Hawaiian Hula
Caribbean Beach
Mexico Los Arcos
Bora Bora at Sunset, French Polynesia

Vacation Deals

 
Save on your next vacation with discounts and value-adds on custom air-inclusive vacation packages. Maximize your value by adding travel components including destination experiences, car rentals and more to bookings. Enjoy a truly carefree vacation when you book all-inclusive resorts in Mexico, Caribbean and Central America, where one price covers nearly everything. Ensure a comfortable journey with flight upgrades to first, business or premium economy class. We recommend adding Cancel-For-Any-Reason Travel Protection, which includes coverage for nonrefundable flights, hotels and government-imposed travel restrictions.
 
St. Peter's Square

Europe

Europe is a must vacation experience, offering something for everyone. Explore the vibrant theatre scene in London's West End and ride the London Eye for a spectacular bird's-eye view of the city's iconic skyline. One of the most romantic cities in the world, Paris delights at every turn, from the heights of the Eiffel Tower to the picturesque banks of the Seine. Italy is a feast for the senses, abounding in art, architecture, culture and cuisine, whether you visit Rome, Florence or Venice.

Up to $150 OFF per booking at ALL hotels in London, Paris & Greece

Book by 06/15/25 for travel through 12/31/25
 
 
Saint Lucia Pitons

Caribbean

In the Caribbean, you can hike through national parks and scuba dive along underwater mountains. But perhaps your idea of the perfect island vacation is to plunk yourself down on the sands with a frosted drink in hand. The Caribbean has something for everyone.

Level Up Your Caribbean Vacation with a FREE Room Upgrade

Book by 06/29/25 for travel through 02/28/26
 
 
Hawaii - Leatherback Turtle

Hawaii

Escape to Hawaii, the world's greatest vacation playground. Enjoy warm ocean waters and spotless sandy beaches, majestic volcanoes, surfing, diving, golf, hiking and much more!

Hot Deals: Hawaii

EXCLUSIVE $150 OFF per booking
Book by 06/29/25 for select travel through 12/15/25
 
 

Mexico

Escape to Mexico and enjoy sunshine, blue seas, crystal-white beaches, lofty mountains, jungles full of exotic wildlife, collectible folk art and the breathtaking remains of ancient cultures. Find all-inclusive vacation packages and more.

Summer Fun Under the Sun
FREE nights, kids stay FREE offers, reduced rates and more

Book by 06/29/25 for travel through 02/28/26
 
 
Sequoia National Park

USA & Canada

Explore the Florida Keys, California, national parks and more! With great deals to popular destinations within the Continental USA and Canada, you can now experience a world of fun close to home.

SAVE $100 per booking on Hilton Vacations in the continental U.S. and Canada

Vacations of 5 nights or more at any combination of Hilton Hotels & Resorts qualify.
Book by 06/01/25 for select travel through 12/15/25
 
 
Bora Bora Overwater Bungalow

South Pacific

Visit Tahiti and discover a world of intoxicating aromas, flower-strewn valleys, and deserted stretches of white sand beaches. Or try a Fiji vacation, where glistening white sand beaches and crystal clear lagoons make for incredible tropical beauty.

Tahiti: $200 OFF per booking at ALL Tahiti hotels and resorts in our portfolio

Book by 07/13/25 for travel through 02/15/26

Fiji: $200 OFF per booking at ALL Fiji hotels and resorts in our portfolio

Book by 07/13/25 for travel through 02/15/26

Cook Islands: $200 OFF per booking at ALL Cook Islands hotels and resorts in our portfolio

Book by 07/13/25 for travel through 02/15/26
 
 
Central American Jungle Frog

Central America

From the ethereal cloud forests of Costa Rica to the modern engineering marvel that is the Panama Canal; from the lush beauty of the mountainous interiors to the endless swath of pristine beaches of Costa Rica, Centra America offer travelers myriad unforgettable experiences.

Hot Deals: Central America
$100 OFF per booking

Book by 05/18/25 for travel through 12/31/25
 
 
Cherry Blossoms overlooking Mt. Fuji, Japan

Japan and Asia Vacation Deals

Sample world-class cuisine on the glittering streets of Singapore. Browse high-end boutiques and catch the hottest street fashion in Tokyo. Challenge the timeless slopes of Mount Fuji to watch the sun rise. Asia offers a variety of once-in-a-lifetime vacation experiences.

EXCLUSIVE Offer
$100 OFF per booking at ALL Hilton Hotels & Resorts in our Asia Portfolio

Book by 06/01/25 for select travel through 12/31/25
 
 
Cartagena, Colombia

South America

Embrace the beauty of South Americas's sunny sands, rugged mountains and green countryside.

Hot Deals: Central America
$100 OFF per booking

Book by 05/18/25 for travel through 12/31/25
 
 
Mother koala with baby on her back

Australia & New Zealand

Australia and New Zealand, two captivating destinations in the Southern Hemisphere, offer travelers a diverse blend of natural beauty, vibrant cultures, and unforgettable adventures.

$200 OFF per booking at IHG Hotels & Resorts

 
 
Up to $150 OFF per Booking Offer: Valid on new bookings made 05/19/2025 - 06/15/2025 for travel 05/19/2025 - 12/31/2025. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required for $100 savings; minimum 4-night stay and roundtrip airfare is required for $150 savings. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Hawaii $150 OFF per Booking Offer: Valid on new bookings made 05/05/2025 – 06/29/2025 for select travel 05/05/2025 – 12/15/2025. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Mexico Summer Fun Under the Sun Offer: Valid on new bookings made 05/19/2025 – 06/29/2025 for select travel 05/19/2025 – 02/28/2026 unless otherwise stated. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. Subject to availability. This entire offer is based on availability and can be modified or closed out at any time.

Caribbean FREE Room Upgrade Offer: FREE room upgrade to the next highest category, subject to availability at time of booking. Valid for new bookings made by 06/29/2025 for travel through 02/28/2026 unless otherwise stated. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. This entire offer is based on availability and can be modified or closed out at any time.

Tahiti Hot Deals: Valid on new bookings made 04/12/2025 – 07/13/2025 for select travel 04/21/2025 – 02/15/2026. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Fiji Hot Deals $200 OFF per Booking Offer: Valid on new bookings made 04/12/2025 – 07/13/2025 for select travel 04/21/2025 – 02/15/2026. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
EXCLUSIVE $100 OFF Hilton Hotels & Resorts Offer: Valid new bookings made 04/21/2025 – 06/01/2025 for select travel 04/21/2025 – 12/15/2025. Not valid for travel to Hawaii. Minimum 5-night accommodations at a participating Hilton property and roundtrip airfare required. A total of 5 nights or more at any combination of Hilton hotels qualifies. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.  
Central America $100 OFF per Booking Offer: Valid on new bookings made 03/24/25 – 05/18/25 for select travel 03/24/25 – 12/31/25. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
South America $100 OFF per Booking Offer: Valid on new bookings made 03/24/25 – 05/18/25 for select travel 03/24/25 – 12/31/25. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.

Asia $100 OFF Hilton Resorts and Hotels Offer: Valid new bookings made 03/24/2025 – 06/1/2025 for select travel 03/24/2025 – 12/31/2025. Minimum 5-night accommodations at a participating Hilton property and roundtrip airfare required. A total of 5 nights or more at any combination of Hilton hotels qualifies. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time. 

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]