Fort Myers Cruises, Sailing & Water Tours

Q: Which Fort Myers Cruises, Sailing & Water Tours have Instant Confirmation?

Fort Myers Cruises, Sailing & Water Tours with Instant Confirmation include: Fort Myers Beach Sunset and Dolphin Watching Cruise Sunset Dolphin Cruise with Sanibel Lighthouse Views Fort Myers Beach Dolphin & Sightseeing Tour Refreshments Included Southwest Florida Sunset Sail 2.5hr shelling and dolphin kayak tour View all Tours with Instant Confirmation →

Q: I need a ride! Which Fort Myers Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Fort Myers Cruises, Sailing & Water Tours include Hotel Pickup: Everglades Day Safari from Fort Myers/Naples Area View all Tours with Hotel Pickup →

Q: Got any more Fort Myers trip ideas?

We sure do. Check out our curated lists of hand-picked Fort Myers Tours. Top 10 Fort Myers 2026 Senior-friendly tours Fort Myers The best tours and activities for culture lovers in Fort Myers Top Day Trips from Fort Myers Things to do in Fort Myers this summer View all Fort Myers Trip Ideas →

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

Based on our sales data over the past year, the most popular styles of tours and activities in Fort Myers are: Fort Myers Cruises, Sailing & Water Tours Fort Myers Luxury & Special Occasions Fort Myers Luxury Tours Fort Myers Boat Tours Fort Myers Outdoor Activities View all tour styles in Fort Myers →

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and …More

4.9 (10)

Tiki Pub Amazing Dolphin Eco Adventure

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and...

1 hour 30 minutes Free Cancellation

4.9 (10)

from
$60

Our mission statement is “We build boats that put smiles on people’s faces… one cruise at a time!” Our franchise opportunities extend our mission statement …More

5.0 (9)

2 Hour Private Tiki Cruise

Our mission statement is “We build boats that put smiles on people’s faces… one cruise at a time!” Our franchise opportunities extend our mission statement...

2 hours Free Cancellation

5.0 (9)

from
$360

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to …More

5.0 (4)

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to...

2 hours Free Cancellation

5.0 (4)

from
$449

Sonnys Boat Tours Full Day Sand Bar Adventure Englewood, Florida

We start our day meeting at the Manasota beach boat ramp. We then board our 24' pontoon boat. The boat is fully equipped with Bluetooth …More

5.0 (12)

Sonnys Boat Tours Full Day Sand Bar Adventure Englewood, Florida

We start our day meeting at the Manasota beach boat ramp. We then board our 24' pontoon boat. The boat is fully equipped with Bluetooth...

7 hours Free Cancellation

5.0 (12)

from
$975

2.5 hr Sailboat Tour aboard Orion's Child

Cool SWFL Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple …More

5.0 (92)

2.5 hr Sailboat Tour aboard Orion's Child

Cool SWFL Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple...

2 hours 30 minutes Free Cancellation

5.0 (92)

from
$130

Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people. …More

5.0 (56)

Half-Day Private Tiki Boat Beach Tour from Fort Myers

Enjoy a private cruise with your friends and family on the Tiny Tiki. The price is a flat rate for a maximum of 6 people....

4 hours Free Cancellation

5.0 (56)

from
$600

Guided Kayak Dolphin Eco Tour in Pelican Bay

This tour will take you along an all natural shoreline of beaches and Mangroves. Here you can explore some of the mangrove lined canals, creeks, …More

4.8 (24)

Guided Kayak Dolphin Eco Tour in Pelican Bay

This tour will take you along an all natural shoreline of beaches and Mangroves. Here you can explore some of the mangrove lined canals, creeks,...

150 to 180 minutes Free Cancellation

4.8 (24)

from
$70

Discover the wonders of Don Pedro Island! Dive into adventure on a kayaking eco tour with the areas most experienced tour guides. Your tour guide …More

5.0 (162)

Kayak Eco Tour in Don Pedro Island

Discover the wonders of Don Pedro Island! Dive into adventure on a kayaking eco tour with the areas most experienced tour guides. Your tour guide...

120 to 150 minutes Free Cancellation

5.0 (162)

from
$85

For the price of a boat rental plus fuel, you will get a guided boat tour by our Master Captain with deep insight knowledge of …More

5.0 (34)

Private ONLY Dolphin Boat Tours

For the price of a boat rental plus fuel, you will get a guided boat tour by our Master Captain with deep insight knowledge of...

3 to 4 hours Free Cancellation

5.0 (34)

from
$160

Fort Myers Beach 90 Minute Round Tiki Boat Cruise

Climb aboard our custom round tiki boat for a 90-minute public cruise that blends tropical vibes with easygoing fun. Bring your favorite beverages (cooler and …More

4.9 (32)

Fort Myers Beach 90 Minute Round Tiki Boat Cruise

Climb aboard our custom round tiki boat for a 90-minute public cruise that blends tropical vibes with easygoing fun. Bring your favorite beverages (cooler and...

