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Travel Protection Plus

Travel Protection Plus helps give you some peace of mind, before and during travel. Cancel or change your vacation without penalty, get our lowest price on select vacations, receive coverage during travel and more.

Cancel for Any Reason Waiver: You may cancel your vacation for ANY reason up to two hours prior to scheduled* departure and receive a full refund for your vacation, less the cost of the Travel Protection Plan, including non-refundable airfares booked through CheapCaribbean.* Non-refundable hotel rates are not included. Your refund will be in the form of travel credit** or original form of payment based on the Travel Protection Plan type purchased.

Hurricane Travel Credit*^: If a Category One or greater hurricane disrupts a vacation for 24 hours or more, travelers will receive a refund for unused or interrupted vacation nights plus a future vacation discount certificate. Valid for reservations departing June through November.

Need to Make a Change? For changes to bookings with Travel Protection Plus (TPP) where no penalties were assessed, the Travel Protection Plus Plan benefits are considered unused in the first instance and can be moved to a revised reservation without a reactivation fee. For changes to bookings with Travel Protection Plus where penalties were assessed, the penalties are covered but the Plan reactivation fee (75% of original price) applies if you wish to have this coverage on the revised booking.

Cancellations and Re-bookings: If a cancelled reservation is re-booked within 7 days, CheapCaribbean-imposed penalties are waived. Applicable supplier penalties may apply. Additionally, the Travel Protection Plus Plan benefits are considered unused and can be moved to the new reservation without a reactivation fee. When rebooking 8 days or more after initial cancellation, normal fees apply, and Travel Protection Plus is considered used. 

*Advance cancellation time is based on airline’s no-show policy. Some airlines have stricter no-show policies and you must cancel more than two hours in advance of scheduled departure. If you are cancelling a land-only reservation, you must cancel at least two hours prior to your hotel’s check-in time. 

 **Travel credit policies:

Travel credits are valid for travel commencing within 395 days of original departure date.

Travel credits are nonrefundable, nontransferable, not redeemable for cash, and must be used for travel commencing by expiration date.

Travel credits will be issued in the names of the adult (18+) passengers on the original reservation.

Eligibility: This plan is only available to U.S. (except Puerto Rico) residents booking their travel with CheapCaribbean.


The following items are not refundable under Travel Protection Plus:

  • "No Show" situations where the traveler does not check-in and denied boarding situations are not covered.
  • Non-refundable hotel rates.
  • Air not purchased from CheapCaribbean.
  • If the number of individuals occupying a room decreases, the remaining travelers will be responsible for additional costs incurred as a result of a change in the per person occupancy rate.
  • No name changes or substitutions on travel protection plans.
  • Cost to change to an alternate scheduled airline as a result of an airline schedule change prior to departure.
  • The cost of the travel protection plan.

How to File a Claim

Pre-Departure Changes/Cancellations Procedures:

  • To make a change to your existing booking or to cancel your vacation prior to departure, please contact our CheapCaribbean team at 1-800-915-2322 no later than one hour prior to your scheduled departure with your name, booking number and date of travel prior to your original flight departure time.

Post-Departure Claim Procedures:

  • For all post-departure travel protection claims, contact Trip Mate, a Generali Global Assistance & Insurance Services brand at 1-833-791-2989 or report your claim online at The Post-Departure Travel Protection Plan also includes 24/7 Travel Support, Informational, and Concierge Services (non-insurance services provided by Generali Global Assistance’s designated provider). For the Generali Global Assistance, call 1-833-421-0335 within the U.S. and Canada, and 1-954-334-8161 outside of the U.S. and Canada. Your Plan Number is GR430C.

*Canceling or changing your reservation before departure without costly revision fees does not include non-refundable properties. Supplier-imposed fees such as airline/hotel revision penalties will be covered for the first revision instance. If used to cover supplier-imposed fees, Travel Protection Plus will need to be reapplied to the reservation at 75% of the original price (reactivation fee) in order to maintain the program benefits or the traveler is subject to any subsequent revision or cancel fees. A "lap" child under the age of 2 who shares a seat with an adult is covered under the adult's policy.

 *^The Hurricane Travel Credit applies for vacations departing June through November. While in destination, if your CheapCaribbean trip is interrupted for 24 hours or more due to a Category One or greater hurricane, you will receive a refund for unused or interrupted vacation nights plus a "Fresh Start" certificate for a future vacation. "Fresh Start" certificate amounts: $100 per adult, $50 per child for Exclusive Nonstop Vacation Flights and $25 per person for Scheduled Air Vacations. "Fresh Start" certificates are non-transferable and are not redeemable for cash and can be used on a CheapCaribbean for travel any time (excluding holidays) for one year from the original departure date. A qualifying disruption occurs when your hotel requires you to be displaced from their room for 24 hours or more due to the result of a Category One or greater hurricane and does not apply to hurricane watches, warnings or tropical storms. The Hurricane Travel Credit Plan applies to the nights you are displaced from your hotel if a comparable hotel of equal or greater hotel rating is not provided.

Travel Protection Plans are administered by Trip Mate, a Generali Global Assistance & Insurance Services brand, located in San Diego, CA. Plans are available to residents of the U.S. but may not be available in all jurisdictions. Benefits and services are described on a general basis; certain conditions and exclusions apply. Travel Retailers may not be licensed to sell insurance, in all states, and are not authorized to answer technical questions about the benefits, exclusions, and conditions of this insurance and cannot evaluate the adequacy of your existing insurance. This plan provides insurance coverage for your trip that applies only during the covered trip. You may have coverage from other sources that provides you with similar benefits but may be subject to different restrictions depending upon your other coverages. You may wish to compare the terms of this policy with your existing life, health, home and automobile policies. The purchase of this plan is not required in order to purchase any other travel product or service offered to you by your travel retailers. If you have any questions about your current coverage, call your insurer, insurance agent or broker. This notice provides general information on Generali’s products and services only. The information contained herein is not part of an insurance policy and may not be used to modify any insurance policy that might be issued. In the event the actual policy forms are inconsistent with any information provided herein, the language of the policy forms shall govern. Travel insurance plans are underwritten by: Generali U.S. Branch, New York, NY; NAIC # 11231. Generali US Branch is admitted or licensed to do business in all states and the District of Columbia. For the operating name used in certain states, and other important information about the Travel Protection & Assistance Services Plan, please see The Travel Protection Benefits are underwritten by Generali U.S. Branch, provided through Trip Mate, a Generali Global Assistance & Insurance Services brand, P.O. Box 527, Hazelwood, MO 63042, 1-833-791-2989. Non-insurance Services: are not insurance benefits. Generali Global Assistance 24-Hour Assistance Services are provided by their designated provider and a Personal Portable Health Record Provided by FootprintID®. Benefits on this page are described on general basis only. There are certain restrictions, exclusions and limitations that apply to all insurance coverages and services. This advertisement does not constitute or form any part of the Plan Description or any other contract of any kind. Plan benefits, limits, and provisions may vary by state jurisdiction. Note to Minnesota, Missouri and New York residents only: If you would like to purchase either the Pre-Departure Penalty Waiver or the Post-Departure Travel Protection contact 1-833-791-2989 for details.

To view the full plan details please visit: and view your state specific Plan Document.