Destin Cruises & Sailing Tours

70 experiences to discover

Day & Sunset Cruises Dinner Cruises Sailing Trips

Explore the best cruises & sailing tours tours and activities in Destin. Our unbiased ratings help you find the perfect experiences for your trip.

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4.75

New York City Sunset Sail on Schooner Adirondack

From $90

1 provider live

Sail away from NYC's hustle

2-hour sail

4.69

Destin Cruisin Tikis Crab Island Tour 3 hr

From $99

1 provider live

Relax on a tiki boat to Crab Island

Professional USCG-licensed captain

4.65

Destin Crab Island Swimming Tour on Bikkini Bottom Boat

From $55

1 provider live

Sail on a spacious catamaran

Two coolers for food and drinks

4.6

Destin Tiki Boat Sunset Cruise 1.5 hr

From $60

1 provider live

Embark on a scenic sunset cruise

Bottled water

4.6

Fort Walton Beach Crab Island Cruise

From $65

1 provider live

Enjoy vibrant water games

Floats, lily pad, goggles, water games

4.59

Destin Sunset Harbor Cruise

From $60

1 provider live

Experience breathtaking sunset views

Cooler with ice

4.59

Destin Crab Island Adventure Cruise

From $450

1 provider live

Embark on a private boat cruise

Bluetooth Radio

4.59

Miramar Beach Sunset Dinner Cruise

$128-$129

4 providers combined

Experience a memorable dinner cruise aboard the SOLARIS yacht

3-course, plated dinner (entree must be selected prior to the cruise)

4.58

Destin Pontoon Tour to Crab Island with Captain

From $375

1 provider live

Discover the iconic Crab Island

Floating mat

4.58

Destin Crab Island Cruise at Sunset 3 hr

From $95

1 provider live

Relax on a cruise to Crab Island

Professional USCG-licensed captain

4.58

Santa Rosa Beach Dolphin Cruise

From $450

1 provider live

Explore Choctawhatchee Bay with a marine biologist

Guests are welcome to bring additional beverages and snacks. Ice is provided

4.58

Destin Tiki Pub Crab Island Sandbar Cruise

$85-$89

2 providers combined

Cruise on a floating Tiki bar

Bluetooth sound system