1 hour 30 minutes Free Cancellation

4.9 (32)

from
$60

Everglades Day Safari from Fort Myers/Naples Area

Spend a full day exploring the wilderness of the Everglades on this adventure from the Greater Fort Myers/Naples area. With your naturalist guide, take an …More

4.8 (341)

Everglades Day Safari from Fort Myers/Naples Area

Spend a full day exploring the wilderness of the Everglades on this adventure from the Greater Fort Myers/Naples area. With your naturalist guide, take an...

9 hours 30 minutes Hotel pickup offered Free Cancellation

4.8 (341)

from
$250

Tiki Pub Glow Party Cruise (Adults only)

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic …More

4.9 (18)

Tiki Pub Glow Party Cruise (Adults only)

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic...

2 hours Free Cancellation

4.9 (18)

from
$90

Naples Guided Sunset Kayak Tour Activity

We are the only Kayak Tour Agency offering Sunset Tours at this location with the Hobie Pedal Mirage Drives. Whether you choose to paddle or …More

4.9 (17)

Naples Guided Sunset Kayak Tour Activity

We are the only Kayak Tour Agency offering Sunset Tours at this location with the Hobie Pedal Mirage Drives. Whether you choose to paddle or...

3 hours Free Cancellation

4.9 (17)

from
$85

Dolphin Tours - Fort Myers Beach / Naples

On this trip, guests will explore the Bay waters and the Gulf of Mexico in search of Dolphin, Manatee and Turtles. These encounters happen on …More

5.0 (78)

Dolphin Tours - Fort Myers Beach / Naples

On this trip, guests will explore the Bay waters and the Gulf of Mexico in search of Dolphin, Manatee and Turtles. These encounters happen on...

2 hours Free Cancellation

5.0 (78)

from
$350

90 Minute Public Tiki Boat Tour on Fort Myers Beach

Cruise, Relax & Make Memories on a Fort Myers Beach Tiki Boat! Step aboard Big Tiki Tours FMB and experience Fort Myers Beach from the …More

5.0 (38)

90 Minute Public Tiki Boat Tour on Fort Myers Beach

Cruise, Relax & Make Memories on a Fort Myers Beach Tiki Boat! Step aboard Big Tiki Tours FMB and experience Fort Myers Beach from the...

1 hour 30 minutes Free Cancellation

5.0 (38)

from
$64

Private Lake Okeechobee Bass Charter Near Naples

Escape the beaches and discover one of the world's most legendary bass fisheries on a private Lake Okeechobee fishing charter, conveniently accessible from Naples. Known …More

5.0 (26)

Private Lake Okeechobee Bass Charter Near Naples

Escape the beaches and discover one of the world's most legendary bass fisheries on a private Lake Okeechobee fishing charter, conveniently accessible from Naples. Known...

4 hours Free Cancellation

5.0 (26)

from
$169

…More

5.0 (29)

4 Hour Dolphin and Sandbar Cruise

...

4 hours Free Cancellation

5.0 (29)

from
$550

Private Lake Okeechobee Bass Charter Near Fort Myers

Leave the Gulf Coast behind and discover one of the world's greatest bass fishing destinations on a private Lake Okeechobee fishing charter near Fort Myers. …More

5.0 (11)

Private Lake Okeechobee Bass Charter Near Fort Myers

Leave the Gulf Coast behind and discover one of the world's greatest bass fishing destinations on a private Lake Okeechobee fishing charter near Fort Myers....

4 to 6 hours Free Cancellation

5.0 (11)

from
$161

Fort Myers Beach: 1 Hour Guided SUP/Kayak Experience

Explore Southwest Florida like never before on our 1-hour SUP or Kayak Tour! Join Kayak Excursions on a fun, guided trip around Pelican Bay. Take …More

5.0 (7)

Fort Myers Beach: 1 Hour Guided SUP/Kayak Experience

Explore Southwest Florida like never before on our 1-hour SUP or Kayak Tour! Join Kayak Excursions on a fun, guided trip around Pelican Bay. Take...

1 hour Free Cancellation

5.0 (7)

from
$60

Private Dolphin & Sightseeing Boat Day Tour

This is the Day-Tour to our widely popular Sunset & Dolphin Boat Tour. You will get very close to wildlife and our first mate will …More

5.0 (14)

Private Dolphin & Sightseeing Boat Day Tour

This is the Day-Tour to our widely popular Sunset & Dolphin Boat Tour. You will get very close to wildlife and our first mate will...

4 hours Free Cancellation

5.0 (14)

from
$161

Sunset Sail in the Gulf of Mexico for up to 6 Guests

Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the romantic beauty of the Gulf of Mexico as the …More

5.0 (12)

Sunset Sail in the Gulf of Mexico for up to 6 Guests

Sailing aboard a modern 38' sailboat, this sunset cruise offers a unique chance to witness the romantic beauty of the Gulf of Mexico as the...

2 hours 30 minutes Free Cancellation

5.0 (12)

from
$149

Frequently Asked Questions

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

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

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

According to verified reviews on Cool SWFL and TripAdvisor, the best kid-friendly Fort Myers Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Which Fort Myers Cruises, Sailing & Water Tours have Instant Confirmation?

Which Fort Myers Cruises, Sailing & Water Tours have Free Cancellation?

Fort Myers 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 Fort Myers Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Fort Myers trip ideas?

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