Top North America Cruises, Sailing & Water Tours

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

North America Cruises, Sailing & Water Tours with Instant Confirmation include: Key West Wind & Wine Sunset Sail Miami to Key West Day Trip & Glass Bottom Boat Cruise Combo Jungle Queen Riverboat 90-Minute Narrated Sightseeing Cruise in Fort Lauderdale Key West Sail, Snorkel, Kayak with Sunset Option Key West Backcountry Safari View all Tours with Instant Confirmation →

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 →

Holbox, Cenote & Two Island! + Punta Mosquito from Cancun

This wonderful adventure waits for you. Visit two magical islands and one cenote in a full day. If you want to run away from the …More

Cancun, Mexico

5.0 (1)

Holbox, Cenote & Two Island! + Punta Mosquito from Cancun

This wonderful adventure waits for you. Visit two magical islands and one cenote in a full day. If you want to run away from the...

14 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$167

Take part in a unique evening Happy Hour Cruise, featuring fresh craft beers while cruising the stunning Chicago skyline. Every Thursday and Friday evening, this …More

Chicago, USA

5.0 (1)

Happy Hour Fireboat Cruise

Take part in a unique evening Happy Hour Cruise, featuring fresh craft beers while cruising the stunning Chicago skyline. Every Thursday and Friday evening, this...

2 hours Free Cancellation

5.0 (1)

from
$52

Get ready for the ultimate Florida adventure with a thrilling two-hour airboat tour through the wild and breathtaking Everglades! Led by experienced U.S. Coast Guard–licensed …More

Orlando, USA

5.0 (1)

2-Hour Airboat Adventure

Get ready for the ultimate Florida adventure with a thrilling two-hour airboat tour through the wild and breathtaking Everglades! Led by experienced U.S. Coast Guard–licensed...

2 hours Free Cancellation

5.0 (1)

from
$115

Isla Mujeres Clear Boat Ride + Free Photo at Reef & Marine Life

Discover Isla Mujeres from a completely different perspective aboard a 100% clear boat designed for stunning, photo-worthy moments over the Caribbean Sea. Glide above vibrant …More

Isla Mujeres, Mexico

5.0 (1)

Isla Mujeres Clear Boat Ride + Free Photo at Reef & Marine Life

Discover Isla Mujeres from a completely different perspective aboard a 100% clear boat designed for stunning, photo-worthy moments over the Caribbean Sea. Glide above vibrant...

1 hour Free Cancellation

5.0 (1)

from
$50

Marina del Rey Christmas Day Buffet Brunch Cruise

Bring the magic of the season to life with a Marina del Rey Christmas Day Premier Brunch Cruise departing from Marina del Rey. With cruises …More

Santa Monica, USA

5.0 (1)

Marina del Rey Christmas Day Buffet Brunch Cruise

Bring the magic of the season to life with a Marina del Rey Christmas Day Premier Brunch Cruise departing from Marina del Rey. With cruises...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$129

Halifax Karaoke Cruise Sing and Sail on the Harbour

Set sail on the Halifax Karaoke Cruise for an unforgettable evening of music and fun on the water. Perfect for after-work gatherings, bachelor and bachelorette …More

Halifax, Canada

5.0 (1)

Halifax Karaoke Cruise Sing and Sail on the Harbour

Set sail on the Halifax Karaoke Cruise for an unforgettable evening of music and fun on the water. Perfect for after-work gatherings, bachelor and bachelorette...

2 hours Free Cancellation

5.0 (1)

from
$22

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline, …More

Monterey & Carmel, USA

5.0 (1)

Private Sailing Trip on Monterey Bay

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline,...

2 hours Free Cancellation

5.0 (1)

from
$965

We’ll guide you through the waterway of the Indian River for an amazing memorable experience. It is a great way to relax and enjoy nature. …More

Daytona Beach, USA

5.0 (1)

Paddle With Native Wildlife

We’ll guide you through the waterway of the Indian River for an amazing memorable experience. It is a great way to relax and enjoy nature....

2 hours Free Cancellation

5.0 (1)

from
$65

2 Hour Caribbean Vibe Tiki Boat Cruise on Halifax Harbour

Experience the Caribbean vibe on Halifax Harbour as you board a fully licensed Tiki Boat for a delightful two-hour cruise. Enjoy the ocean breeze while …More

Halifax, Canada

4.2 (5)

2 Hour Caribbean Vibe Tiki Boat Cruise on Halifax Harbour

Experience the Caribbean vibe on Halifax Harbour as you board a fully licensed Tiki Boat for a delightful two-hour cruise. Enjoy the ocean breeze while...

2 hours Free Cancellation

4.2 (5)

from
$84

Private Cruise Tour at Orange Beach Gulf Shores

Private cruise around Orange Beach, Gulf Shores, and the Flora-Bama. This is a fun trip around the islands, sightseeing for dolphins, and then stopping at …More

Orange Beach, USA

5.0 (1)

Private Cruise Tour at Orange Beach Gulf Shores

Private cruise around Orange Beach, Gulf Shores, and the Flora-Bama. This is a fun trip around the islands, sightseeing for dolphins, and then stopping at...

