The Cruise Web | Find Cruises Deals

Our expert consultants and customer service teams are standing by to help with all of your cruising needs.

Explore with us

Cruise Deals - delivered to your inbox

Destinations

Alaska

Asia

Australia/New Zealand

Canada/New England

Caribbean

Europe

Hawaii

Bahamas

All Destinations

Departure Ports

Baltimore

Galveston

New Orleans

Miami

Port Canaveral

All Departure Ports

Cruise Lines

Carnival Cruise Line

Celebrity Cruises

Holland America Line

Norwegian Cruise Line

Princess Cruises

Royal Caribbean Int'l

All Cruise Lines

Deals

Family Deals

Holiday Deals

Military Deals

Last Minute Deals

2026 Deals

Land Vacations

Cosmos Tours

Globus Tours

All Land Tours

All About Cruising

Articles

Experiences

All Ports

About Us

Already Booked

Gift Certificates

Future Cruise Credits

The Cruise Web, Inc.

8614 Westwood Center Drive  Suite 800  Tysons, VA 22182

Phone: 1-800-377-9383

International: +1 240-487-0155

Fax: 1-240-487-0154

Terms and Conditions

Do Not Sell or Share My Personal Information

Offer ID Number

4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau

Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

Call

4.9/5 ⭐Google 600+ Reviews | A+ Better Business Bureau

Destinations Departure Ports Cruise Lines Deals Land Tours Find Cruises

1-800-377-9383

Call

102 Results

Taxes and fees included in all prices shown

Sort

Showing results 1 - 24 of 102

*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.

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Holiday Cruise

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

1 Sailing

Dec 21, 2025

1 Sailing

Dec 21, 2025

Published prices from

$3,890

per person*

taxes & fees included

Immaculate Conception Cathedral in Colon.

FREE All-Inclusive Package Upgrade*+ 1 more offer

20-night Star Collector: Central America & The Caribbean: Cloudforest Coastlines, Canal Locks & Calypso Concerts Cruise

St. Maarten (Philipsburg)

+13 more

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 30, 2025

1 Sailing

Nov 30, 2025

FREE Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Cruise

San Juan

St. Thomas (Charlotte Amalie)

St. Maarten (Philipsburg)

St. Croix

Fort de France

+2 more

Aboard

Jewel of the Seas

From

San Juan, Puerto Rico

23 Sailings

Nov 15, 2025 - Apr 18, 2026

23 Sailings

Nov 15, 2025 - Apr 18, 2026

Published prices from

$692

per person*

taxes & fees included

Early Black Friday | Up to 50% OFF + $500 Instant Savings + 3rd & 4th Guests FREE*+ 3 more offers

14-night Southern Caribbean Adventurer Cruise

San Juan

St. Maarten (Philipsburg)

Castries

Bridgetown (Barbados)

St. George's

+4 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

19 Sailings

Nov 16, 2025 - Mar 22, 2026

19 Sailings

Nov 16, 2025 - Mar 22, 2026

FREE Wi-Fi, Dining, Spa Access & More*+ 2 more offers

10-night West Indies Explorer Cruise

Bridgetown (Barbados)

+4 more

Aboard

Viking Sea

From

San Juan, Puerto Rico

27 Sailings

Dec 19, 2025 - Feb 16, 2028

27 Sailings

Dec 19, 2025 - Feb 16, 2028

Published prices from

$3,699

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.

FREE All-Inclusive Package Upgrade*+ 1 more offer

6-night The Spanish Main: Rise Of The New World Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025

FREE All-Inclusive Package Upgrade*+ 1 more offer

13-night Star Collector: Beaches & Bastions Of The BVI And Spanish Caribbean Cruise

St. Maarten (Philipsburg)

+7 more

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 30, 2025

1 Sailing

Nov 30, 2025

FREE All-Inclusive Package Upgrade*+ 1 more offer

7-night San Juan & The Virgin Islands Cruise

St. Maarten (Philipsburg)

+2 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

4 Sailings

Jan 23 - Mar 6, 2026

4 Sailings

Jan 23 - Mar 6, 2026

Buy One, Get One FREE Airfare*+ 5 more offers

7-night Caribbean Cruise: Curacao, Aruba & Bonaire

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

2 Sailings

Dec 14, 2025 - Apr 12, 2026

2 Sailings

Dec 14, 2025 - Apr 12, 2026

Published prices from

$679

per person*

taxes & fees included

Buy One, Get One FREE Airfare*+ 5 more offers

7-night Caribbean Cruise: Barbados, Antigua & St. Lucia

San Juan

Roadtown

St. John's

Bridgetown (Barbados)

Castries

+2 more

Aboard

Norwegian Epic

From

San Juan, Puerto Rico

19 Sailings

Nov 23, 2025 - Apr 5, 2026

19 Sailings

Nov 23, 2025 - Apr 5, 2026

Published prices from

$659

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.

