Megan Kline

Paint By Destination

09. Sept 19 - 25, 2026 | Italy & Greece

Sep 19, 2026 to Sep 25, 2026
Italy, Greece

Join us September 19 - 25, 2026 for a watercolor workshop cruise through the Amalfi Coast and Greece, from Rome to Athens. Instructor contract pending.

Experience the light, history, and coastal charm of Italy and Greece on this immersive watercolor workshop cruise with Paint By Destination and Windstar Cruises. Sailing from Rome to Athens, this art-focused retreat at sea blends inspiring ports, enriching cultural excursions, and dedicated studio-style painting sessions onboard.

From the sun-kissed cliffs and seaside villages of Sorrento and Messina (Taormina) to the whitewashed lanes of Gythion and the ancient fortifications of Monemvasia, each stop offers a fresh palette of light, texture, and atmosphere. Wander historic streets, absorb Mediterranean vistas, and capture the spirit of the Italian coast and Greek Isles with brush in hand, balancing creative exploration ashore with guided watercolor instruction at sea.

 

Deposit & Final Payment:

To secure your spot on the workshop, the deposit is split into two parts:
  1. Workshop Fee: This initial payment reserves your space in the workshop. This is taken at check-out to secure your space onboard.
  2. Cruise Deposit: Once you've completed the registration form, we’ll send you a direct link from Windstar to secure your cruise booking and select any excursions. This will be 15% of your base cruise fare + excursions, all deducted from the total costs listed below and tracked via invoices for your convenience.

 

Why two parts? This approach avoids unnecessary credit card fees, offers better price transparency, and allows you to manage all remaining payments directly through the Windstar portal at your convenience—whether you prefer to pay in full or in installments.

 
Final payment deadlines will be outlined in your Windstar booking confirmation.
 

What's Included:

  • Half-day watercolor workshops (3 hours on board)

  • Three pre-selected excursions 

  • 6-Nights luxury accommodation onboard the Star Legend, an all-suite yacht

  • Daily Wi-Fi to stay connected

  • All meals and beverages (non-alcoholic) onboard

  • Personal concierge and dedicated group host

What's not included:

  1. Airfare to and from the embarkation and disembarkation port cities
  2. Airport transportation
  3. Travel, health, accident or other insurance
  4. Alcoholic beverages
  5. Passport fees
  6. Baggage fees
  7. Vaccinations
  8. Laundry
  9. Additional food and beverages off board
  10. Optional excursions
  11. Gratuities or other items of a personal nature

About The Cruise Line

Windstar Cruises offers a unique small-ship sailing experience, granting access to hidden harbors and lesser-known ports along the stunning coastlines of Italy and Greece. Our home for this watercolor workshop is the Star Legend a recently transformed all-suite yacht accommodating just 312 guests. With spacious suites starting at 277 sq. ft., two new world-class restaurants, and thoughtfully designed public areas, the Star Legend creates a refined, intimate setting perfect for capturing each destination's beautiful landscape.

With a 1.5 to 1 guest-to-crew ratio, Windstar ensures attentive, personalized service – from remembering your name to offering local recommendations. It’s a boutique cruising experience that’s warm, welcoming, and artistically inspiring.

Click here to view the Virtual Deck Plan.

Click here to view the Deck Plan.


 About The Watercolor Workshop

Watercolor workshops will be half-day sessions, for up to three hours per day. These are not full day workshops. Instruction will take place both onboard in a dedicated classroom space onboard. These workshops are designed to compliment the travel experience, not take over the day--there will be no painting or instruction during the guided excursions, as our sessions will be scheduled before or after.


About Us | Paint By Destination

Paint By Destination hosts luxury watercolor workshop retreats on small-ship cruises and in beautiful destinations around the world. As an affiliate of Embark Beyond, Forbes Travel Guide Endorsed Agency and a Virtuoso Agency, we offer our guests exclusive perks, elevated service, and insider access. Each experience is designed for artists and travelers alike, combining expert watercolor instruction with immersive itineraries, luxury accommodations, and personalized support every step of the way. Your host and organizer, Megan Kline, is a Virtuoso Voyages Host.


Deposit & Cancellation policy:

Ship Deposit - Nonrefundable After 121 Days
A deposit is required to secure your booking. The deposit is fully refundable until 121 days prior to the trip start date. A $150 processing fee will be deducted from any refunded deposit amount if you decide to cancel before 121 days.

