This brand new, limited-time Vacation Envy package, encourages wanderlusters to satisfy their travel itch and brag about it, shamelessly. This package includes picture-perfect accommodations, personal photoshoots and tutorials from top travel social media influencers, spa time and a custom created book from the influencers themselves with insider tips to take home with you.*

  • Where & When It Happens

    Location: Bermuda

    Resort: Hamilton Princess & Beach Club A Fairmont Managed Hotel

    Nights: 3-night trip

    Book Before: April 26, 2018

    Travel Window: 5/17/18 - 5/20/18

    Price: starting from $999/person

  • Who You'll Learn From

    During your three-night trip, you’ll spend quality one-on-one time with social media influencers for private workshops and on-location photo shoots. Nastasia Yakoub (@DameTraveler and @NastasiasPassport) & Jess Meyrick (@TheWonderingDreamer) have years of experience documenting their travels, have built a following and connected with people all over the world — and now they’re ready to connect with you.

What to Expect

Thursday- May 17th

Arrive on the beautiful property of Hamilton Princess & Beach Club, or as the locals call it “The Pink Palace.” The property offers stunning panoramic views of Hamilton Harbor, luxurious amenities and magnificent nightlife.  

Upon arrival, you’ll be treated to a spa treatment in the bright and peaceful wellness center, helping set the tone for the rest of the trip.


Friday- May 18th

Meet Nastasia and Jess


30-minute photography tutorial

Learn the basics of shooting photos whether on your phone or DSLR camera, of landscapes,, best timing, angles and how to become comfortable in front of as well as behind the lens.


1-hour photo shoot

Head to Warwick Long Bay Beach, Jobson Cove as well as a short stop at Church Bay with Nastasia and Jess to put your new skills to the test and explore the breathtaking beauty of Bermuda.


Saturday- May 19th

Sunrise photoshoot at Admiralty House Park

With luscious greenery, underground tunnels and a secluded beach, Admiralty House Park is the perfect one-stop-shop to practice your new photography and modeling skills.. Photos first, swim second.


30-minute photo editing tutorial

After you’ve taken your gorgeous shots, Nastasia and Jess will help you take them to the next level with editing tips and best practices for posting on Instagram.


1-hour photo shoot

Next, you’ll head to St. George’s Town and St. Peter’s Church, the oldest church in Bermuda and one of the most beautiful in the world, to explore hidden photo-worthy alleyways and streets.


Sunday- May 20th 

Before heading home with your next-level social media skills, you’ll head out on one final adventure — to explore the beautifully unique Front Street. Home to shops, restaurants and Caribbean flair, this district gives you the opportunity to capture the true essence of Bermuda.


Where You've Seen It

This package has been featured on:


*Only 5 double occupancy packages are available. Call-In booking only. This package is available for U.S. residents only. Trip must be paid for in full at time of booking. Price will vary by departure city. Room, airfare, spa treatment, transportation, resort fees and itinerary excursions included in price. Itinerary dependent upon weather, subject to change at the discretion of


Limited time and availability. To be eligible for this promotion you must 1) be an approved ER&R Club member by 11:59 p.m. CST on November 4, 2019 2) be within the first 25 ER&R Club members to sign up for the promotion 3) make a double or single occupancy booking for 5 or more nights. Bookings must be made and payment must be collected through a designated CheapCaribbean agent between November 11-20, 2019. Travel must be completed between January,1 and June 30, 2020. Blackout dates include but are not limited to April 3-19 and May 20-27, 2020.


Flight accommodations will be booked in economy class or lower on United Airlines. Flight requests will be taken into account but are not guaranteed. In areas that are serviced by more than one airport (for example New York, Chicago, San Francisco), clients are expected to use the airport that provides the lowest fare available.


CheapCaribbean’s travel protection and cancellation policies for the hotel portion of the booking will apply. Travel protection will only be valid on the hotel-portion of the booking. Cancellation or a rebooking of your hotel stay outside of the allowed travel period will result in forfeiture of the free flight(s). Any changes to flights will be subject to the airline’s policies.


Offer not valid on previous bookings. Offer may not be combined with other special offers, discounts or promotions (including promotional codes). This promotion is not available to employees, or family members of employees, of CheapCaribbean or affiliated companies of the Apple Leisure Group.