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.
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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.
- Apr 1 | AAA Glen Burnie | featuring Tropical Vacations
- May 14 | AAA Cromwell | featuring Mexico and Caribbean All-Inclusive
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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.
Aloha Paradise
Say aloha to exclusive Hawaii hotel deals from Pleasant Holidays—your Hawaii destination experts. Lock in the lowest hotel rates for 2025 Hawaii Vacation Packages at participating hotels and resorts on this island’s finest beachfronts.
It's Aloha Days!
Save $200 on 5-night or longer air and hotel packages when booked by 4/30/25 and travel by 12/14/25.
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‘Alohilana Resort Waikiki Beach
Honolulu, Hawaii
5 Nights | Year-round
Stay at a cosmopolitan jewel along the most celebrated shoreline in the world—Waikiki Beach. Lounge in the infinity pool. Admire the local sea life in the 280,000-gallon Oceanarium.
Member price from $1,236*
Advertised rate is based on check-in on 8/25/25 in a Diamond Head Ocean View room.
Special Offer: Book with air and receive a $25 daily Resort Credit (per room).
The Twin Fin
5 Nights | Year-round
Get a stunning front-row seat to Waikiki Beach at this surf-inspired resort. Take surfing lessons or craft your own floral lei. Connect with the local Hawaiian community.
Member price from $612*
Advertised rate is based on check-in on 8/25/25 in a Partial Ocean View room.
Special Offer: Book with air and receive a guaranteed room upgrade from Partial Ocean View to Ocean View.
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Aston Kaanapali Shores
5 Nights | Year-round
Experience the magic of Maui’s island hospitality at this relaxation-focused resort. Take a dip in the refreshing garden pool. Recharge at the Puanama Day Spa.
Member price from $1,112*
Advertised rate is based on check-in on 8/25/25 in a One Bedroom Standard room.
Special Offer: Book with air and receive complimentary daily breakfast for two.
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Waikoloa Beach Marriott Resort & Spa
5 Nights | Year-round
Enjoy the best of Hawaii’s Big Island from this centralized hub on the Kohala Coast. Tee off at the surrounding 9-hole golf courses. Go snorkeling in Anaeho’omalu Bay.
Member price from $1,793*
Advertised rate is based on check-in on 8/25/25 in a Resort View room.
Special Offer: Book with air and receive daily continental breakfast for up to two guests at Hawaii Calls restaurant and 10% OFF Mandara Spa services.
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