Workshop Fee – Nonrefundable After 180 Days
The workshop fee becomes nonrefundable 180 days (6 months) prior to the trip start date.

  • Cancellations made before 180 days will receive a full refund of the workshop fee, minus a $150 processing fee.

  • Cancellations made within 180 days of the trip start date are nonrefundable, without exception.


Available Packages

Ocean View Suite (Category S1)
Available until September 18, 2026

Starting At: $4,251.00
Deposit: $999.00 per room

CATEGORY S1
CABIN TYPE: Ocean View Suite | 277 SQ FT
 
This fee is based on double occupancy (shared room) in an Ocean View Suite (Category S1). 
 
Painters have the option of choosing a single (private) room at an extra cost. 
 
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. 
 
Rate Includes:
  • Three pre-selected excursions
  • Breakfast, lunch, and dinner daily onboard
  • Non-alcoholic beverages
  • Daily wifi
  • Queen Size Bed with Luxurious Linens
  • Fully-Stocked Mini-Bar/Refrigerator
  • L'Occitane Bath Amenities
  • Fresh Fruit
  • Hair Dryers and 110/220 Outlets
  • Waffle Weave Robe and Slippers
  • Safe
  • Granite Vanity with Magnifying Mirror
  • Bathroom with Granite Countertop and Shower
  • Wi-Fi (Internet cards can be purchased at reception)
  • TV with DVD Player
 
*If you'd like your rooms to be split into two separate twin beds for your comfort, please contact us at contact@paintbydestination.com.

Ocean View Suite (Category SS1)
Available until September 18, 2026

Starting At: $4,346.00
Deposit: $999.00 per room

CATEGORY SS1
CABIN TYPE: Ocean View Suite 1 | 277 SQ FT
 
This fee is based on double occupancy (shared room) in an Ocean View Suite 1 (Category SS1). 
 
Painters have the option of choosing a single (private) room at an extra cost. 
 
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. 
 
Rate Includes:
  • Three pre-selected excursions
  • Breakfast, lunch, and dinner daily onboard
  • Non-alcoholic beverages
  • Daily wifi
  • Queen Size Bed with Luxurious Linens
  • Fully-Stocked Mini-Bar/Refrigerator
  • L'Occitane Bath Amenities
  • Fresh Fruit
  • Hair Dryers and 110/220 Outlets
  • Waffle Weave Robe and Slippers
  • Safe
  • Granite Vanity with Magnifying Mirror
  • Bathroom with Granite Countertop and Shower
  • Wi-Fi (Internet cards can be purchased at reception)
  • TV with DVD Player
 
*If you'd like your rooms to be split into two separate twin beds for your comfort, please contact us at contact@paintbydestination.com.

Balcony Suite (Category BS)
Available until September 18, 2026

Starting At: $5,286.00
Deposit: $999.00 per room

CATEGORY BS
CABIN TYPE: Balcony Suite | 277 SQ FT
 
This fee is based on double occupancy (shared room) in a Balcony Suite (Category BS). 
 
Painters have the option of choosing a single (private) room at an extra cost. 
 
As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. 

 

 
Rate Includes:
  • Three pre-selected excursions
  • Breakfast, lunch, and dinner daily onboard
  • Non-alcoholic beverages
  • Daily wifi
  • Queen Size Bed with Luxurious Linens
  • Fully-Stocked Mini-Bar/Refrigerator
  • L'Occitane Bath Amenities
  • Fresh Fruit
  • Hair Dryers and 110/220 Outlets
  • Waffle Weave Robe and Slippers
  • Safe
  • Granite Vanity with Magnifying Mirror
  • Bathroom with Granite Countertop and Shower
  • Wi-Fi (Internet cards can be purchased at reception)
  • TV with DVD Player
 
*If you'd like your rooms to be split into two separate twin beds for your comfort, please contact us at contact@paintbydestination.com.

Extra Options

Workshop Fee (**Select if you’re painting)
Unavailable as of October 31, 2025

$999.00

**IMPORTANT NOTE: If you are joining as a painter, you must select this add-on. Please indicate the number of painters in your group at checkout.
 

This fee covers participation in the onboard and on-location watercolor workshop and includes:

  • Daily instruction and guidance from the artist

  • All planning and logistical coordination

  • Required local permits and painting licenses in ports and cities

  • Support staff and on-site coordination throughout the workshop

  • Access to designated painting areas, both onboard and ashore

This ensures a seamless, fully-supported painting experience in every destination.