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42 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 Through Islands Of Scenic Wonder & Coastal History From Miami, Florida

Miami
Cruz Bay
St. John's
Terre-de-Haut
Gustavia
+5 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Dec 6, 2026

1 Sailing

Dec 6, 2026

Published prices from

$10,200

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

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

15-night An Extended Journey Through Wild Beauty And Tropical Festivities From San Juan, Puerto Rico

San Juan
Road Bay
St. John's
Basseterre
Grand Turk
+7 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Dec 13, 2026

1 Sailing

Dec 13, 2026

Published prices from

$10,985

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 Caribbean Gems & Multi-Coloured Coasts From San Juan, Puerto Rico

San Juan
Road Bay
St. John's
Basseterre
Grand Turk
+2 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Dec 13, 2026

1 Sailing

Dec 13, 2026

Published prices from

$4,200

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

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

8-night A Journey Of Sparkling Skies & Bright Beginnings From Miami, Florida

Miami
Puerto Plata
Catalina Island/Casa de Campo
Cruz Bay
San Juan
+4 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Dec 27, 2026

1 Sailing

Dec 27, 2026

Published prices from

$7,820

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

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

A view of the volcanic black sand beach and coastline of St. Pierre, Martinique, with colorful buildings and a lush, mountainous landscape under a beautiful sky.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

16-night An Extended Journey Of Island Energy & Ocean Tranquillity From San Juan, Puerto Rico

San Juan
St. Maarten (Philipsburg)
Terre-de-Haut
St. George's
Castries
+7 more

Aboard

EXPLORA III

From

San Juan, Puerto Rico

1 Sailing

Jan 13, 2027

1 Sailing

Jan 13, 2027

Published prices from

$14,000

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 Ancient Marvels & Glittering Shores From Miami, Florida

Miami
Ocho Rios
Santo Tomas de Castilla
Roatan Island
Belize City
+7 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Jan 20, 2027

1 Sailing

Jan 20, 2027

Published prices from

$9,000

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

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

8-night A Journey Of Sunny Shores & Caribbean Island Bliss From Miami, Florida

Miami
St. Thomas (Charlotte Amalie)
Road Bay
St. Pierre
Basseterre
+3 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Jan 21, 2027

1 Sailing

Jan 21, 2027

Published prices from

$8,760

per person*

taxes & fees included

A classic, two-story colonial building, the Abbey of Our Lady of Exile, with a red roof, a clock tower, and arches in Port of Spain, Trinidad and Tobago, under a cloudy blue sky.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

19-night An Extended Journey Of Caribbean Charms & Amazonian Wonders From Miami, Florida

Miami
Puerto Plata
St. Maarten (Philipsburg)
Terre-de-Haut
Basseterre
+10 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Jan 29, 2027

1 Sailing

Jan 29, 2027

Published prices from

$10,875

per person*

taxes & fees included

An aerial view of the vibrant red-roofed houses of Terre-de-Haut in Guadeloupe, with sailboats anchored in the turquoise bay and a small island nearby.
FREE Beverages, Gratuities, Wi-Fi & More*+ 2 more offers
Explora Journeys Logo

7-night A Journey Through Stunning Scenery & Charming Caribbean Culture From Miami, Florida

Miami
Puerto Plata
St. Maarten (Philipsburg)
Terre-de-Haut
Basseterre
+2 more

Aboard

EXPLORA I

From

Miami, Florida

1 Sailing

Jan 29, 2027

1 Sailing

Jan 29, 2027

Published prices from

$4,460

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

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 Of Natural Allure & Captivating Culture From Miami, Florida

Miami
St. Maarten (Philipsburg)
Gustavia
Basseterre
Cruz Bay
+6 more

Aboard

EXPLORA III

From

Miami, Florida

1 Sailing

Feb 5, 2027

1 Sailing

Feb 5, 2027

Published prices from

$12,720

per person*

taxes & fees included

    • Showing results 1 - 24 of 42

*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.