Pleasant Holidays
Trust your vacation planning to the experts. Pleasant Holidays has been planning unforgettable, one-of-a-kind vacation packages for 60 years and is passionate about travel.
With Pleasant, you can customize your package to include flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, and more. Their vacations feature the world's most popular vacation destinations, including Hawaii, Australia, Canada, Caribbean, Central America, Cook Islands, Europe, Fiji, Japan & Asia, Mexico, New Zealand, South America, Tahiti, United Arab Emirates, and the United States.
EXCLUSIVE MAUI OFFER
Let the Magic Unfold
Find endless opportunities to explore and relax on a wonderful vacation to Maui. Book 5-night air and hotel packages at participating resorts now for great rates, daily breakfast for two, dinner luau for two, AAA Member Benefit, and a $200 air credit. Book by June 30, 2025 for travel most nights through December 19, 2025.
YOU'RE INVITED
Plan Your Getaway with Pleasant Holidays
Join us and learn about traveling your way with Pleasant Holidays and how you can customize your package to deliver your dream getaway. To RSVP, please click on the event you wish to attend.
Explore Other Events
AAA Member Benefit:
Save up to $50 per booking or get up to a $50 activity voucher on select vacations.
- Hawaii, Mexico, Central America and South America packages: $50 per booking certificate toward purchase of optional sightseeing or activity. Does not apply to air /car only packages.
- Caribbean: $50 per booking savings off package price or certificate toward purchase of optional sightseeing or activity. Varies by island.
- Australia, New Zealand, Tahiti, Fiji, Cook Islands: $50 per booking savings.
- Europe, United Arab Emirates, Asia, South Africa, Egypt and Jordan: $50 per booking savings
- United States Cities and Canada: $25 per booking savings. Does not apply to air/car only packages.
AAA Vacations Double Member Benefit
Get double your member benefit on select Pleasant Holiday vacations. Save up to $100 per booking or get a $100 per booking activity voucher valid toward a variety of select activities.
A 5-night minimum stay at 4-and 5-star properties is required on all AAA Vacations® bookings. AAA members must make advance reservations through AAA Vacations® to obtain Member Benefits. Activity vouchers do not apply to air/car only bookings. Discounts are per booking and taken at the time of booking.
Future Travel Credit
In addition, members will receive a “Bounce Back Offer” to be booked within 12 months of their original holiday with no travel expiration date.
- $25 per booking savings off of the member’s next vacation to Mainland USA or Canada that includes three nights accommodations.
- $50 per booking savings off member’s next vacation to Hawaii, Mexico, Caribbean, Central America, South America and on a cruise vacation.
- $100 per booking savings off member’s next vacation to Tahiti, South Pacific, Europe, Asia and Japan.
Bounce Back does not apply to Air by Pleasant. 3-night minimum required.
Stay with Hilton and Save
Open yourself to a world of unforgettable vacation memories. For a limited time, save $100 when you book vacation packages of 5 nights or longer with round-trip airfare at any continental U.S. or Canada Hilton Hotel & Resort with Pleasant Holidays. Expires 6/1/25.
Casa Marina Key West, Curio Collection by Hilton
Key West, Florida
5 Nights | Year-round
This landmark resort sits on the largest private beach in Key West—and it’s exclusively reserved for hotel guests. Enjoy chairside service on the beach or by the pool. Relax at the al Mare spa.
Member price from $1,494*
Advertised rate is based on check-in on 5/11/25 in a Key West View King Suite with Balcony room.
Find Your Vacation
New York Hilton Midtown
New York, New York
5 Nights | Year-round
This stylish hotel is within walking distance of New York City highlights. Times Square.
Radio City Music Hall. Central Park. Enjoy a perfect view of Manhattan’s skyline.
Member price from $1,450*
Advertised rate is based on check-in on 5/11/25 in an Urban Queen room.
Find Your Vacation
Hotel del Coronado, Curio Collection by Hilton
San Diego, California
5 Nights | Year-round
Soothe your mind, body, and adventurous spirit at this historic hotel on Coronado Island. Sip on cocktails at The Del. Reserve a cabana by the pool. Take a surfing lesson on a private beach.
Member price from $1,799*
Advertised rate is based on check-in on 5/11/25 in a Cabana Resort View 1 King room.
Find Your Vacation
Virgin Hotels Las Vegas, Curio Collection by Hilton
Las Vegas, Nevada
5 Nights | Year-round
Settle into resort life at this desert retreat only a mile away from the Strip. Enjoy the day spa, winding outdoor pools, 24-hour dining and gaming, and lifestyle-focused chamber rooms.
Member price from $573*
Advertised rate is based on check-in on 5/11/25 in a Corner View King Chamber room.
Find Your Vacation
