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24 Results

Taxes and fees included in all prices shown

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A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Of Maritime Soul & Island Zest From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
St. Maarten (Philipsburg)
+6 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Oct 25, 2026

1 Sailing

Oct 25, 2026

Published prices from

$12,280

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Into Island Delights, Hidden Coves & Chic Coastlines From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Gustavia
Road Bay
+6 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Into Caribbean Exploration & Island Delights From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Gustavia
Road Bay
+2 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 1, 2026

1 Sailing

Nov 1, 2026

Published prices from

$5,120

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Of Sunlit Horizons & Sapphire Bays From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
St. Maarten (Philipsburg)
+6 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Nov 22, 2026

1 Sailing

Nov 22, 2026

Published prices from

$10,835

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Through Golden Shores & Island Grace From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Gustavia
Grand Turk
+5 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 29, 2026

1 Sailing

Nov 29, 2026

Published prices from

$10,835

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Through A Caribbean Tapestry Of Serenity & Splendour From San Juan, Puerto Rico

San Juan
Roadtown
Basseterre
Gustavia
Grand Turk
+2 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Nov 29, 2026

1 Sailing

Nov 29, 2026

Published prices from

$6,410

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Of Island Calm & Coastal Retreats From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
St. Maarten (Philipsburg)
+6 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Dec 13, 2026

1 Sailing

Dec 13, 2026

Published prices from

$9,560

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

15-night An Extended Journey Into Island Bliss & Lively Celebrations From San Juan, Puerto Rico

San Juan
Basseterre
Roadtown
Gustavia
Road Bay
+7 more

Aboard

EXPLORA I

From

San Juan, Puerto Rico

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$12,365

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Of Caribbean Celebrations & Island Wonders From San Juan, Puerto Rico

San Juan
Basseterre
Roadtown
Gustavia
Road Bay
+2 more

Aboard

EXPLORA I

From

San Juan, Puerto Rico

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$6,245

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

15-night An Extended Journey Through Island Joys & Volcanic Majesty From Miami, Florida

Miami
Puerto Plata
Catalina Island/Casa de Campo
Cruz Bay
San Juan
+8 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Dec 27, 2026

1 Sailing

Dec 27, 2026

Published prices from

$10,325

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

16-night An Extended Journey Of Caribbean Celebrations & Tropical Idylls From San Juan, Puerto Rico

San Juan
St. John's
Pointe A Pitre
Cruz Bay
Samaná
+6 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$14,175

per person*

taxes & fees included

An aerial view of a luxurious resort and pristine sandy beach on the coast of Puerto Plata, Dominican Republic, with turquoise waters, lush green hills, and a cityscape in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

16-night An Extended Journey Of Dazzling Skylines & Wildlife Exploration From San Juan, Puerto Rico

San Juan
St. Maarten (Philipsburg)
St. John's
Little Bay
Roadtown
+6 more

Aboard

EXPLORA I

From

San Juan, Puerto Rico

1 Sailing

Jan 4, 2027

1 Sailing

Jan 4, 2027

Published prices from

$8,365

per person*

taxes & fees included

Miami skyline at dusk, showcasing vibrant colors and reflections shimmering in the water below.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Of Caribbean Delicacies & Idyllic Islands From San Juan, Puerto Rico

San Juan
St. Maarten (Philipsburg)
St. John's
Little Bay
Roadtown
+2 more

Aboard

EXPLORA I

From

San Juan, Puerto Rico

1 Sailing

Jan 4, 2027

1 Sailing

Jan 4, 2027

Published prices from

$4,480

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

16-night An Extended Journey Through Enchanting Islands & Lush Landscapes From Miami, Florida

Miami
Cruz Bay
Gustavia
St. John's
Roadtown
+8 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Jan 5, 2027

1 Sailing

Jan 5, 2027

Published prices from

$12,960

per person*

taxes & fees included

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

8-night A Journey Of Tranquil Tropical Beauty & Rainforest Adventures From Miami, Florida

Miami
Cruz Bay
Gustavia
St. John's
Roadtown
+3 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Jan 5, 2027

1 Sailing

Jan 5, 2027

Published prices from

$6,240

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

15-night An Extended Journey Through Caribbean Treasures & Peaceful Nature From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Road Bay
St. Pierre
Basseterre
+7 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Jan 21, 2027

1 Sailing

Jan 21, 2027

Published prices from

$13,160

per person*

taxes & fees included

A panoramic shot of the colorful waterfront houses and palm trees of Key West, Florida, reflecting on the calm, turquoise water under a clear blue sky.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

14-night An Extended Journey Of Secluded Isles & Coastal Havens From San Juan, Puerto Rico

San Juan
Roadtown
St. John's
Providenciales
Key West
+6 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Jan 29, 2027

1 Sailing

Jan 29, 2027

Published prices from

$13,000

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Of Sun-Hazed Island Enchantment & Caribbean Treasures From San Juan, Puerto Rico

San Juan
Roadtown
St. John's
Providenciales
Key West
+2 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Jan 29, 2027

1 Sailing

Jan 29, 2027

Published prices from

$6,720

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

15-night An Extended Journey Of Endless Beauty & Historic Treasures From Bridgetown, Barbados

Bridgetown (Barbados)
St. George's
Castries
Fort de France
Gustavia
+8 more

Aboard

EXPLORA III

From

Bridgetown, Barbados

1 Sailing

Mar 21, 2027

1 Sailing

Mar 21, 2027

Published prices from

$11,235

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

14-night An Extended Journey From Vibrant Shores To Spectacular Scenery From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
Roadtown
+6 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Mar 29, 2027

1 Sailing

Mar 29, 2027

Published prices from

$9,380

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

7-night A Journey of Tropical Spirits & the Colorful Beauty of the Antilles From San Juan, Puerto Rico

San Juan
Roadtown
Pointe A Pitre
Gustavia
Cruz Bay
+2 more

Aboard

EXPLORA II

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2027

1 Sailing

Dec 19, 2027

Published prices from

$4,815

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. John's, Antigua, with a long pier extending into the calm, blue sea and the town's charming buildings and marina in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

7-night A Journey Through Art Deco Wonders & Caribbean Adventures From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
St. John's
Roadtown
Basseterre
+2 more

Aboard

EXPLORA IV

From

Miami, Florida

1 Sailing

Dec 23, 2027

1 Sailing

Dec 23, 2027

Published prices from

$4,590

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

7-night A Journey to Island Rhythms & Tranquil Bahamian Bliss From San Juan, Puerto Rico

San Juan
Roadtown
Pointe A Pitre
Gustavia
Ocean Cay
+2 more

Aboard

EXPLORA II

From

San Juan, Puerto Rico

2 Sailings

Jan 2 - Jan 23, 2028

2 Sailings

Jan 2 - Jan 23, 2028

Published prices from

$4,020

per person*

taxes & fees included

A stunning panoramic view of Road Town on Tortola, British Virgin Islands, showing the harbor filled with boats and a small town surrounded by lush green hills overlooking the Caribbean Sea.
FREE Beverages, Gratuities, Wi-Fi & More*+ 1 more offer
Explora Journeys Logo

7-night A Journey Through Tropical Utopia & Rhythmic Streets From San Juan, Puerto Rico

San Juan
Roadtown
Gustavia
St. Croix
Ocean Cay
+2 more

Aboard

EXPLORA II

From

San Juan, Puerto Rico

1 Sailing

Mar 12, 2028

1 Sailing

Mar 12, 2028

Published prices from

$4,020

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.