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Caribbean January 2026 San Juan
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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 24, 2026   -   Jan 31, 2026

Interior

$535 $76/night
Price Curve

Oceanview

$546 $78/night
Price Curve

Balcony

$654 $93/night
Price Curve

Suite

$1367 $195/night
Price Curve

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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

$527 $75/night
Price Curve

Oceanview

$536 $76/night
Price Curve

Balcony

$771 $110/night
Price Curve

Suite

$1209 $172/night
Price Curve

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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 31, 2026   -   Feb 07, 2026

Interior

$527 $75/night
Price Curve

Oceanview

$546 $78/night
Price Curve

Balcony

$679 $97/night
Price Curve

Suite

$1609 $229/night
Price Curve

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Very good price

Compared to other cruises

7 Night Caribbean
Grand Princess
3.6 "Good"

PORTS

San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan

SAIL DATE:   Jan 18, 2026   -   Jan 25, 2026

Interior

$488 $69/night
Price Curve

Oceanview

$572 $81/night
Price Curve

Balcony

$813 $116/night
Price Curve

Suite

$1108 $158/night
Price Curve

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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 03, 2026   -   Jan 10, 2026

Interior

$509 $72/night
Price Curve

Oceanview

$588 $84/night
Price Curve

Balcony

$624 $89/night
Price Curve

Suite

$1279 $182/night
Price Curve

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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

$594 $84/night
Price Curve

Oceanview

$622 $88/night
Price Curve

Balcony

$910 $130/night
Price Curve

Suite

$1659 $237/night
Price Curve

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Very good price

Compared to other cruises

14 Night Caribbean
Grand Princess
3.6 "Good"

PORTS

San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; ST. THOMAS;... San Juan

SAIL DATE:   Jan 18, 2026   -   Feb 01, 2026

Interior

$1110 $79/night
Price Curve

Oceanview

$1310 $93/night
Price Curve

Balcony

$1840 $131/night
Price Curve

Suite

$1990 $142/night
Price Curve

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Very good price

Compared to other cruises

7 Night Caribbean
Grand Princess
3.6 "Good"

PORTS

San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Guadeloupe (Point-A-Pitre); Barbados; San Juan

SAIL DATE:   Jan 25, 2026   -   Feb 01, 2026

Interior

$591 $84/night
Price Curve

Oceanview

$701 $100/night
Price Curve

Balcony

$861 $123/night
Price Curve

Suite

$1131 $161/night
Price Curve

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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; Charlotte Amalie, St. Thomas; Tortola - Roadtown, British Virgin Islands; Basseter... San Juan

SAIL DATE:   Jan 25, 2026   -   Feb 01, 2026

Interior

$623 $89/night
Price Curve

Oceanview

$633 $90/night
Price Curve

Balcony

$935 $133/night
Price Curve

Suite

$2049 $292/night
Price Curve

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Very good price

Compared to other cruises

14 Night Caribbean
Grand Princess
3.6 "Good"

PORTS

San Juan; ST. THOMAS; St. Martin, French Antilles; Antigua; Barbados; San Juan; ST. THOMAS;... San Juan

SAIL DATE:   Jan 11, 2026   -   Jan 25, 2026

Interior

$1218 $87/night
Price Curve

Oceanview

$1458 $104/night
Price Curve

Balcony

$1978 $141/night
Price Curve

Suite

$1988 $142/night
Price Curve

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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!