
James' Greek Escape: Cheers to 50
May 15 - 23, 2027
7 Hotel Nights • Athens & Santorini • Small Group • With or Without Airfare from Washington, D.C. (IAD)
Turning 50 is a milestone I've been looking forward to celebrating—not with one dinner or one party, but with an incredible adventure shared with the people who mean the most to me. Rather than gathering for a single evening, I'd much rather create an experience where we can explore, laugh, relax, and make memories that will last a lifetime.
Greece has been on my bucket list, and I can't think of a better place to celebrate this milestone than the historic city of Athens and the breathtaking island of Santorini. We'll kick off the trip with a welcome dinner before exploring Athens, including the iconic Acropolis, with plenty of free time to wander the city—and hopefully discover a few Nigerian restaurants as a way to celebrate our heritage while we're there.
In Santorini, we'll tour the island, enjoy a local wine tasting, and experience a sunset catamaran dinner cruise. With free time to explore, there will be opportunities to photograph the famous blue domes, book a flying dress photo shoot, stroll through Oia and Fira, shop, relax, and simply soak in everything the island has to offer. Since all of our transfers and tours are private, we'll have even more opportunities to enjoy each other's company and, of course, turn up the way we do!
I wanted to keep this celebration intimate, so I've reserved just 10 rooms. If you'd like to celebrate this milestone with me, I encourage you to reserve your spot early. All of the travel arrangements are being handled by our friend Dee at You Can Travel Too, so all we have to do is show up, celebrate, and enjoy the experience together.
Double Occupancy Pricing
With Flights: $5,330 per person, double occupancy
Without Flights: $3,600 per person, double occupancy
Single Occupancy Price Available Upon Request
Pricing is per person, based on double or single occupancy, and includes round-trip international economy airfare from Washington, D.C. Guests purchasing the land-only package may be responsible for arranging their own airport transfers if they arrive or depart on different flights than the group.
What's Included:
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7 nights in 4-star hotels in Athens & Santorini
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Daily breakfast
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Welcome Dinner
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Half-day City and Acropolis Tour
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Santorini Wine Experience
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Sunset Catamaran Dinner Cruise in Santorini
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Domestic Flights between Athens and Santorini
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Private Airport Transfers
What’s Not Included
Your custom package does not include passport fees, travel insurance, meals not listed, beverages at meals, personal expenses, gratuities, and local government fees that must be paid directly to the hotel.
Payment Schedule
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$500 non-refundable deposit to secure your reservation.
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Automatic monthly payments through March 15, 2027.
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Pay your balance in full at any time.
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Flexible financing is available through Flex Pay by Upgrade. Please inquire if you're interested.
Payments and Cancellations
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All deposits are non-refundable.
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Beginning January 1, 2027, all payments made toward the reservation are non-refundable.
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Monthly payments will automatically be charged to the card on file. You will have up to 3 days before payment to update your card on file.
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You are responsible for any charges associated with insufficient funds.
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Travel insurance is strongly recommended to protect your investment. Please inquire if interested in receiving a quote.

