Wine & White Cliffs

Santorini, Greece
  • }6 Nights / 7 Days
  • Best for: Couples, Friends, Solo Travelers

Secure your spot with a $150 per person deposit, a simple payment plan, one on one trip support, and an expertly designed itinerary.

Price of this tour

$2498

per person (double)

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Welcome to Wine & White Cliffs, a dreamy escape to Santorini where every moment feels like it belongs in a postcard. This experience is designed for ease, beauty, and a touch of indulgence, blending iconic views with unhurried time to simply enjoy where you are.

From the start, you’re surrounded by Santorini’s signature contrast of crisp white architecture and deep blue sea. You’ll explore charming villages, scenic viewpoints, and coastal landscapes that define the island, all at a comfortable, effortless pace. Evenings naturally lean into golden light and unforgettable sunsets, creating moments that feel both elevated and relaxed.

Wine becomes part of the rhythm of the trip, with curated tastings that highlight the island’s unique character shaped by volcanic soil and sea air. Paired with sweeping caldera views, these experiences feel refined without ever being rushed.

With built-in flexibility, you’ll also have time to follow your mood. Wander into tucked-away corners, linger over long lunches, or simply sit somewhere beautiful and take it all in.

This is Santorini done well. Soft, scenic, and just indulgent enough to feel like a true escape.

  • 6 nights 4 or 5-star accommodations
  • Daily hotel breakfast
  • Roundtrip airport transfers
  • Pre-planned experiences & activities
  • Flight booking assistance
  • Dedicated travel advisor support
  • Personalized pre-departure pdf guide

Active: Santorini is by nature hilly and uneven. Not recommended for those with mobility or cardiac issues.

2026 Departures
May 7th or 21st
Jun 4th or 25th
Jul 16th or 23rd
Aug 6th or 27th
Sep 3rd or 17th
Oct 1st or 15th
Nov 5th or 19th
Dec 3rd or 17th
2027 Departures
Jan 14th or 28th
Mar 18th
Apr 15th or 29th
May 6th or 20th
Jun 3rd or 17th
Jul 1st or 15th
Aug 5th or 12th
Sep 2nd or 16th
Oct 7th or 21st
Nov 4th or 18th
Dec 2nd or 9th

Highlights

Luxury island accommodation

White cliffs and blue-domed views

Guided island tour with sunset in Oia

Wine tastings at local wineries

Private driver day to explore

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Your Itinerary

Day 1 — Arrive in Santorini
Arrive in Santorini and transfer to your hotel. Take the rest of the day to settle in, unwind, and ease into the island. A sunset dinner with caldera views is always a good first move.

Day 2 — Santorini Highlights: Villages, Wine & Oia Sunset Experience (Included)
Start your trip with a full introduction to the island. You’ll explore a mix of historic sites, traditional villages, scenic viewpoints, and coastal areas, with a wine tasting along the way. The day wraps in Oia, just in time for its iconic sunset.

Day 3 — Leisure Day in Santorini
Enjoy a slow day with no schedule. Relax at your hotel, explore nearby areas, or spend time at a beach club or café. This is your time to settle into the rhythm of the island.

Day 4 — Santorini Wine Journey (Included)
Today is all about wine and views. Visit a selection of beautiful wineries, enjoy guided tastings, and take in those signature Santorini landscapes. It’s an easy, elevated kind of day.

Day 5 — Santorini Private Chauffeur Experience (Included)
You’ve got the day to explore however you want. With a private driver, you can visit hidden spots, take photos, stop for lunch with a view, or revisit places you loved earlier in the trip. No set plan, just flexibility.

Day 6 — Leisure Day in Santorini
One more day to enjoy Santorini your way. Keep it relaxed, do a little shopping, book a spa treatment, or just sit somewhere beautiful and take it all in.

Day 7 — Depart Santorini
Enjoy a final morning before checkout and your transfer to the airport. Depart Santorini relaxed, recharged, and with a few favorite spots you’ll probably still be thinking about later.

Tour Terms & Conditions

Designed for a smooth, flexible, and well-supported experience from booking to departure.


Booking & Payment Plan

Deposit
$150 per person to secure your spot

Payment Schedule

  • 25% of remaining balance due at the halfway point to departure
  • Final balance due 45 days before departure
  • Additional payments may be made at your discretion

Included

  • Automatic payment plan with no interest or credit check
  • Auto-pay not required

Flights

International airfare is not included. A roundtrip flight to Santorini International Airport (JTR) will be required. You may book independently, or I can assist with your flight arrangements.

Flight purchase is not required to reserve your spot. However, we recommend booking your flight no later than 60 days prior to arrival.

You may book independently or request assistance with your flights.

Flexible payment options are available for flights. See our “About flights” page for more details.


Flexibility

Accommodations
All properties are selected based on quality, location and client satisfaction and are rated 4 to 5 stars.

After your deposit has been received, you will receive an invoice that includes your included hotel(s).

If you would like to change your hotel choice one adjustment may be requested after your invoice is issued.

Personal Needs
If you have physical, dietary, or religious considerations please discuss it before booking. Adjustments will be made where possible.


Changes

You may request one change to your departure date or destination if requested 30 days or more before departure. *In some instances a price increase may apply.

Name changes are not permitted. If a correction is needed, the reservation must be canceled and rebooked. A $100 rebooking fee may apply, and current pricing at the time of rebooking will apply.

If a roommate cancels, the remaining guest will be adjusted to the solo rate.


Cancellations

All payments are non-refundable.

Payments more than 10 days past the due date result in automatic cancellation of your reservation.

If your destination becomes unsafe due to local political or social unrest 30 days or more before your departure, you may change your travel date or destination with no penalty.

Travel insurance will be offered to address additional issues.


Full terms and conditions will be provided prior to submitting your deposit.

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