore in a jeep, swim with dolphins, or hike the rugged trails throughout the island, Virgin Gorda is most famous for The Baths, where giant granite boulders are strewn across the beach.

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

Saint John's

Nov 9

Have you ever dreamed of visiting a different beach every day of the year? With 365 different beaches, St. Johns can make your dream come true! But St. Johns is more than just pristine beaches, it’s also home to the stunning St. Johns Cathedral, f...

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

Saint Pierre

Nov 10

With its unique historical allure, St. Pierre, Martinique, bears witness to the devastating 1902 volcanic eruption that decimated the town. Visitors can explore intriguing ruins and learn about its tragic past at the Volcanological Museum, while a...

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

Port Elizabeth, Bequia

Nov 11

Port Elizabeth in Bequia, part of St. Vincent and the Grenadines, is a charming harbor town known for its colorful waterfront, lively markets, and friendly locals. Explore the traditional wooden buildings, relax on pristine beaches, or take a boat...

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

Saint George's

Nov 12

Nestled along the scenic coastline of Grenada, Saint George's beckons with its charming blend of colonial architecture, vibrant markets, and panoramic vistas. Explore the historic Fort George and wander the colorful streets, immersing yourself in ...

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

Scarborough

Nov 13

Known for its stunning beaches, rich cultural heritage, and bustling marketplaces, Scarborough, Tobago, Trinidad & Tobago, offers visitors a vibrant taste of Caribbean life. Whether lounging on the sands of Pigeon Point Beach or exploring the hist...

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Day 8 · Sat, Nov 14 · Bridgetown, Barbados

Bridgetown

Nov 14

Nicknamed “Little England” by some, Barbados is home to many museums that chronicle the island's rich past and over 100 shipwrecks along its reefs that are a playground for divers from around the world. Located beside the island’s only natural har...

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