Cycladic Summer

Overview

Experience Greece at its most luminous, when whitewashed villages glow under the late-summer sun and the Aegean stays warm well into the evening. From late August through September, journey from historic Athens to the iconic islands of Mykonos and Santorini for a hosted week of boutique stays, standout dining, and effortless island hopping. This intimate escape blends culture, coastline, and celebration, with logistics handled end-to-end by our in-house team and local guides so you can simply settle into the rhythm of the Cyclades.

Trip Duration: 11 days / 10 nights
Ideal for: sun-seekers, design lovers, and travelers who want a refined island experience without overplanning
Group size: up to 8 travelers (hosted by 2 guides)
Trip cost: $6,250 per person, double occupancy
Flights not included

Join the Journey

Trip Dates

August 27–September 6, 2026 (11 Days)

Trip Cost

$6,250per person

Join the Journey

Included in Your Escape

What's Included

Hosted by our in-house team and local guides, with ten nights in hand-selected boutique accommodations across Athens, Mykonos, and Santorini
Luxury catamaran excursion to Delos plus curated cultural experiences throughout the journey
Guest list access to Mykonos' most sought-after beach clubs and nightlife, including SantAnna Mykonos and Skandinavian Bar
Curated dining moments and all intercity transportation, including ferries and ground transfers, arranged end-to-end

Not Included

International flights to and from Athens
Travel insurance (required)
Visa/ETIAS (if required)
Optional meals, activities, and add-ons

Itinerary

Day 1 – Arrival in Athens

Arrive in Greece's historic capital, where a DND Travel representative will greet you and escort you to your boutique hotel. Spend the evening settling in after your journey. You may choose a relaxed walk through Plaka or enjoy a rooftop drink overlooking the illuminated Acropolis.

Day 2 – Explore Athens and Welcome Dinner

Begin the day with a guided visit to the Acropolis and Parthenon, followed by the Acropolis Museum. The afternoon is free to explore Plaka, Monastiraki, or Syntagma Square at your own pace. In the evening, gather with your group for a hosted Welcome Dinner overlooking the Acropolis, officially kicking off the journey.

Meals: Welcome Dinner

Today's Highlights

Visit the Acropolis and Parthenon, the heart of classical Greece.
Explore the Acropolis Museum with its ancient sculpture and history.
Wander through Plaka, Monastiraki, or Syntagma Square for local shopping and cafés.
Enjoy a Welcome Dinner with the group overlooking the Acropolis.

Accommodations

We handpick every accommodation and focus on locations and properties where local culture is at your doorstep. Specific accommodations will vary based on your departure date, but these are frequently used properties for this tour.

Myconian Korali Relais & Châteaux

Mykonos Town

Perched above Mykonos Town, Myconian Korali is a refined island retreat offering sweeping Aegean views, elevated design, and personalized Relais & Châteaux–level service. Its serene setting sits just moments from Mykonos' iconic beach clubs, nightlife, and waterfront dining.

Enigma Suites

Santorini (Thira)

Set along the caldera cliffs of Thira, Enigma Suites offers an intimate boutique stay with sweeping Aegean views and a calm, understated design. Guests enjoy private terraces, attentive service, and a central location ideal for sunset strolls, dining, and exploring Santorini at an unhurried pace.

Contact

Have questions about this trip? Get in touch and we'll respond within 2–3 business days.

FAQ

If you are a U.S. or EU citizen, you do not need a visa for stays under 90 days. However, starting in 2026, travelers from visa-exempt countries (including the U.S.) will need to complete an ETIAS travel authorization before arrival. Learn more at travel-europe.europa.eu/en/etias.

Yes. Travel insurance is required for all guests and should cover trip cancellation and medical expenses.

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Key experiences are hosted, but the trip is intentionally unhurried, with plenty of free time to explore, relax, or opt in to additional activities.

The group is capped at 10 guests, creating a social yet intimate atmosphere that allows for flexibility and genuine connection.

Mykonos' social scene is part of the experience, but always optional. Guests have curated access while maintaining the freedom to move at their own pace.

This journey prioritizes boutique stays, insider access, and thoughtful pacing over volume, offering a more personal and elevated way to experience the Cyclades.