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Pleasant Holidays

Oahu, Hawaii
Specialty travel packages for honeymoons and more.

Founded in 1959, Pleasant Holidays offers vacation packages, including flights, hotels, cruises with pre- and post-stays, car rentals, sightseeing tours and activities, and travel protection. Create a one-of-a-kind trip, whether you’re planning a getaway, family reunion, or a destination wedding.

Sample Experiences

Caribbean Paradise

Tucked between rising peaks and rippling waters, a family-friendly paradise of rest, relaxation, and recreation awaits. Enjoy some of the best the island has to offer, from gourmet cuisine to thrilling sports. Discover the famous Dunn's River Falls where you'll trek up the falls then soak in the lagoons.

North Shore Adventure

The North Shore is only a short, one-hour drive from Honolulu, yet feels a world away. Indulge in championship golf, five miles of white-sand beaches, 15 miles of hiking trails and riding stables. Visit the Polynesian Cultural Center, where you'll learn about the unique cultures of ancient Hawaiian and Polynesian villages.

Luxury in Bora Bora

Visit Motu Toopua for infinity pools that melt into views of the lagoon and hilltop spas. Book a snorkel safari where you can meet blacktip reef sharks and gentle stingrays as they swim right in front of you.

All-Inclusive in Mexico

Stay at an all-inclusive haven in the Riviera Maya, with impeccable service and hospitality. Find your ideal, spacious, well-appointed suite and dine at award-winning restaurants. Plus, make sure to explore Chichen Itza, one of the New Seven Wonders of the World.

Pleasant Holidays also offers:
On the Water
Custom Itineraries
Packaged Offers
Book with American Express Travel and get:

Membership Rewards® Points.
With Platinum Destinations® Vacations, Platinum and Business Platinum Card® Members get one extra Membership Rewards point for every eligible dollar you spend on a qualifying vacation package.1

Learn more or book now:
American Express Platinum Cards
Platinum Travel Service
American Express Gold Card
Personalized Travel Service

Other Experiences You May Be Interested In

Road & Rail

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1. Valid only for new bookings of vacation packages made with a participating vacation supplier through Platinum Travel Service, Centurion Travel Service, any American Express Travel office or the Agency Services Desk. May not be combined with other offers unless indicated. Booking must be made using a Membership Rewards®️ program-enrolled U.S. Consumer or Business American Express Platinum or Centurion Card. Available for U.S. Platinum Charge Card Members and U.S. Centurion®️ Members only, and excludes Platinum Credit Card Members such as Platinum Delta SkyMiles®️ Card Members who are not also U.S Platinum Charge Card Members or U.S. Centurion®️ Members. If booking through a travel agency, travel agent must submit booking information at americanexpress.com/asdonline for the Card Member to obtain extra points. Participating vacation suppliers and benefits subject to change. Get one (1) extra point per eligible dollar of spend on vacation packages; separate airfare and other charges associated with booking are not eligible. Extra points will be credited to Card Member’s Membership Rewards account within 8-12 weeks after travel is completed. See membershiprewards.com/terms for Membership Rewards program terms and conditions. Bonus ID: B4ZD.

American Express Travel Related Services Company, Inc., when acting solely as a sales agent for travel suppliers, is not responsible for the actions or inactions of such suppliers. We want you to be aware that certain suppliers pay us commissions and other incentives for reaching sales targets or other goals, and may also provide incentives to our travel counselors. For more information please visit americanexpress.com/travelterms. California CST#1022318, Washington UBI#600-469-694, Iowa TA#669.

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