Top North America Cruises, Sailing & Water Tours

Q: Got any more North America trip ideas?

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

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

Based on our sales data over the past year, the most popular styles of tours and activities in North America are: North America Luxury & Special Occasions North America Luxury Tours North America Tours & Sightseeing North America Kid Friendly North America Cruises, Sailing & Water Tours View all tour styles in North America →

Deluxe Catamaran tour to Isla Mujeres with Open Bar and Lunch

Looking for the ultimate Caribbean escape? Join us for a full day of sun, sea, and unforgettable memories with this Isla Mujeres Catamaran Tour – …More

Cancun, Mexico

4.5 (6)

Deluxe Catamaran tour to Isla Mujeres with Open Bar and Lunch

Looking for the ultimate Caribbean escape? Join us for a full day of sun, sea, and unforgettable memories with this Isla Mujeres Catamaran Tour –...

8 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$39

Miami Walking and Boat Tour – 5-hour Combo Tour

Experience Miami by land and sea on this 5-hour combo tour! Explore the city's highlights with a local bilingual guide. First, take a guided Art …More

Miami, USA

5.0 (1)

Miami Walking and Boat Tour – 5-hour Combo Tour

Experience Miami by land and sea on this 5-hour combo tour! Explore the city's highlights with a local bilingual guide. First, take a guided Art...

5 hours Free Cancellation

5.0 (1)

from
$60

Pontoon Private Tour of the Seven Colors Lagoon

It can be customized for all kinds of special occasions, parties, relaxation, birthdays. The tour allows you to choose the best schedule according to your …More

Bacalar, Mexico

5.0 (2)

Pontoon Private Tour of the Seven Colors Lagoon

It can be customized for all kinds of special occasions, parties, relaxation, birthdays. The tour allows you to choose the best schedule according to your...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (2)

from
$33

St. Augustine Island Tour, up to 6 passengers

Private day 4-hour day trip for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include: …More

St Augustine, USA

5.0 (2)

St. Augustine Island Tour, up to 6 passengers

Private day 4-hour day trip for a group of up to 6 passengers. Approximately 4-hour day trip out of the Saint Augustine area to include:...

3 to 4 hours Free Cancellation

5.0 (2)

from
$395

PRIVATE Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty …More

Key West, USA

5.0 (2)

PRIVATE Guided Mangrove Eco-Tour Adventure

Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty...

2 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$395

25ft Private Fully Electric Boat Charter on South Lake Tahoe

Get ready to experience Lake Tahoe like never before—aboard this brand new 2026 first-ever electric charter boat on Lake Tahoe Step into a new era …More

Lake Tahoe, USA

5.0 (3)

25ft Private Fully Electric Boat Charter on South Lake Tahoe

Get ready to experience Lake Tahoe like never before—aboard this brand new 2026 first-ever electric charter boat on Lake Tahoe Step into a new era...

2 hours Free Cancellation

5.0 (3)

from
$699

Full Day Boat Tour Animas and Quimixed Arches

Arcs, Moods and Quixo: three paradises in one day... and one unforgettable family adventure! Get ready to explore and swim among colored fish in Los …More

Puerto Vallarta, Mexico

5.0 (2)

Full Day Boat Tour Animas and Quimixed Arches

Arcs, Moods and Quixo: three paradises in one day... and one unforgettable family adventure! Get ready to explore and swim among colored fish in Los...

9 hours Free Cancellation

5.0 (2)

from
$100

Private 4 Hours Islamorada Sandbar Charter

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from …More

Islamorada, USA

4.0 (4)

Private 4 Hours Islamorada Sandbar Charter

Cruise to the Famous Islamorada Sandbar Come aboard for a fantastic cruise to the world-famous Islamorada Sandbar — the ultimate island escape! We depart from...

4 hours Free Cancellation

4.0 (4)

from
$749

Cozumel Private Yacht Experience with Snacks and Open Bar

Escape the crowds on your own private yacht and discover Cozumel from the Caribbean Sea. Reserved for your group, this experience is ideal for families, …More

Cozumel, Mexico

5.0 (4)

Cozumel Private Yacht Experience with Snacks and Open Bar

Escape the crowds on your own private yacht and discover Cozumel from the Caribbean Sea. Reserved for your group, this experience is ideal for families,...

4 hours Free Cancellation

5.0 (4)

from
$1,350

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene …More

Fort Myers, USA

5.0 (3)

Private Fishing Charters in Fort Myers

Explore the stunning waters of Fort Myers with us, where fishing adventures await for everyone from beginners to seasoned anglers. Target popular species in serene...

4 hours Free Cancellation

5.0 (3)

from
$700

Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and …More

Long Island, USA

5.0 (2)

Oyster Bay Two Hour Sailing Experience

Oyster Bay Harbor's natural beauty affords visitors a temporary respite from bustling city life. Oyster Bay is known for its spectacular sunsets, diverse wildlife, and...