Up to FREE $2,000 Onboard Credit*

8-night Yachtsman's Caribbean Cruise

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 14, 2025

1 Sailing

Dec 14, 2025

Published prices from

$3,999

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 All-Inclusive Package Upgrade*+ 1 more offer

14-night Star Collector: Lovely Leewards Cruise

St. Maarten (Philipsburg)

+8 more

Aboard

Star Pride

From

San Juan, Puerto Rico

11 Sailings

Nov 16, 2025 - Jan 3, 2027

11 Sailings

Nov 16, 2025 - Jan 3, 2027

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

FREE All-Inclusive Package Upgrade*+ 1 more offer

7-night San Juan & The Virgin Islands Cruise

St. Maarten (Philipsburg)

+2 more

Aboard

Star Pride

From

San Juan, Puerto Rico

8 Sailings

Nov 16, 2025 - Jan 10, 2027

8 Sailings

Nov 16, 2025 - Jan 10, 2027

A stunning image of Little Bay in Anguilla, a secluded, beautiful beach with turquoise water surrounded by towering rocky cliffs and lush green vegetation.

Up to FREE $2,000 Onboard Credit*

20-night Holiday Caribbean Enchantment Cruise

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 14, 2025

1 Sailing

Dec 14, 2025

A captivating half-underwater, half-above-water shot of a person snorkeling in the vibrant turquoise waters of the British Virgin Islands with stunning rock formations and palm trees visible above the waterline.

FREE Butler Service, Gourmet Dining & More*+ 1 more offer

7-night Caribbean Cruise

Aboard

Silver Spirit

From

San Juan, Puerto Rico

1 Sailing

Dec 29, 2025

1 Sailing

Dec 29, 2025

Published prices from

$6,200

per person*

taxes & fees included

A stunning view of Port Elizabeth in Bequia, St. Vincent and the Grenadines, with a sandy beach lined with palm trees and a building on the shore, and numerous sailboats anchored in the calm turquoise bay.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

8-night Southern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

Published prices from

$1,479

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 Dining, Onboard Activities & More*+ 1 more offer

7-night Southern Caribbean Cruise

St. Vincent (Kingstown)

+2 more

Aboard

Brilliance of the Seas

From

San Juan, Puerto Rico

17 Sailings

Nov 16, 2025 - Apr 12, 2026

17 Sailings

Nov 16, 2025 - Apr 12, 2026

Published prices from

$655

per person*

taxes & fees included

A wide-angle view of the bustling harbor of Charlotte Amalie, St. Thomas, with many sailboats and yachts docked in the tranquil blue water, and the town's buildings climbing the lush green hills.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

7-night Southern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

St. John's

St. Pierre

Port Elizabeth (Bequia)

+3 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

2 Sailings

Nov 22 - Dec 6, 2025

2 Sailings

Nov 22 - Dec 6, 2025

Published prices from

$669

per person*

taxes & fees included

A beautiful panoramic view of Roseau, Dominica, with a colorful town nestled between the deep blue Caribbean Sea and a backdrop of lush green, volcanic mountains.

Up to FREE $2,000 Onboard Credit*

20-night Southern Caribbean Discovery Cruise

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

A tranquil beach on Isla Parida, with gentle waves lapping against the sandy shore and a lush green rainforest lining the coast.

FREE All-Inclusive Package Upgrade*+ 1 more offer

13-night Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & The Caribbean Cruise

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025

An aerial view of the Kralendijk waterfront in Bonaire, showcasing the contrast between the deep blue ocean and the shallow turquoise water near the shore, with sailboats anchored offshore.

Up to FREE $2,000 Onboard Credit*

12-night Treasures Of Aruba, Bonaire & Curacao Cruise

Aboard

Seabourn Ovation

From

San Juan, Puerto Rico

1 Sailing

Dec 2, 2025

1 Sailing

Dec 2, 2025

Published prices from

$8,519

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.

Early Black Friday | Up to 50% OFF + $500 Instant Savings + 3rd & 4th Guests FREE*+ 3 more offers

7-night Southern Caribbean with Barbados Cruise

San Juan

St. Maarten (Philipsburg)

Castries

Bridgetown (Barbados)

St. George's

+2 more

Aboard

Grand Princess

From

San Juan, Puerto Rico

20 Sailings

Nov 16, 2025 - Mar 29, 2026

20 Sailings

Nov 16, 2025 - Mar 29, 2026

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

13-night Eastern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

St. John's

St. Pierre

Port Elizabeth (Bequia)

+8 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 6, 2025

1 Sailing

Dec 6, 2025

FREE $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

14-night Eastern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

St. John's

St. Pierre

Port Elizabeth (Bequia)

+9 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Nov 22, 2025

1 Sailing

Nov 22, 2025

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 $200 Shipboard Credit & More with Azamara Circle*+ 2 more offers

18-night Eastern Caribbean Voyage

San Juan

St. Thomas (Charlotte Amalie)

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025