Sarasota

Depart from Sarasota and let the days unfold with white-sand mornings on Siesta Key, easy cruises across Sarasota Bay, and waterfront dinners that stretch into glowing Gulf sunsets.

Naples

Further south, Naples turns up the fun as you pull into sleek marinas, launch the jet skis for an afternoon spin or go hopping boutiques along Fifth Avenue South. Head to the historic pier for a dramatic sunset.

Key West

Experience the full island vibrance of Key West. Dock at Conch Harbor Marina, drop anchor in electric turquoise water, snorkel vibrant reefs, or celebrate the legendary sunset at Mallory Square.

Naples

Begin in Naples, where sleek marinas and golden Gulf sunsets set the tone. Cruise out for open-water swims, launch the jet skis for a coastal spin, and go boutique hopping along Fifth Avenue South before returning for a glowing evening at sea.

Marco Island

Drift toward Marco Island, where the vibe turns barefoot and breezy. Drop anchor in calm backwaters, paddleboard through mangrove tunnels, hunt for sand dollars along quiet beaches, and let the water toys take center stage in warm, shallow turquoise.

Key West

Then it's full island energy in Key West. Dock at Conch Harbor Marina, snorkel coral reefs, take the tender to Duval Street, and toast the legendary sunset at Mallory Square.

Dry Tortugas

Finally, venture farther to the wild beauty of Dry Tortugas National Park — crystal-clear waters, untouched reefs, and snorkeling straight off the stern near historic Fort Jefferson.