2 hours Free Cancellation

5.0 (2)

from
$650

Experience the beauty of the Caribbean Sea aboard a private yacht as you sail from Cancun to stunning Isla Mujeres visiting the island’s most iconic …More

Cancun, Mexico

5.0 (3)

Explore Isla Mujeres by Boat in Cancun

Experience the beauty of the Caribbean Sea aboard a private yacht as you sail from Cancun to stunning Isla Mujeres visiting the island’s most iconic...

4 to 8 hours

5.0 (3)

from
$1,267

Private Tiki Boat Charter in Orange Beach - up to 18 guests

Hop Aboard the Pink Pearl Tiki! ️ Looking for the ultimate way to celebrate in paradise? Our private 18-passenger Tiki Boat is perfect for birthdays, …More

Orange Beach, USA

5.0 (4)

Private Tiki Boat Charter in Orange Beach - up to 18 guests

Hop Aboard the Pink Pearl Tiki! ️ Looking for the ultimate way to celebrate in paradise? Our private 18-passenger Tiki Boat is perfect for birthdays,...

90 to 360 minutes Free Cancellation

5.0 (4)

from
$690

Private 42-foot luxury yacht tour in Los Cabos

Set sail for an unforgettable adventure on the 42-foot 420 Express Cruisers Yachts: GIRL I! This private yacht experience begins with a picturesque cruise to …More

Cabo San Lucas, Mexico

5.0 (2)

Private 42-foot luxury yacht tour in Los Cabos

Set sail for an unforgettable adventure on the 42-foot 420 Express Cruisers Yachts: GIRL I! This private yacht experience begins with a picturesque cruise to...

2 hours Free Cancellation

5.0 (2)

from
$661

Enjoy the sport fishing paradise in Loreto, BCS

Loreto has always been one of the best known places for fishing. People come from all over the world to enjoy the surroundings and marine …More

Loreto, Mexico

4.8 (4)

Enjoy the sport fishing paradise in Loreto, BCS

Loreto has always been one of the best known places for fishing. People come from all over the world to enjoy the surroundings and marine...

6 hours Free Cancellation

4.8 (4)

from
$617

Holbox Island Tour with Pasion Island and Punta Mosquito

Holbox Island is a natural paradise in Quintana Roo, renowned for its stunning beaches, diverse wildlife, and vibrant murals. This tour takes you on a …More

Playa del Carmen, Mexico

5.0 (3)

Holbox Island Tour with Pasion Island and Punta Mosquito

Holbox Island is a natural paradise in Quintana Roo, renowned for its stunning beaches, diverse wildlife, and vibrant murals. This tour takes you on a...

11 to 12 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$132

Enjoy a 1-hour boat tour through the stunning Bay of Cabo San Lucas, where you'll discover the area's most iconic natural landmarks and enjoy plenty …More

Cabo San Lucas, Mexico

5.0 (4)

Cabo Arch Tour

Enjoy a 1-hour boat tour through the stunning Bay of Cabo San Lucas, where you'll discover the area's most iconic natural landmarks and enjoy plenty...

1 hour Free Cancellation

5.0 (4)

from
$249

Vancouver Sailing Tour - Learn the Ropes

Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience …More

Vancouver, Canada

5.0 (2)

Vancouver Sailing Tour - Learn the Ropes

Escape to the open waters of Vancouver on a sailing adventure that offers the best of the city’s scenic vistas. This 2.5-3 hour sailing experience...

3 hours Free Cancellation

5.0 (2)

from
$118

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly …More

Naples, USA

5.0 (3)

4 Hour Keewaydin Island Beach Tour

Ditch the concrete and crowds for an unparalleled escape to Keewaydin Island, a pristine slice of paradise only reachable by boat, making it a truly...

4 hours Free Cancellation

5.0 (3)

from
$172

Shark Tooth and Shell Hunting Tour in Charleston, SC

Explore the natural beauty of Charleston, South Carolina, on an engaging Shark Tooth & Shell Hunting Tour. Perfect for families and nature lovers, this three-hour …More

Mount Pleasant, USA

5.0 (2)

Shark Tooth and Shell Hunting Tour in Charleston, SC

Explore the natural beauty of Charleston, South Carolina, on an engaging Shark Tooth & Shell Hunting Tour. Perfect for families and nature lovers, this three-hour...

3 hours

5.0 (2)

from
$595

Frequently Asked Questions

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

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

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

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

View all kid-friendly Tours →

Which North America Cruises, Sailing & Water Tours have Instant Confirmation?

North America Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Which North America Cruises, Sailing & Water Tours have Free Cancellation?

North America 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 North America Cruises, Sailing & Water Tours have Hotel Pickup?

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

View all Tours with Hotel Pickup →

Got any more North America trip ideas?

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