The Cruise Web

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

Explore with us

FacebookTwitterInstagramPinterestyoutube

Follow us for the latest cruise and travel news, including our best vacation deals.

Subscribe

Cruise Deals - delivered to your inbox

Cruise Deals

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

Contact Us

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

BBB LogoCruise Lines International Association logo

© 1994 – 2025 The Cruise Web, Inc.

Terms and Conditions

Privacy Policy

Do Not Sell or Share My Personal Information

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

The Cruise Web
DestinationsDeparture PortsCruise LinesDealsLand ToursFind Cruises
1-800-377-9383
The Cruise Web
1-800-377-9383

Call

42 Results

Taxes and fees included in all prices shown

Sort

Loading...

Offramp

    • 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.

Cupecoy Beach with white resort buildings, St. Maarten.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

14-night Eastern and Southern Caribbean Cruise

St. Maarten (Philipsburg)
St. John's
St. Thomas (Charlotte Amalie)
Little Bay
Castries
+9 more

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Feb 19, 2026

1 Sailing

Feb 19, 2026

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise

Lisbon
Bridgetown (Barbados)
Bequia
Mayreau
St. George's
+6 more

Aboard

Wind Spirit

From

Lisbon, Portugal

1 Sailing

Nov 4, 2025

1 Sailing

Nov 4, 2025

Rocky beach and palm trees in Barbados.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

15-night Star Collector: Windward Islands & Spanish New World Cruise

Bridgetown (Barbados)
Man O'War Bay
Mayreau
Soufriere
Kralendijk
+7 more

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 25, 2026

1 Sailing

Jan 25, 2026

Rocky beach and palm trees in Barbados.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night Windward Ways & Tobago Cays Cruise

Bridgetown (Barbados)
Man O'War Bay
Mayreau
Soufriere
Kralendijk
+3 more

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 25, 2026

1 Sailing

Jan 25, 2026

Rocky beach and palm trees in Barbados.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night Windward Island Delights Cruise

Bridgetown (Barbados)
Basseterre
Iles des Saintes
Roseau
Mayreau
+2 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Dec 28, 2025

1 Sailing

Dec 28, 2025

Oranjestad, Aruba harbor with boats and colorful Dutch architecture.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica via the Panama Canal Cruise

Bridgetown (Barbados)
Bequia
Mayreau
St. George's
Kralendijk
+11 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

Cupecoy Beach with white resort buildings, St. Maarten.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

7-night Eastern and Southern Caribbean Cruise

St. Maarten (Philipsburg)
St. John's
St. Thomas (Charlotte Amalie)
Little Bay
Castries
+2 more

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Feb 19, 2026

1 Sailing

Feb 19, 2026

Published prices from

$5,800

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night Windward Islands Surf & Sunsets Cruise

San Juan
Bequia
Mayreau
Soufriere
Iles des Saintes
+2 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

4 Sailings

Jan 30 - Mar 13, 2026

4 Sailings

Jan 30 - Mar 13, 2026

Rocky beach and palm trees in Barbados.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night Jewels of the Windward Islands Cruise

Bridgetown (Barbados)
Anse Mitan
Castries
Pigeon Island
Bequia
+2 more

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 18, 2026

1 Sailing

Jan 18, 2026

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
Azamara logo

18-night Eastern Caribbean Voyage

San Juan
St. Thomas (Charlotte Amalie)
Virgin Gorda
St. John's
St. Pierre
+10 more

Aboard

Azamara Quest

From

San Juan, Puerto Rico

1 Sailing

Dec 19, 2025

1 Sailing

Dec 19, 2025

Published prices from

$4,449

per person*

taxes & fees included

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
Windstar

17-night Star Collector: Hidden Gems of the Caribbean Cruise

St. Maarten (Philipsburg)
Little Bay
Roseau
Castries
Mayreau
+10 more

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 14, 2026

1 Sailing

Jan 14, 2026

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

28-night Star Collector: The Best Of The Windward & Leeward Isles Cruise

St. Maarten (Philipsburg)
Falmouth Harbour
Road Bay
Sopers Hole
Jost Van Dyke
+19 more

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

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

14-night Caribbean Cruise

St. Maarten (Philipsburg)
St. John's
St. Thomas (Charlotte Amalie)
Little Bay
Castries
+9 more

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 11, 2026

1 Sailing

Jan 11, 2026

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.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

