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Best Cruises from San Juan

We've found the Best Cruises from San Juan for the best prices! Easily compare sailings and find out when to book with our unique cruise search.

Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Jan 31, 2026 - Feb 07, 2026

Interior

$442 $63/night

Oceanview

$522 $74/night

Balcony

$838 $119/night

Suite

$1609 $229/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Jan 10, 2026 - Jan 17, 2026

Interior

$461 $65/night

Oceanview

$479 $68/night

Balcony

$787 $112/night

Suite

$1919 $274/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Brilliance of the Seas

3.7 "Good"

PORTS

San Juan; Philipsburg, Saint-Martin; Charlotte Amalie, St. Thomas; Basseterre; Nassau... Fort Lauderdale

SAIL DATE: Apr 19, 2026 - Apr 26, 2026

Interior

$436 $62/night

Oceanview

$517 $73/night

Balcony

$799 $114/night

Suite

$1449 $207/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Feb 21, 2026 - Feb 28, 2026

Interior

$476 $68/night

Oceanview

$489 $69/night

Balcony

$774 $110/night

Suite

$1559 $222/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Radiance of the Seas

3.9 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan

SAIL DATE: Sep 19, 2026 - Sep 26, 2026

Interior

$476 $68/night

Oceanview

$516 $73/night

Balcony

$814 $116/night

Suite

$1339 $191/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Radiance of the Seas

3.9 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; ST. CROIX; Philipsburg, Saint-Martin; St. John's, An... San Juan

SAIL DATE: Sep 05, 2026 - Sep 12, 2026

Interior

$476 $68/night

Oceanview

$543 $77/night

Balcony

$866 $123/night

Suite

$1429 $204/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Feb 28, 2026 - Mar 07, 2026

Interior

$483 $69/night

Oceanview

$543 $77/night

Balcony

$829 $118/night

Suite

$1607 $229/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Jan 24, 2026 - Jan 31, 2026

Interior

$426 $60/night

Oceanview

$502 $71/night

Balcony

$747 $106/night

Suite

$2457 $351/night

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Fort-de-France... San Juan

SAIL DATE: Jan 17, 2026 - Jan 24, 2026

Interior

$458 $65/night

Oceanview

$524 $74/night

Balcony

$775 $110/night

Suite

not available

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Very good price

Compared to other cruises

7 Night Caribbean Southern

Jewel of the Seas

4.0 "Good"

PORTS

San Juan; Charlotte Amalie, St. Thomas; Philipsburg, Saint-Martin; ST. CROIX; Roseau; Bridgetown; San Juan

SAIL DATE: Feb 14, 2026 - Feb 21, 2026

Interior

$517 $73/night

Oceanview

$557 $79/night

Balcony

$809 $115/night

Suite

$1907 $272/night

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Discover the best cruises from San Juan with our ultra-refined cruise search. Plus, save up to 70% off when you use our unmatched price prediction and free automatic price alerts! With cruisewatch.com, it’s simpler than ever to find your perfect cruise from San Juan and make it a vacation to remember. Explore expert tips and advice for all cruise lines, destinations, and cruise styles and set sail for savings from San Juan! Pack your bags and get ready to go - your dream cruise is now closer and better than ever!