Top North America Sailing Trips

Q: What are the best options for North America Sailing Trips?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best North America Sailing Trips are: Adults-Only Sunset Catamaran Cruise to Isla Mujeres Adults Only Luxury- Cabo San Lucas Romantic Sunset Sail

Q: What are the best kid-friendly options for North America Sailing Trips Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly North America Sailing Trips are: 3 Hour Xpuha-60' Neptunus-Tulum, Playa del Carmen, Riviera Maya 4th of July Fireworks on Clipper City Tall Ship #1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson The Nāpali Coast Snorkel Excursion Pirate Ship by Day View all kid-friendly Tours →

Q: Which North America Sailing Trips have Instant Confirmation?

North America Sailing Trips with Instant Confirmation include: Private Luxury Yacht Charter aboard Tu Enamorado Private Catamaran from Cancun to Isla Mujeres | For up to 100 pp Luxury Yacht 58 ft for up to 20 people 4 hrs Private Cruise Swim with Dolphin Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs View all Tours with Instant Confirmation →

Q: I need a ride! Which North America Sailing Trips have Hotel Pickup?

No problem. These North America Sailing Trips include Hotel Pickup: Private Cruise Swim with Dolphin Private Romantic Sailing Sunset Experience Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar Private Luxury Sunset Sail in San Jose del Cabo Marina Private Luxury Yacht Charter with Snorkeling in Los Cabos View all Tours with Hotel Pickup →

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 →

Snorkeling Adventure in Puerto Morelos with snack and round trip

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the …More

Punta Sam, Mexico

4.2 (85)

Snorkeling Adventure in Puerto Morelos with snack and round trip

You must live this experience once in your life, This activity is only for travelers that love to be in a unique place in the...

5 hours Hotel pickup offered Free Cancellation

4.2 (85)

from
$44

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is …More

Punta Sam, Mexico

5.0 (2)

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience

Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$44

Reef Snorkel adventure in Puerto Morelos With Transport & Lunch

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the …More

Punta Sam, Mexico

4.5 (6)

Reef Snorkel adventure in Puerto Morelos With Transport & Lunch

Snorkel activity in a caribbean reef. Amazing sightseeing and shore excursion. This is consider a must activity in Cancun. You will visit one of the...

5 hours Hotel pickup offered Free Cancellation

4.5 (6)

from
$44

Snorkel in the beautiful reef of Puerto Morelos with transport

The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise …More

Punta Sam, Mexico

3.0 (1)

Snorkel in the beautiful reef of Puerto Morelos with transport

The most amazing and exciting tour in the Mexican Caribbean is here. Visit the national park of reefs in Puerto Morelos. Sail through the turquoise...

5 hours Hotel pickup offered Free Cancellation

3.0 (1)

from
$44

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in …More

Naples, USA

4.9 (36)

Afternoon Sightseeing and Sailing Tour

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in...

2 hours Free Cancellation

4.9 (36)

from
$43

Halifax Sunset Cruise Ft. a Live Musician

Experience golden hour, that magical time of night when the sun makes its way below the horizon, on the Halifax Sunset Cruise aboard our signature …More

Halifax, Canada

4.7 (98)

Halifax Sunset Cruise Ft. a Live Musician

Experience golden hour, that magical time of night when the sun makes its way below the horizon, on the Halifax Sunset Cruise aboard our signature...

1 hour 30 minutes Free Cancellation

4.7 (98)

from
$43

Sunset Dolphin Sail Aboard the Privateer Catamaran

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

Panama City Beach, USA

4.8 (750)

Sunset Dolphin Sail Aboard the Privateer Catamaran

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

2 hours Free Cancellation

4.8 (750)

from
$43

This 45' luxury boat is the perfect venue to learn about the history of Halifax. You are alongside our Captain and Deckhand throughout the relaxed …More

Halifax, Canada

4.9 (113)

Best of Halifax Harbour Boat Tour

This 45' luxury boat is the perfect venue to learn about the history of Halifax. You are alongside our Captain and Deckhand throughout the relaxed...

