Cruise with us

What is the difference between a Cruise and a Charter?

A cruise you join us on an existing itinerary that we have pre-planned. You're joining the yacht for 5 to 7 days as the yacht travels from port to port. We provide suggested itineraries, but you can join anywhere along an existing trip.

A charter provides your private use of Timeless with captain and crew to cater to your needs and provide a custom itinerary that is special for you and your guests whether for part of a day, a week, or more.

What To Expect When you Cruise

When you join Timeless on a cruise, you travel comfortably with all the amenities, as we explore the coast and small ports only accessible by a boat the size of Timeless. No two cruises are the same; itineraries and ports change regularly and can't be guaranteed. However, we provide embarkation and departure ports and unforgettable experiences.

We generally depart early (O'dark 30 is common) and travel between 7 and 9 hours (and occasionally more), arriving in port mid to late afternoon, with time to explore the port. We'll stay an extra day in some ports of interest, dictated by the crew, weather, and guest preference. This will provide an excellent opportunity for those who want to learn about voyage planning, navigating, weather forecasting, line handling, etc. While you're not "crew," you can work with the crew and learn about the cruising lifestyle if you choose.

All Cruise pricing is based on double occupancy.

What's included each week:

  • Breakfast each morning. Many mornings we'll be underway, but when we're in port, expect one of Darlene's famous breakfasts.

  • Coffee, Tea, soft drinks, and water is always available.

  • Light lunches when we're underway

  • Snacks and beverages each afternoon

  • Two dinners each week with wine and beer

  • Dockage, marina fees, fuel, etc., are all included in the cruise fare.

What's not included:

  • Transportation to and from the yacht

  • Meals a shore

  • Excursions, shopping, museums, and nights on the town

  • Crew gratuity


Best of Pine Island Sound 1 (AGLCA Pre Rendezvous)

Punta Gorda, FL - Punta Gorda, FL

Departs January 20 (2 Nights)

$1500 $1000

Best of Pine Island Sound 2 (AGLCA Post Rendezvous)

Punta Gorda, FL - Punta Gorda, FL

Departs January 25 (2 Nights)

$1500 $1000

Great Rivers of Florida

Punta Gorda, FL - New Smyrna Beach / Daytona Beach, FL

Departs April 1 (6 Nights)

$2500 $2250

Golden Isles Low Country Historic Cruise

St. Augustine, FL - Savanah, GA

Departs April 8 (5 Nights)

$2250 $2000

East Coast Inland Rivers

Savanah, GA - Southport, NC

Departs April 14 (6 Nights)

$2500 $2250

Taste of the Intracoastal (Mid-Atlantic)

Southport, NC - Norfolk/Hampton, VA

Departs April 20 (6 Nights)

$2250 $2000

Looking for where we've already cruised? Check out our Previous Cruises.

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