Megan Kline

Paint By Destination

10. Oct 9 - 20, 2026 | Fall Foliage Cruise Canada & New England

Oct 9, 2026 to Oct 20, 2026
Canada, USA

Join us October 9 - 20, 2026 for a watercolor workshop cruise along the New England Coast to paint the autumn leaves

Experience Eastern Canada and New England through watercolor on this intimate small-ship watercolor workshop and art retreat with Windstar Cruises. Sailing from Montreal to Boston, this artistic journey consist of historic ports, rugged coastlines, and refined coastal towns with dedicated studio time onboard.

From the old-world charm of Québec City to the fishing villages of Nova Scotia and the lighthouse-lined shores of Maine and New England, each destination offers fresh inspiration and a distinctive sense of place. Between enriching shore excursions, enjoy relaxed, classroom-style watercolor sessions in a private onboard setting, where creative focus meets the ease and elegance of small-ship cruising.

Your instructor for this workshop will be Al Kline, an accomplished watercolor artist and the current President of the Watercolor Society of South Texas. Known for his strong sense of design, confident brushwork, and thoughtful use of light and value, Al brings a clear, approachable teaching style that supports artists at every stage. His instruction focuses on simplifying complex scenes, strengthening composition, and painting with intention, making him a wonderful guide for capturing the character and atmosphere of each destination we visit.

 

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)

  • Four pre-selected excursions 

  • 11-Nights luxury accommodation onboard the Star Pride, 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. Pre or post-cruise experiences
  4. Travel, health, accident or other insurance
  5. Alcoholic beverages
  6. Passport fees
  7. Baggage fees
  8. Vaccinations
  9. Laundry
  10. Additional food and beverages off board
  11. Optional excursions
  12. 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 coastline of Canada and New England. Our home for this watercolor workshop is the Star Pride 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 Pride creates a refined, intimate setting perfect for capturing the fall foliage.

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 onboard in a dedicated classroom space. 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 each excursion.


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.

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


Available Packages

Star Porthole Suite (Category SP)
Available until October 1, 2026

Starting At: $6,889.00
Deposit: $999.00 per room

 
CATEGORY SP
CABIN TYPE: Star Porthole Suite | 277 SQ FT
 
This fee is based on double occupancy (shared room) in a Star Porthole Suite (Category SP).
 
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:
  • 11-nights accommodation on a luxury all-suite ship
  • Four 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 S)
Available until October 1, 2026

Starting At: $7,307.00
Deposit: $999.00 per room

CATEGORY S
CABIN TYPE: Ocean View Suite | 277 SQ FT
 
This fee is based on double occupancy (shared room) in an Ocean View Suite Category (Category S). 
 
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:
  • 11-nights accommodation on a luxury all-suite ship
  • Four 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 S1)
Available until October 1, 2026

Starting At: $7,459.00
Deposit: $999.00 per room

CATEGORY S1
CABIN TYPE: Ocean View Suite Category | 277 SQ FT
 
This fee is based on double occupancy (shared room) in an Ocean View Suite Category (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:
  • 11-nights accommodation on a luxury all-suite ship
  • Four 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.

Star Ocean View Suite (Category SS1)
Available until October 1, 2026

Starting At: $7,554.00
Deposit: $999.00 per room

 
CATEGORY SS1
CABIN TYPE: Star Ocean View Suite Category | 277 SQ FT
 
This fee is based on double occupancy (shared room) in a Star Ocean View Suite Category (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:
  • 11-nights accommodation on a luxury all-suite ship
  • Four 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.

Star Balcony Suite (Category SBS)
Available until October 1, 2026

Starting At: $9,179.00
Deposit: $999.00 per room

CATEGORY SBS
CABIN TYPE: Star Balcony Suite Category | 277 SQ FT
 
This fee is based on double occupancy (shared room) in a Star Balcony Suite Category (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:
  • 11-nights accommodation on a luxury all-suite ship

  • Four 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)
Available until October 1, 2026

$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:

  • Five days of half-day instruction and guidance from the art instructor (3 hours per day on average)

  • 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.