Top North America Sailing Trips

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 →

Reef Snorkeling with ATV, Zipline, Cenote, lunch & transportation

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming in a unique underwater world, you will discover …More

Punta Sam, Mexico

4.3 (3)

Reef Snorkeling with ATV, Zipline, Cenote, lunch & transportation

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming in a unique underwater world, you will discover...

8 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$110

Jungle Tour In Cancun, drive a speedboat through the lagoon

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its …More

Cancun, Mexico

4.3 (3)

Jungle Tour In Cancun, drive a speedboat through the lagoon

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its...

3 hours Hotel pickup offered Free Cancellation

4.3 (3)

from
$55

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly …More

Santa Monica, USA

4.7 (3)

Marina Del Rey Luxury Yacht Experience

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly...

1 hour 15 minutes Free Cancellation

4.7 (3)

from
$99

Speedboat and Snorkeling Adventure in Cancun

Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and serenity. Hop into a 2-passenger speedboat and zip around the stunning …More

Cancun, Mexico

4.3 (3)

Speedboat and Snorkeling Adventure in Cancun

Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and serenity. Hop into a 2-passenger speedboat and zip around the stunning...

2 hours 30 minutes Free Cancellation

4.3 (3)

from
$16

Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, …More

Maui, USA

4.5 (2)

Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours Free Cancellation

4.5 (2)

from
$110

Private Tour Isla Mujeres excursion in Transparent Boat

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat. It will be a …More

Isla Mujeres, Mexico

4.5 (2)

Private Tour Isla Mujeres excursion in Transparent Boat

We have a great diversity of marine life, which can be enjoyed throughout our journey thanks to our 100% transparent boat. It will be a...

1 hour Free Cancellation

4.5 (2)

from
$374

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises. …More

Bar Harbor, USA

4.2 (730)

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises....

2 hours Free Cancellation

4.2 (730)

from
$70

Isla Mujeres Plus by Albatros Catamarans

Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise …More

Cancun, Mexico

4.0 (211)

Isla Mujeres Plus by Albatros Catamarans

Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise...

7 hours Free Cancellation

4.0 (211)

from
$89

Adults Only Party Cruise to Isla Mujeres Free one-way pickup

Take a Party Cruise Adult Only from Cancun to Isla Mujeres. Make a stop to snorkel at one of the best reefs and see beautiful …More

Cancun, Mexico

4.0 (177)

Adults Only Party Cruise to Isla Mujeres Free one-way pickup

Take a Party Cruise Adult Only from Cancun to Isla Mujeres. Make a stop to snorkel at one of the best reefs and see beautiful...

7 hours Hotel pickup offered Free Cancellation

4.0 (177)

from
$90

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

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive …More

Playa del Carmen, Mexico

3.9 (65)

Isla Mujeres, Snorkel, Lunch & Pick Up from Cancun to P.Morelos

Prepare for a thrilling day trip to Isla Mujeres from Cancun, tailored for nature lovers and fun-seekers with our two exciting options: Option 1: All-Inclusive...

10 to 11 hours Hotel pickup offered Free Cancellation

3.9 (65)

from
$94

Luxury Catamaran tour to isla mujeres with transportation from Tulum

Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a …More

Cancun, Mexico

3.9 (53)

Luxury Catamaran tour to isla mujeres with transportation from Tulum

Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a...

7 hours Free Cancellation

3.9 (53)

from
$111

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a spectacular day sailing to Isla Mujeres on a …More

Punta Sam, Mexico

3.9 (35)

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a spectacular day sailing to Isla Mujeres on a...

8 hours Hotel pickup offered Free Cancellation

3.9 (35)

from
$59

All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore …More

Punta Sam, Mexico

3.9 (27)

All Inclusive Caribbean adventure, reef snorkeling, Food & Drinks

Admire the peaceful waters of the Caribbean Sea, aboard a catamaran and enjoy a spectacular day sailing to Isla Mujeres on a fun-filled experience. Explore...

8 hours Hotel pickup offered Free Cancellation

3.9 (27)

from
$85

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

HipHop Catamaran Party from Cancun to Isla Mujeres

Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant …More

Cancun, Mexico

3.8 (18)

HipHop Catamaran Party from Cancun to Isla Mujeres

Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant...

8 hours Hotel pickup offered Free Cancellation

3.8 (18)

from
$65

All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks

Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatable experience with unlimited drinks, mouth-watering lunch, and your choice of two …More

Mazatlán, Mexico

3.9 (16)

All Inclusive Beach Club, Water Sports, Horse Ride, Food & Drinks

Introducing the ultimate beach getaway - Stone Island! This all-inclusive package offers an unbeatable experience with unlimited drinks, mouth-watering lunch, and your choice of two...

5 hours Hotel pickup offered Free Cancellation

3.9 (16)

from
$59

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

Whale Shark Experience Lifetime Memory in Cancun (snack included)

Join one of the most wonderful wildlife experiences in Cancun during the whale shark season! Explore the Caribbean Sea aboard a small-group boat for a …More

Cancun, Mexico

4.2 (15)

Whale Shark Experience Lifetime Memory in Cancun (snack included)

Join one of the most wonderful wildlife experiences in Cancun during the whale shark season! Explore the Caribbean Sea aboard a small-group boat for a...

8 hours Free Cancellation

4.2 (15)

from
$159

Party On Sailing Cruise to Isla Mujeres from Cancun

Come join the party in our adults-only catamaran from Cancun to Isla Mujeres. Start the day with our national drinks onboard the catamaran. You will …More

Cancun, Mexico

4.1 (14)

Party On Sailing Cruise to Isla Mujeres from Cancun

Come join the party in our adults-only catamaran from Cancun to Isla Mujeres. Start the day with our national drinks onboard the catamaran. You will...

7 hours 40 minutes Free Cancellation

4.1 (14)

from
$60