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Trip Insurance

Protect Your Investment

Missing a trip is bad enough. Losing the money you paid for it is even worse. The Sail Caribbean Travel Protection Plan may provide protection for your travel investment, your belongings, and most importantly you.

We offer travel insurance through travel protection plans from Trip Mate, which are available to US residents. These plans include trip cancellation coverage, which reimburses non-refundable program expenses if you cancel your program due to a covered reason, such as sickness. Plans also include missed connection, trip interruption and travel delay coverages. COVID-19 is treated the same as any other sickness under the terms of the plans.

For additional protection, families may also choose plan F4340D which includes the Cancel for Any Reason Benefit (CFAR). If your payment for this plan is received within 30 days of the date your initial payment or deposit is made for your trip, this benefit can reimburse up to 75% of your non-refundable program expenses if you cancel your program at least two days before your scheduled program departure date for any reason not otherwise covered by the plan, including fear of contracting COVID-19 during the program. CFAR does not cover: 1) penalties associated with any air or other travel arrangements not provided by Sail Caribbean; or 2) the failure of Sail Caribbean to provide the bargained for travel arrangements due to cessation of operations for any reason. CFAR is not available to residents of New York.  Click here for plan documents regarding plan F4330D. Click here for plan documents regarding plan F4340D. For pricing and further information please contact us at 800-321-0994 or info@sailcaribbean.com.

Schedule of Benefits

Benefit Type Maximum Benefit F4330D Maximum Benefit F4340D
Trip Cancellation Trip Cost Trip Cost
Trip Interruption 125% Trip Cost 125% Trip Cost
Missed Connection $500 $500
Travel Delay (Up to $200 per day) $2,000 $2,000
Cancel For Any Reason Benefit* N/A 75% of Non-Refundable Trip Cost
Medical Expense/Emergency Evacuation
Accident & Sickness Medical Expense $50,000 $50,000
Emergency Medical Evacuation $100,000 $100,000
Non-Medical Emergency Evacuation $25,000 $25,000
Baggage and Personal Effects $1,000 $1,000
Baggage Delay $250 $250


* Not available to New York Residents

Schedule of Non Insurance-Services

General Global Assitance Included Included
FootprintID Included Included

Other benefits of Trip Mate:

  • Injuries during amateur, organized, and intramural sports are not excluded;
  • Scuba diving, as delivered by Sail Caribbean (and in compliance with Sail Caribbean’s rules), is not excluded so this plan can be used to satisfy our dive insurance requirement;
  • Mental, nervous or psychological conditions are not excluded.

Purchase Timing

Plan F4330D is only available prior to, or at the time of, full payment for your trip. Prior to full payment, Plan F4330D may be purchased at any time.

Plan F4340D, which includes the Cancel For Any Reason Benefit, is only available for purchase within 30 days of the date that Sail Caribbean receives your initial payment or deposit.

Purchasing your Trip Insurance Plan (US citizens or residents)

The best way to purchase your trip insurance is through your My Sail Caribbean account, using the link in the Documents section.

If you have questions regarding how to purchase the plan, please call our NY Office at 800-321-0994 or 631-754-2202 or email us at info@sailcaribbean.com.

For specific questions regarding the Travel Protection Plan, please call Trip Mate directly at 833-297-2255 and refer to Plan ID# F4330D or F4340D.

General Disclosure

This advertisement contains highlights of the plans, which include travel insurance coverages underwritten by United States Fire Insurance Company under form series T210 et. al. and TP-401 et. al. The Crum & Forster group of companies is rated A (Excellent) by AM Best 2021. C&F and Crum & Forster are registered trademarks of United States Fire Insurance Company. The plans also contain non-insurance Travel Assistance Services provided by Generali Global Assistance. Coverages may vary and not all coverage is available in all jurisdictions. Insurance coverages are subject to the terms, limitations and exclusions in the plan, including an exclusion for pre-existing conditions. In most states, your travel retailer is not a licensed insurance producer/agent and is not qualified or authorized to answer technical questions about the terms, benefits, exclusions, and conditions of the insurance offered or to evaluate the adequacy of your existing insurance coverage. Your travel retailer may provide general information about the plans offered, including a description of the coverage and price. The purchase of travel insurance is not required in order to purchase any other product or service from your travel retailer. Your travel retailer maybe compensated for the purchase of a plan. CA DOI toll free number: 800-927-4357. MD Insurance Administration: 800-492-6116 or 410-468-2340. The cost of your plan is for the entire plan, which consists of both insurance and non-insurance components. Individuals looking to obtain additional information regarding the features and pricing of each travel plan component, please contact Trip Mate. Trip Mate Inc. (dba Trip Mate Insurance in CA and UT) P.O. Box 527 Hazelwood, MO 63042, 1-833-297-2255; claimssupport@travelclaimsonline.com. CA license # 0805270

Seven Corners Trip Insurance Plan for International students

This Trip Insurance plan provides coverage prior to and during your trip:

  • Trip Cancellation – the policy reimburses your non-refundable payments if you have to cancel before the program begins for covered reasons such as injury, sickness, or disabling illness of an immediate family member.
  • Trip Interruption – the policy reimburses your unused non-refundable payments if your trip is interrupted, or you are unable to continue your trip, for covered reasons.
  • Medical Expenses/Emergency Assistance – the policy reimburses your trip-related medical expenses and outlines emergency evacuation benefits.
  • Baggage & Personal Effects – coverage for loss, theft or damage to your baggage and personal belongings.

Other benefits of the coverage:

  • Scuba diving, as delivered by Sail Caribbean, is not excluded so this plan can be used to satisfy our dive insurance requirement.

Seven Corners Insurance Details

Download and review printable Seven Corners brochure

Purchasing your Seven Corners Insurance Plan (for international students)

Follow this link to get a price quote for your particular trip costs and dates. If you choose to then purchase your this trip insurance plan, please be sure to indicate “Sail Caribbean” as the Travel Supplier when purchasing and notify us that you have purchased the policy.