15-night Star Collector: Merry Christmas & Happy New Years From The Caribbean Cruise

Oranjestad
Willemstad
Kralendijk
St. George's
Mayreau
+7 more

Aboard

Wind Spirit

From

Oranjestad, Aruba, Caribbean

1 Sailing

Dec 20, 2025

1 Sailing

Dec 20, 2025

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 All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

San Juan
Cruz Bay
Basseterre
Gustavia
St. Maarten (Philipsburg)
+5 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

7 Sailings

Jan 23 - Mar 6, 2026

7 Sailings

Jan 23 - Mar 6, 2026

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

10-night Eastern Caribbean Voyage

Bridgetown (Barbados)
Mayreau
Castries
Roseau
Basseterre
+4 more

Aboard

Azamara Quest

From

Bridgetown, Barbados

1 Sailing

Dec 27, 2025

1 Sailing

Dec 27, 2025

Published prices from

$1,389

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 All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Antilles Adventures Cruise

St. Maarten (Philipsburg)
Basseterre
Little Bay
Gustavia
Deshaies
+8 more

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 11, 2026

1 Sailing

Jan 11, 2026

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

55-night Star Collector: A Grand Caribbean Adventure Cruise

St. Maarten (Philipsburg)
Falmouth Harbour
Road Bay
Sopers Hole
Jost Van Dyke
+33 more

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

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 All-Inclusive Package Upgrade*+ 1 more offer
Windstar

10-night Sublime Southern Caribbean Cruise

Bridgetown (Barbados)
Mayreau
Roseau
Anse Mitan
Deshaies
+6 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

An aerial view of Anse Mitan in Martinique, a beautiful Caribbean village with a bustling beach, sailboats moored in the bay, and lush green hills in the distance.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

21-night Star Collector: A Lesser Antilles Odyssey Cruise

St. Maarten (Philipsburg)
Falmouth Harbour
Road Bay
Sopers Hole
Jost Van Dyke
+13 more

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 4, 2026

1 Sailing

Jan 4, 2026

A stunning image of Little Bay in Anguilla, a secluded, beautiful beach with turquoise water surrounded by towering rocky cliffs and lush green vegetation.
FREE Butler Service, Gourmet Dining & More*+ 1 more offer
Silversea logo

7-night Eastern & Southern Caribbean Cruise

St. Maarten (Philipsburg)
St. John's
St. Thomas (Charlotte Amalie)
Little Bay
Castries
+2 more

Aboard

Silver Shadow

From

Philipsburg, St. Maarten, The Netherlands

2 Sailings

Jan 4 - Jan 18, 2026

2 Sailings

Jan 4 - Jan 18, 2026

Published prices from

$6,100

per person*

taxes & fees included

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

11-night Columbian & Southern Caribbean Coastlines Cruise

Bridgetown (Barbados)
Bequia
Mayreau
St. George's
Kralendijk
+5 more

Aboard

Wind Spirit

From

Bridgetown, Barbados

1 Sailing

Nov 18, 2025

1 Sailing

Nov 18, 2025

A scenic landscape view of Admiralty Bay in Bequia, St. Vincent and the Grenadines, with dozens of sailboats moored on the vibrant turquoise water, surrounded by lush green hills.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

10-night Blue Waters Of The Leeward Islands Cruise

St. Maarten (Philipsburg)
Little Bay
Roseau
Castries
Mayreau
+5 more

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

1 Sailing

Jan 14, 2026

1 Sailing

Jan 14, 2026

A view of Pigeon Island National Landmark, St. Lucia, showing a lush, green peninsula jutting out into the ocean with waves crashing on the rocks.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Captivating Caribbean Cruise

Bridgetown (Barbados)
Anse Mitan
Castries
Pigeon Island
Bequia
+8 more

Aboard

Wind Surf

From

Bridgetown, Barbados

1 Sailing

Jan 18, 2026

1 Sailing

Jan 18, 2026

A scenic landscape view of Admiralty Bay in Bequia, St. Vincent and the Grenadines, with dozens of sailboats moored on the vibrant turquoise water, surrounded by lush green hills.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

8-night An ABC Christmas Cruise

Oranjestad
Willemstad
Kralendijk
St. George's
Mayreau
+3 more

Aboard

Wind Spirit

From

Oranjestad, Aruba, Caribbean

1 Sailing

Dec 20, 2025

1 Sailing

Dec 20, 2025