3 hours Free Cancellation

5.0 (1)

from
$745

Catamaran to Isla Mujeres, from Puerto Morelos Hotels and Resorts

Sail away on a high-energy, all-inclusive catamaran adventure from Cancun to Isla Mujeres! Start your day with welcome drinks and snacks as you cruise over …More

5.0 (1)

Catamaran to Isla Mujeres, from Puerto Morelos Hotels and Resorts

Sail away on a high-energy, all-inclusive catamaran adventure from Cancun to Isla Mujeres! Start your day with welcome drinks and snacks as you cruise over...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$39

Robinson Preserve 2 Hour Guided Kayak Tour

Explore the natural wonder of Robinson Preserve on a 2-hour guided clear kayak tour. Paddle through lush mangroves and winding waterways, led by a knowledgeable …More

Sarasota, USA

5.0 (1)

Robinson Preserve 2 Hour Guided Kayak Tour

Explore the natural wonder of Robinson Preserve on a 2-hour guided clear kayak tour. Paddle through lush mangroves and winding waterways, led by a knowledgeable...

2 hours 30 minutes Free Cancellation

5.0 (1)

from
$85

Welcome aboard our Ultra-Luxurious 26-foot Axopar Day Boat! Get ready for an unforgettable day on the water aboard this sleek 7 passenger coastal explorer. Luxury …More

West Palm Beach, USA

5.0 (1)

Palm Beach Luxury Day Boat Cruises

Welcome aboard our Ultra-Luxurious 26-foot Axopar Day Boat! Get ready for an unforgettable day on the water aboard this sleek 7 passenger coastal explorer. Luxury...

4 hours

5.0 (1)

from
$300

2 Days Adventure in North Fork Flathead River Rafting

The North Fork of the Flathead River invites adventurers to explore its pristine waters and rugged landscapes on a thrilling two day rafting trip. Led …More

West Glacier, USA

5.0 (1)

2 Days Adventure in North Fork Flathead River Rafting

The North Fork of the Flathead River invites adventurers to explore its pristine waters and rugged landscapes on a thrilling two day rafting trip. Led...

2 days

5.0 (1)

from
$702

Private Sunset and Fireworks Dolphin Tour (Up to 6 Passengers)

***Booking 1 person, is booking 1 boat for up to 6 people *** Experience a breathtaking private sunset dolphin tour on Hilton Head Island! Watch …More

Hilton Head Island, USA

5.0 (1)

Private Sunset and Fireworks Dolphin Tour (Up to 6 Passengers)

***Booking 1 person, is booking 1 boat for up to 6 people *** Experience a breathtaking private sunset dolphin tour on Hilton Head Island! Watch...

2 hours Free Cancellation

5.0 (1)

from
$475

Salty’s offers a private and intimate sunset experience designed specifically for families, couples, and small groups looking to create lasting memories on the water. Unlike …More

5.0 (1)

Sunset Cruise Port Saint Lucie

Salty’s offers a private and intimate sunset experience designed specifically for families, couples, and small groups looking to create lasting memories on the water. Unlike...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$399

Custom Boating Charters in Wilmington, NC

Explore the way the locals do on a custom boating adventure in Wilmington, NC. Whether you're island hopping, enjoying a sunset cruise, or embarking on …More

Wilmington, USA

5.0 (1)

Custom Boating Charters in Wilmington, NC

Explore the way the locals do on a custom boating adventure in Wilmington, NC. Whether you're island hopping, enjoying a sunset cruise, or embarking on...

2 hours Free Cancellation

5.0 (1)

from
$450

Embark on a mesmerizing clear boat ride along the stunning coast of Isla Mujeres, where crystal-clear waters and vibrant marine life await you! Whether you …More

Isla Mujeres, Mexico

5.0 (1)

Clear Boat Ride at Isla Mujeres

Embark on a mesmerizing clear boat ride along the stunning coast of Isla Mujeres, where crystal-clear waters and vibrant marine life await you! Whether you...

45 minutes Free Cancellation

5.0 (1)

from
$31

Cabo San Lucas Arch and Lovers Beach Transparent Boat Tour

Enjoy the most popular experience in Cabo aboard your 100% transparent boat! A unique adventure in the world where you will know the famous Arch, …More

Cabo San Lucas, Mexico

5.0 (1)

Cabo San Lucas Arch and Lovers Beach Transparent Boat Tour

Enjoy the most popular experience in Cabo aboard your 100% transparent boat! A unique adventure in the world where you will know the famous Arch,...

45 minutes Free Cancellation

5.0 (1)

from
$26

Moab Full Day Kayaking Trip - Colorado River

Spend a full day kayaking one of Moab's most scenic stretches through Castle Valley! Paddle the Colorado River in an inflatable kayak (ducky), navigating Class …More

Moab, USA

5.0 (1)

Moab Full Day Kayaking Trip - Colorado River

Spend a full day kayaking one of Moab's most scenic stretches through Castle Valley! Paddle the Colorado River in an inflatable kayak (ducky), navigating Class...

7 hours Free Cancellation

5.0 (1)

from
$197

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?

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?