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 →

5 Stars Yacht Party & Tour for 13 people

From the pick-up dock, you will explore Bayside, Downtown Miami. From there on a fun cruising ride towards Flagler Monument Island or Marine Stadium Island …More

Miami, USA

5.0 (1)

5 Stars Yacht Party & Tour for 13 people

From the pick-up dock, you will explore Bayside, Downtown Miami. From there on a fun cruising ride towards Flagler Monument Island or Marine Stadium Island...

5.0 (1)

from
$1,599

Enjoy a beautiful sunset with live music sailing on the beautiful Isla Mujeres, you can walk through its beautiful and picturesque streets, discovering its beautiful …More

Cancun, Mexico

5.0 (1)

Isla Mujeres Caribbean Sunset Tour

Enjoy a beautiful sunset with live music sailing on the beautiful Isla Mujeres, you can walk through its beautiful and picturesque streets, discovering its beautiful...

6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$80

Collective Tour of the Arc de Los Cabos and Whale Watching

This tour is distinguished by offering an authentic, safe and personalized experience. During the tour, we navigate the main points of interest such as El …More

Cabo San Lucas, Mexico

5.0 (1)

Collective Tour of the Arc de Los Cabos and Whale Watching

This tour is distinguished by offering an authentic, safe and personalized experience. During the tour, we navigate the main points of interest such as El...

2 hours Free Cancellation

5.0 (1)

from
$44

4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton …More

Sarasota, USA

5.0 (1)

4 Hour Fishing Charter in Bradenton/ Anna Maria

The Bradenton area is home to various fish species and great fishing spots, including the Skyway Bridge, Egmont Key, Manatee River, Anna Maria Island, Bradenton...

4 hours Free Cancellation

5.0 (1)

from
$700

Isla Mujeres Catamaran with Snorkel, Beach Club,Open Bar

Set Sail on the Catamaran – A Full-Day Adventure in Paradise Set sail on an unforgettable day aboard the best Catamaran from Marina Playa Tortugas …More

Cancun, Mexico

5.0 (1)

Isla Mujeres Catamaran with Snorkel, Beach Club,Open Bar

Set Sail on the Catamaran – A Full-Day Adventure in Paradise Set sail on an unforgettable day aboard the best Catamaran from Marina Playa Tortugas...

7 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$36

Holbox Adventure and Passion Island enjoy the Sun Sand & Lunch

Ready for an unforgettable experience in paradise? We invite you to discover the best of Holbox, Cenote Yalahau, and Isla de la Pasión on an …More

Playa del Carmen, Mexico

5.0 (1)

Holbox Adventure and Passion Island enjoy the Sun Sand & Lunch

Ready for an unforgettable experience in paradise? We invite you to discover the best of Holbox, Cenote Yalahau, and Isla de la Pasión on an...

11 to 13 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$137

Private Yacht 32 FT 8 PAX with Food and Bar Los Cabos

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch, …More

Cabo San Lucas, Mexico

5.0 (1)

Private Yacht 32 FT 8 PAX with Food and Bar Los Cabos

Experience Cabo San Lucas exclusively aboard a private yacht for up to 8 people. Enjoy a personalized experience sailing in front of the iconic Arch,...

3 hours Free Cancellation

5.0 (1)

from
$880

Missy Bachelorette N Bachelor Party Boat

We offer unforgettable private boat tours and party cruises on the beautiful waterways of Charleston. Perfect for celebrations like bachelorette parties, birthdays, or simply enjoying …More

Charleston, USA

5.0 (1)

Missy Bachelorette N Bachelor Party Boat

We offer unforgettable private boat tours and party cruises on the beautiful waterways of Charleston. Perfect for celebrations like bachelorette parties, birthdays, or simply enjoying...

2 to 4 hours Free Cancellation

5.0 (1)

from
$700

Chichen Itza Day Trip with Cenote Swim and Valladolid Visit

Journey into the ancient world of the Maya with a full-day tour to Chichén Itzá, a UNESCO World Heritage Site. Marvel at the El Castillo …More

Cancun, Mexico

5.0 (1)

Chichen Itza Day Trip with Cenote Swim and Valladolid Visit

Journey into the ancient world of the Maya with a full-day tour to Chichén Itzá, a UNESCO World Heritage Site. Marvel at the El Castillo...

12 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$33

6 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended …More

Hilton Head Island, USA

5.0 (1)

6 Hour Private Hilton Head Boat Rental 22 ft. Luxury Pontoon

Voted Best of Hilton Head year after year, we welcome you to explore Hilton Head by boat! The new 2024 Luxury Group Pontoon is recommended...

6 hours Free Cancellation

5.0 (1)

from
$850

Private Half Day Sailing Charter in Portland Maine

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, …More

Portland, USA

5.0 (1)

Private Half Day Sailing Charter in Portland Maine

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa,...

