Salty Dog Day Sails Fleet for 2021-2022

We have boats for every interest and budget.

Below is an overview of the Fleet. Each of the boats in our fleet has an individual page on this website dedicated to more detailed information about that boat.

 
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‘LITTLE DOG’ $$$

Comfortable St. John sailing catamaran ‘LITTLE DOG’

Private charters perfectly suited for family-friendly fun. Max 12 passengers.

Click the ‘LITTLE DOG’ link below to learn more about its features, photos, itineraries and rates.


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‘BAD DOG’ $

Sporty & affordable catamaran ‘BAD DOG’ is choice for budget-conscious groups and families with ‘no frills=high thrills’ attitudes of adventure. Agility required for a fully fun and exhilarating day with front row seats to the action.

St. John’s CHEAPEST private charter sailing catamaran option! Private charters only. US Waters Only. NO SHADE/NO BATHROOM

Click the ‘BAD DOG’ link below to learn more about ‘BAD DOG’ features, photos, itineraries and rates. LOA 30’


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‘ISLAND DOG’ $$

Spacious St. John powerboat ‘ISLAND DOG’ has the range to explore and the roominess to spread out. Accommodates groups of up to 12 passengers.

Click the ‘ISLAND DOG’ link below to learn more about ‘ISLAND DOG’ features, photos, itineraries and rates. LOA 34’


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‘THUMBS UP’ $

Budget power-catamaran ‘THUMBS UP’ is choice for budget-conscious groups and families desirous of a fun day on the water at a great value.

St. John’s CHEAPEST private charter budget powerboat! Private charters only.

Click the ‘TWO THUMBS UP CHARTERS’ link below to learn more about ‘THUMBS UP’ features, photos, itineraries and rates. LOA 27’


Singing Dog Sailing luxury catamaran OFF CAY

‘OFF CAY’ $$$$

St. John’s LUXURY sailing catamaran ‘OFF CAY’ is the first class boat in our fleet and the only true luxury sailing experience on St. John. Private charters only. Accommodates groups of up to 12 passengers.

Click the ‘OFF CAY’ link below to learn more about luxury catamaran ‘OFF CAY’ features, photos, itineraries and rates.


After you choose a boat that suits your group dynamic and budget, then choose an itinerary that inspires fun, discovery, relaxation and escape. Let’s get SALTY and live the dream together for the day—or more!

We actually own several companies—each to serve a particular market:

  • SingingDogSailing: luxury sailing catamaran OFF CAY

  • SaltyDogDaySails: affordable sailing catamaran LITTLE DOG, budget sailing catamaran BAD DOG, affordable powerboat ISLAND DOG

  • TwoThumbsUpCharters: budget powerboat THUMBS UP