Top Florida Cruises, Sailing & Water Tours

Q: Got any more Florida trip ideas?

We sure do. Check out our curated lists of hand-picked Florida Tours. Top 10 Florida 2026 Senior-friendly tours Florida Top Picks for an Orlando Everglades Airboat Adventure Top Picks for an Miami Everglades Airboat Adventure The best tours and activities for culture lovers in Florida View all Florida Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Florida?

Based on our sales data over the past year, the most popular styles of tours and activities in Florida are: Florida Kid Friendly Florida Kid Friendly Tours & Activities Florida Vehicle Rentals Florida Cruises, Sailing & Water Tours Florida Boat Tours View all tour styles in Florida →

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both …More

Key West, USA

4.8 (550)

Key West Reef Snorkel & Sail Adventure

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both...

3 hours Free Cancellation

4.8 (550)

from
$79

Minutes from the famous Weeki Wachee Springs State Park mermaids see the river from a whole new perspective with this clear kayaking ecotour! Kayak through …More

4.9 (550)

Clear Kayak Tours in Weeki Wachee

Minutes from the famous Weeki Wachee Springs State Park mermaids see the river from a whole new perspective with this clear kayaking ecotour! Kayak through...

120 to 135 minutes Free Cancellation

4.9 (550)

from
$79

Just a short distance from Panama City Beach rests some of Northwest Florida's most beautiful cold springs. There is an abundance of things to see …More

Panama City Beach, USA

4.9 (549)

Cypress Springs Eco Adventure

Just a short distance from Panama City Beach rests some of Northwest Florida's most beautiful cold springs. There is an abundance of things to see...

5 to 6 hours Free Cancellation

4.9 (549)

from
$115

ARRIVE 30 MINUTES PRIOR TO DEPARTURE. Our Marco Island Dolphin Sightseeing Tour departs from the Goodland Boat Park, in Goodland, FL. Take a short ride …More

Naples, USA

5.0 (546)

Marco Island Dolphin Sightseeing Tour

ARRIVE 30 MINUTES PRIOR TO DEPARTURE. Our Marco Island Dolphin Sightseeing Tour departs from the Goodland Boat Park, in Goodland, FL. Take a short ride...

2 hours Free Cancellation

5.0 (546)

from
$99

We'll get you checked in right when you arrive to allow for the most possible time on the water! Once you're all checked in, we'll …More

4.9 (542)

Clear Kayak Tours in Fort Pierce

We'll get you checked in right when you arrive to allow for the most possible time on the water! Once you're all checked in, we'll...

2 hours Free Cancellation

4.9 (542)

from
$90

Marco Island 2 hour Dolphin, Birding and Shelling tour

You will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the area led by a Florida Master …More

Naples, USA

4.9 (538)

Marco Island 2 hour Dolphin, Birding and Shelling tour

You will be safely brought deep into the 10,000 Islands Wildlife Refuge for a two-hour interpretive tour of the area led by a Florida Master...

2 hours Free Cancellation

4.9 (538)

from
$100

New Smyrna Dolphin and Manatee Kayak and SUP Adventure Tour

Come join us as we paddle down the beautiful waterways of New Smyrna and get an up close and personal experience with the amazing nature, …More

Daytona Beach, USA

4.9 (529)

New Smyrna Dolphin and Manatee Kayak and SUP Adventure Tour

Come join us as we paddle down the beautiful waterways of New Smyrna and get an up close and personal experience with the amazing nature,...

2 hours Free Cancellation

4.9 (529)

from
$69

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak …More

St Petersburg, USA

5.0 (517)

Small Group Kayak Tour of the Shell Key Preserve

Join Coastal Kayak Charters for a small group guided kayak tour of the Shell Key Preserve. We are one of the few companies running kayak...

3 hours Free Cancellation

5.0 (517)

from
$59

Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to …More

Naples, USA

4.8 (512)

Gulf of Mexico Sunset Cruise from Naples

Experience the magical Naples sunset while cruising on the iconic Double Sunshine. This 90-minute sunset cruise takes you from historic Tin City Waterside Shops out to...

1 hour 30 minutes

4.8 (512)

from
$63

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The …More

Fort Myers, USA

5.0 (509)

Southwest Florida Sunset Sail

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The...

2 hours Free Cancellation

5.0 (509)

from
$70

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling …More

St Petersburg, USA

4.9 (508)

Three Hour Shelling Cruise to Shell Key Preserve from John's Pass

Our 3hr Shell Key Shelling Trip is offered from Hubbard’s Marina inside Johns Pass and offers around one hour on the island exploring and shelling...