4 hours Free Cancellation

5.0 (1)

from
$158

Cabo San Lucas Snorkeling and Sunset Tour

Set sail on your beautiful yacht and explore the stunning sights of Cabo San Lucas, including the iconic arch, sea lions colony, and picturesque beaches. …More

Cabo San Lucas, Mexico

5.0 (1)

Cabo San Lucas Snorkeling and Sunset Tour

Set sail on your beautiful yacht and explore the stunning sights of Cabo San Lucas, including the iconic arch, sea lions colony, and picturesque beaches....

2 hours Free Cancellation

5.0 (1)

from
$550

Discover the natural beauty of Yucatan on this tour, which includes an exciting visit to the mangroves and the swing island. Cruise along the Yucatan …More

Progreso, Mexico

5.0 (1)

Progreso Beach and Isla Columpios Tour

Discover the natural beauty of Yucatan on this tour, which includes an exciting visit to the mangroves and the swing island. Cruise along the Yucatan...

1 to 9 hours Free Cancellation

5.0 (1)

from
$72

Visit The Statue of Liberty and Manhattan Walking Tour

Discover the best of New York’s vibrant Manhattan district and see over 20 of the city’s most iconic landmarks, then visit the world-famous Statue of …More

New York City, USA

5.0 (1)

Visit The Statue of Liberty and Manhattan Walking Tour

Discover the best of New York’s vibrant Manhattan district and see over 20 of the city’s most iconic landmarks, then visit the world-famous Statue of...

5 hours Free Cancellation

5.0 (1)

from
$90

4 hour Party Pontoon Cruise Lake Tahoe! (10ppl)

Every charter is fully customizable to your group's preferences! Simply arrive, hop aboard, and your adventure begins. Once underway, your captain can take you anywhere …More

Lake Tahoe, USA

4.7 (3)

4 hour Party Pontoon Cruise Lake Tahoe! (10ppl)

Every charter is fully customizable to your group's preferences! Simply arrive, hop aboard, and your adventure begins. Once underway, your captain can take you anywhere...

4 hours Free Cancellation

4.7 (3)

from
$1,400

All Inclusive 2 Hour Private Afternoon Sail in Saint Petersburg

Your own 42’ Bali 4.2 catamaran—no crowds, just your group (up to 6). Cushioned lounge seating and shaded areas as a USCG-licensed captain sails prime …More

St Petersburg, USA

5.0 (1)

All Inclusive 2 Hour Private Afternoon Sail in Saint Petersburg

Your own 42’ Bali 4.2 catamaran—no crowds, just your group (up to 6). Cushioned lounge seating and shaded areas as a USCG-licensed captain sails prime...

2 hours Free Cancellation

5.0 (1)

from
$850

Golden Gate Bay Cruise with Breathtaking Alcatraz Views

A cruise on the San Francisco Bay offers a unique perspective of the city's iconic landmarks, including the Golden Gate Bridge and Alcatraz Island. Glide …More

San Francisco, USA

4.2 (5)

Golden Gate Bay Cruise with Breathtaking Alcatraz Views

A cruise on the San Francisco Bay offers a unique perspective of the city's iconic landmarks, including the Golden Gate Bridge and Alcatraz Island. Glide...

1 hour Free Cancellation

4.2 (5)

from
$36

Amazing Isla Mujeres Tour with snorkeling, lunch and Open Bar

This is the opportunity to discover Isla mujeres and spend one day of your vacation In a wonderful experience sailing through the Caribbean Sea to …More

Cancun, Mexico

5.0 (1)

Amazing Isla Mujeres Tour with snorkeling, lunch and Open Bar

This is the opportunity to discover Isla mujeres and spend one day of your vacation In a wonderful experience sailing through the Caribbean Sea to...

8 hours Free Cancellation

5.0 (1)

from
$21

Sunset Cruise: Miami Millionaire’s Row Sightseeing Tour

Set sail on Miami’s original Millionaire’s Row™ sightseeing cruise at sunset, family-owned and operated for over 75 years (est. 1950s) from the historic Bayside waterfront. …More

Miami, USA

4.5 (4)

Sunset Cruise: Miami Millionaire’s Row Sightseeing Tour

Set sail on Miami’s original Millionaire’s Row™ sightseeing cruise at sunset, family-owned and operated for over 75 years (est. 1950s) from the historic Bayside waterfront....

90 to 120 minutes Free Cancellation

4.5 (4)

from
$35

Private Dolphin Tour up to 24 passengers

This is an exclusive private trip where your group of up to 24 passengers (including all infants and children) will get to enjoy our Dolphin …More

Hilton Head Island, USA

5.0 (1)

Private Dolphin Tour up to 24 passengers

This is an exclusive private trip where your group of up to 24 passengers (including all infants and children) will get to enjoy our Dolphin...

1 hour 30 minutes Free Cancellation

5.0 (1)

from
$625

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?