1 hour Free Cancellation

4.9 (113)

from
$43

Dolphin Sunset Cruise in Panama City Beach on the "Island Time"

The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which departs from the Lagoon Pontoons Marina in …More

Panama City Beach, USA

4.9 (2,098)

Dolphin Sunset Cruise in Panama City Beach on the "Island Time"

The Dolphin Watching & Sunset Sail is a 2 hour cruise aboard the Island Time Sailing Catamaran which departs from the Lagoon Pontoons Marina in...

2 hours Free Cancellation

4.9 (2,098)

from
$42

Sailing Tour through the Lagoon of the 7 Colors

Sail with people who share your passion for adventure! You will explore fascinating places along the lagoon of the 7 colors. Our small groups guarantee …More

Bacalar, Mexico

4.9 (825)

Sailing Tour through the Lagoon of the 7 Colors

Sail with people who share your passion for adventure! You will explore fascinating places along the lagoon of the 7 colors. Our small groups guarantee...

3 hours Free Cancellation

4.9 (825)

from
$41

Sailboat tour across the seven colors lagoon in Bacalar

Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes and bird sanctuary) . You will sail and swim …More

Bacalar, Mexico

5.0 (152)

Sailboat tour across the seven colors lagoon in Bacalar

Discover the seven colors lagoon and the most iconics points inside (Chanel of the pirates, cenotes and bird sanctuary) . You will sail and swim...

3 hours Free Cancellation

5.0 (152)

from
$41

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at …More

Bacalar, Mexico

4.8 (12)

Sailing Tour around the Bacalar Lagoon

Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at...

3 hours Free Cancellation

4.8 (12)

from
$41

The Best Catamaran tour to Isla Mujeres with Open Bar and Lunch

Enjoy the most complete Isla Mujeres experience! Start with round-trip transportation from your hotel, then sail across the Caribbean on a catamaran with open bar …More

Cancun, Mexico

4.0 (4)

The Best Catamaran tour to Isla Mujeres with Open Bar and Lunch

Enjoy the most complete Isla Mujeres experience! Start with round-trip transportation from your hotel, then sail across the Caribbean on a catamaran with open bar...

8 hours Hotel pickup offered Free Cancellation

4.0 (4)

from
$40

Amazing Snorkeling Experience + Real Mexican Tacos

This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you …More

Cancun, Mexico

4.2 (15)

Amazing Snorkeling Experience + Real Mexican Tacos

This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you...

4 hours Free Cancellation

4.2 (15)

from
$40

You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hour excursion heads underneath the Golden Gate Bridge, around Alcatraz Island, …More

San Francisco, USA

4.6 (388)

San Francisco Bay Cruise

You haven’t fully experienced San Francisco until you’ve taken a Bay Cruise. This popular 1-hour excursion heads underneath the Golden Gate Bridge, around Alcatraz Island,...

1 hour Free Cancellation

4.6 (388)

from
$39

Clear Boat to Cabo Lands End, The Arch and more

Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most uniquely, in a clear boat. You will take …More

Cabo San Lucas, Mexico

4.9 (17)

Clear Boat to Cabo Lands End, The Arch and more

Are you ready for an unforgettable experience? Come to visit the spectacular sea of Los Cabos, most uniquely, in a clear boat. You will take...

1 hour Free Cancellation

4.9 (17)

from
$39

Deluxe Catamaran Tour to Isla Mujeres, Drinks, Snorkeling, Buffet

Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will board the catamaran and we will begin our tour …More

4.2 (27)

Deluxe Catamaran Tour to Isla Mujeres, Drinks, Snorkeling, Buffet

Get ready to venture into a fantastic experience aboard our catamaran to Isla Mujeres. You will board the catamaran and we will begin our tour...

8 hours Hotel pickup offered Free Cancellation

4.2 (27)

from
$39

Catamaran in Cozumel with snorkeling at El Cielo and open Bar

Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard with open arms—and an open bar. Margaritas, beer, soft drinks, …More

Cozumel, Mexico

4.7 (17)

Catamaran in Cozumel with snorkeling at El Cielo and open Bar

Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard with open arms—and an open bar. Margaritas, beer, soft drinks,...

5 hours Free Cancellation

4.7 (17)

from
$39