Seize some of the year's best deals, and enjoy a Caribbean vacation to remember with Pleasant Holidays. Founded over 60 years ago, Pleasant Holidays is one of the largest travel companies in the United States offering customized vacation packages all over the world! Plan everything with a AAA travel agent: your flight, accommodation preference — all-inclusive or luxury, renting a car, sightseeing activities, and even travel protection coverage to preserve what you have to look forward to.
An all-inclusive Iberostar Rose Hall Beach experience makes your vacation dreams a reality, especially for family getaways. The two-bedroom family room accommodation offers space for up to six people, and all guest rooms feature a private balcony overlooking a tropical paradise. This resort is family-friendly with plenty of activities and programs for children to enjoy. For couples, babysitting services are available to get away on the resort and enjoy features including a casino, live entertainment, massages, nightclub, and intimate dinners. The Iberostar Fit & Fun program takes care of your body and mind with fun physical activities, a menu of healthy foods, and options that promote your mental well-being. Foodies and picky eaters alike can discover a culinary adventure with themed dining that transport taste buds to new exciting flavors.
Special Offers and Member Benefits:
What You May Experience:
If there is one word that describes the Caribbean islands, it is unhurried. Do it all or do nothing; the pace is relaxed. Miles of sun-drenched beaches and amenity-rich resorts invite you to swim, sail, dive, golf or spin the roulette wheel—the options are as diverse as the cultures. Pleasant Holidays offers the best Caribbean vacation deals suited to every taste among these idyllic islands.
Need help selecting a package?
With endless choices and options that can be customized, select get a quote below and let us build a vacation that’s perfect for your needs and budget. We’ll book the best package for you directly, and combine it with any AAA promotions to get you the best deal!
Additional Package Options:
+ Rates vary by departure date. 2020 AAA DREAM GETAWAYS Special Offer: $150 savings and $150 Activity Voucher Booking Window: 08/21/20 - 10/31/20 Travel Window: 09/01/20 - 06/30/21 Requirements: Minimum five night hotel accommodations at participating property and roundtrip transpacific airfare are required. Offer is automatically applied on qualifying packages. Call for more details.
*$50 per booking savings. Does not apply to air/car only packages. In addition, members will receive a "Bounce Back Offer" to be booked within 12 months of their original booking with no travel expiration date. $50 per booking savings off of the member's next vacation to non-Mainland USA / international travel that includes three nights accommodations. Member Benefit doubles on packages 5 nights or more. Bounce Back does not apply to Air by Pleasant. United States bounce back/FTC 3-night minimum. Groups: Negotiated on a case-by-case basis. Call for more details.
**Flat Rate $99 Per Person Cancel-For-Any-Reason Coverage Offer: Valid on new bookings made by 10/31/2020 for select travel through 12/31/2021. Rate is per person, including children regardless of age. For children ages 2-17, rates are $99.00 for Regular Season and Holiday Travel. Offer is valid only on Pleasant Holidays and Journese Travel Protection Plan with Cancel-For-Any-Reason pre-departure coverage – Future Travel Credit (FTC) Option. Travel Protection Plan payments are not refundable except as provided in the plan documents. Travel Protection Plan cannot be purchased with a Future Travel Credit (FTC). See website for more information, including plan pricing. Not valid on Cash Back Option. Not valid on Cruise bookings. Not valid during designated Holiday Travel periods. Offer may be changed or cancelled at any time without notice.
We will be in touch shortly to discuss the next steps in the travel planning process. If you are just too excited about your trip, our knowledgeable agents can be reached at 855-222-7884 or through our Live Support Chat seven days a week from 9:00 am until 5:00 pm
While we’re gathering information for your trip, feel free to check out other travel-related services that we offer. We’re your one-stop-shop for travel money; passport photos; and International Driving Permits. Additionally, our AAA Member Rewards Visa® Card is the perfect choice for AAA Members who enjoy a lifestyle of travel.