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Top North America Sailing Trips

628 Results
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

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
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

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

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
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 …More

Bacalar, Mexico

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
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

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
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 …More

Likely to Sell Out
Likely to Sell Out
Halifax, Canada

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
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

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
Cozumel ClearBoat Adventure with Snorkeling

Perfect For Families and Couples! Hope on aboard a unique experience in the only 100% transparent boat in the World. This is definitely a one …More

Cozumel, Mexico

Perfect For Families and Couples! Hope on aboard a unique experience in the only 100% transparent boat in the World. This is definitely a one...

1 hour 35 minutes Free Cancellation
4.4 (296)
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

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
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 …More

Naples, USA

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
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

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

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

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

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
Sailing Tour through the Laguna de los Siete Colores

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, being your best option to know this magical …More

Bacalar, Mexico

Wild Wave Bacalar is a company committed to caring for the environment. Our trips are by sailboat, being your best option to know this magical...

3 hours Free Cancellation
5.0 (1,108)
from
$45
Waikiki Sunset Cruise from Oahu

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point …More

Oahu, USA

Experience a Hawaiian sunset sail aboard our 55-foot double-decker catamaran. With spacious decks and a submerged glass-bottom viewing room, you’ll have an ideal vantage point...

2 hours Free Cancellation
4.8 (76)
from
$45
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, …More

Oahu, USA

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle,...

1 hour 30 minutes Free Cancellation
4.9 (257)
from
$45
Tall Ship Silva Sailing Cruise Ft. a Live Musician

A cruise aboard The Tall Ship Silva is the perfect way to fully appreciate a beautiful day on the Halifax Harbour. Join us on our …More

Halifax, Canada

A cruise aboard The Tall Ship Silva is the perfect way to fully appreciate a beautiful day on the Halifax Harbour. Join us on our...

2 hours Free Cancellation
4.4 (337)
from
$47
Group Tour in Lagoon of Bacalar with snacks and drinks

Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon. See the shorelines, cenotes, birds, …More

Bacalar, Mexico

Meet your guide at the meeting point and board the boat. Set sail and enjoy the views of the lagoon. See the shorelines, cenotes, birds,...

3 hours Free Cancellation
5.0 (1)
from
$47
South Shore Open Sail from Kewalo Harbor Including Drinks

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have …More

Oahu, USA

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have...

1 hour 30 minutes Free Cancellation
4.8 (26)
from
$48

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