3 hours Free Cancellation

4.9 (508)

from
$45

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will …More

St Augustine, USA

4.9 (501)

Wine Tasting Cruise in St. Augustine

Start your evening out by winding down on the water! Let us take you on an adventure to the bay-front, where our experienced guides will...

1 hour 30 minutes Free Cancellation

4.9 (501)

from
$49

Private Captained Boat Tour in Miami for up to 12 passengers

Experience Miami in style aboard your private 34-foot yacht, designed for comfort, relaxation, and unforgettable views. We offer 2, 3, and 4-hour private tours, and …More

Miami, USA

5.0 (499)

Private Captained Boat Tour in Miami for up to 12 passengers

Experience Miami in style aboard your private 34-foot yacht, designed for comfort, relaxation, and unforgettable views. We offer 2, 3, and 4-hour private tours, and...

2 to 4 hours Free Cancellation

5.0 (499)

from
$199

Fort Lauderdale Sightseeing Cruise with Sandbar Swim Stop

BYOB and bring your bathing suit — hop aboard Fort Lauderdale's most fun party boat cruise! Cruise past multi-million dollar yachts and mansions while our …More

Fort Lauderdale, USA

4.9 (498)

Fort Lauderdale Sightseeing Cruise with Sandbar Swim Stop

BYOB and bring your bathing suit — hop aboard Fort Lauderdale's most fun party boat cruise! Cruise past multi-million dollar yachts and mansions while our...

2 hours Free Cancellation

4.9 (498)

from
$58

Everglades Day Safari from Ft Lauderdale

Explore the wilderness of the Everglades on a full day adventure from Ft Lauderdale. With your naturalist guide, take a thrilling airboat tour in Everglades National …More

Fort Lauderdale, USA

4.9 (492)

Everglades Day Safari from Ft Lauderdale

Explore the wilderness of the Everglades on a full day adventure from Ft Lauderdale. With your naturalist guide, take a thrilling airboat tour in Everglades National...

10 hours Free Cancellation

4.9 (492)

from
$250

Making the holidays even more memorable, Florida Water Tours offers world-class yacht charter services for the annual Nights of Lights festival in St. Augustine, Florida. …More

St Augustine, USA

4.8 (488)

Nights of Lights Boat Cruise

Making the holidays even more memorable, Florida Water Tours offers world-class yacht charter services for the annual Nights of Lights festival in St. Augustine, Florida....

1 hour 15 minutes Free Cancellation

4.8 (488)

from
$45

Explore Miami in Style: Private Boat Cruise with Captain

**PLEASE SELECT A BOAT OPTION CHAPARRAL OR MONTEREY** (Boat can be specified on the special requirement option If a boat is not chosen one will …More

Miami, USA

5.0 (486)

Explore Miami in Style: Private Boat Cruise with Captain

**PLEASE SELECT A BOAT OPTION CHAPARRAL OR MONTEREY** (Boat can be specified on the special requirement option If a boat is not chosen one will...

2 to 4 hours Free Cancellation

5.0 (486)

from
$195

Join us on a Pirates Cove Key Largo sunset boat tour to experience a breathtaking, tranquil escape where vibrant skies meet calm waters, painting the …More

Key Largo, USA

4.9 (483)

Key Largo Sunset Cruise

Join us on a Pirates Cove Key Largo sunset boat tour to experience a breathtaking, tranquil escape where vibrant skies meet calm waters, painting the...

1 hour 30 minutes Free Cancellation

4.9 (483)

from
$60

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over …More

St Petersburg, USA

4.9 (479)

Semi-Private Sunset Cruise St Pete

Avoid the crowded boats with our semi-private intimate Sunset Cruise. Just minutes from St Pete and from St Pete Beach. See the perfect sunset over...

2 hours Free Cancellation

4.9 (479)

from
$79

Sunset Dolphin Sail Aboard the Footloose Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on SV Footloose, our …More

Panama City Beach, USA

4.9 (475)

Sunset Dolphin Sail Aboard the Footloose Catamaran

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on SV Footloose, our...

1 hour 30 minutes Free Cancellation

4.9 (475)

from
$38

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Florida Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Florida Cruises, Sailing & Water Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Florida Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Florida Cruises, Sailing & Water Tours have Instant Confirmation?

Florida Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which Florida Cruises, Sailing & Water Tours have Free Cancellation?

Florida Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Florida Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Florida Cruises, Sailing & Water Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Florida trip ideas?

What are the most popular styles of Tours and Activities in Florida?