Point-to-Point

Miami, Florida to San Juan (Puerto Rico) Cruises

13 Cruises 3 Cruise Lines

Route Map

Price Drops & Deals

28.7% OFF

A Journey through Secluded Isles & Caribbean Havens

Explora Journeys
EXPLORA III 7 nights Feb 5, 2027
$5,440 $3,880 Save $1,560
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7% OFF

A Journey of Sparkling Skies & Bright Beginnings

Explora Journeys
EXPLORA I 8 nights Dec 27, 2026
$6,035 $5,610 Save $425
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5.1% OFF

A Journey of Tranquil Tropical Beauty & Rainforest Adventures

Explora Journeys
EXPLORA III 8 nights Jan 5, 2027
$5,440 $5,160 Save $280
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0.9% OFF

10 Night Southern Caribbean Cruise

Royal Caribbean International
Vision of the Seas 10 nights Apr 4, 2027
$844 $836 Save $8
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Compare Cruise Lines

Cruise Line Cruises Ships From Duration Next Sailing
Explora Journeys 6 3 $2,920 7-16 nights Dec 27, 2026
Oceania Cruises 3 1 $1,530 7-20 nights Feb 5, 2027
Royal Caribbean International 1 1 $836 10 nights Apr 4, 2027

All Cruises on This Route

Ports on This Route

Saint John's

Explore colorful colonial architecture and pristine beaches while discovering the fascinating history of Nelson's Dockyard National Park.

Gustavia

Shop world-class boutiques and dine at Michelin-starred restaurants in this ultra-chic Caribbean harbor town.

Basseterre, Saint Kitts

Ascend the iconic Brimstone Hill Fortress to witness sweeping Caribbean views from one of the Western Hemisphere's most impressive 17th-century strongholds.

Charlotte Amalie

Wander through pastel-colored streets lined with duty-free shops, then hike to breathtaking viewpoints overlooking the turquoise Caribbean Sea.

Puerto Plata

Ride the cable car up Mount Isabel de Torres for breathtaking panoramic views and a towering Christ statue overlooking the Caribbean coastline.

Philipsburg

Shop and dine in a colorful waterfront village where duty-free treasures meet Caribbean charm and pristine beaches.

Cruz Bay, Saint John

Dive into pristine underwater coral gardens and hike lush rainforest trails through Virgin Islands National Park's untouched Caribbean paradise.

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