Menu

Top 10 Best North America Sailing Trips

Found 643 Sailing Trips activities in North America. Sort by Popularity. - Page 17
 

Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

(3.2 of 22 reviews)

The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious catamaran cruise from Cancun to Isla Mujeres. Includes a guided snorkel tour of the reef and time in downtown Isla Mujeres, open ... More

Free Cancellation
Start From $130.00
 
Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

Full-Day Sailing Trip to Mujeres Island from Playa del Carmen

  • North America
  • Good22 reviews3.2

The best way to see Isla Mujeres from Riviera Maya! Set sail for tropical adventure with a luxurious....

    Free Cancellation
    Start From $130.00
 
 

New York City Live Jazz Sail

(4.9 of 12 reviews)

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around New York Harbor. Sit back and relax while enjoying live Jazz music played throughout this s... More

Free Cancellation
Start From $114.48
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • North America
  • Superb12 reviews4.9

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's....

    Free Cancellation
    Start From $114.48
 
 

Guided Seattle Sailing Adventure from Bainbridge Island

(5 of 76 reviews)

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning waterfront homes, and maybe even spot whales. Or we could see a nuclear submarine, inbound container ships, or century-old schooners... More

Free Cancellation
Private Tour
Start From $295.00
 
Guided Seattle Sailing Adventure from Bainbridge Island Likely to Sell Out

Guided Seattle Sailing Adventure from Bainbridge Island

  • North America
  • Superb76 reviews5

Depending on the day, we’ll get up close to seals, explore some beautiful harbors with stunning wa....

    Free Cancellation
    Private Tour
    Start From $295.00
 
 

Luxury Snorkel Adventure in Cabo

(4.7 of 33 reviews)

Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located at Santa Maria Bay, here is where the boat captain will make a stop for snorkeling at one of the areas most charming beaches, you'... More

Free Cancellation
Private Tour
Start From $139.00
 
Luxury Snorkel Adventure in Cabo Likely to Sell Out

Luxury Snorkel Adventure in Cabo

  • North America
  • Superb33 reviews4.7

Los Cabos enjoys 360 days of sunshine, endless stretches of unsealed sand and a Marine Park located ....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

(4.8 of 6 reviews)

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the flagship 420 Outrage a boat like no other. From the expansive bow with innovative seating galore, to the beautifully designed convert... More

Free Cancellation
Private Tour
Start From $284.09
 
2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests Likely to Sell Out

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

  • North America
  • Superb6 reviews4.8

Experience “Amore” a 42-foot Boston Whaler with unmatched state-of-the-art features make the fla....

    Free Cancellation
    Private Tour
    Start From $284.09
 
 

Newport Sunset Sail on Classic Sailboat

(4.8 of 17 reviews)

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More

Free Cancellation
Private Tour
Start From $55.00
 
Newport Sunset Sail on Classic Sailboat Likely to Sell Out

Newport Sunset Sail on Classic Sailboat

  • North America
  • Superb17 reviews4.8

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

JFarwell Best of Halifax Harbour Tour

(5 of 48 reviews)

This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongside our Captain and Deckhand throughout the sailing experience, and encouraged to ask questions about landmarks and things you see i... More

Free Cancellation
Private Tour
Start From $43.15
 
JFarwell Best of Halifax Harbour Tour Likely to Sell Out

JFarwell Best of Halifax Harbour Tour

  • North America
  • Superb48 reviews5

This 45' sailing yacht is the perfect venue to learn about the history of Halifax. You are alongsid....

    Free Cancellation
    Private Tour
    Start From $43.15
 
 

Sunset Sail Tour

(4.9 of 82 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $125.00
 
Sunset Sail Tour Likely to Sell Out

Sunset Sail Tour

  • North America
  • Superb82 reviews4.9

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private 2-Hour Morning Sail

(5 of 5 reviews)

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boat? Come sail with me, Captain John. Let me share my passion for sailing with you. I’m a U.S. certified sailing instructor and li... More

Free Cancellation
Private Tour
Start From $695.00
 
Private 2-Hour Morning Sail Likely to Sell Out

Private 2-Hour Morning Sail

  • North America
  • Superb5 reviews5

Have you ever wanted to go sailing in the San Francisco Bay area but didn’t know anyone with a boa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Private Catamaran Charter in Waikiki

(5 of 12 reviews)

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large lounging nets on the front of the boat, as well as 2 small nets on the back of the boat. Not only does Hawa... More

Free Cancellation
Private Tour
Start From $900.00
 
Private Catamaran Charter in Waikiki Likely to Sell Out

Private Catamaran Charter in Waikiki

  • North America
  • Superb12 reviews5

Our 48-foot catamaran has a sleek low-profile design which makes it optimal for stability out on the....

    Free Cancellation
    Private Tour
    Start From $900.00
 
 

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

(3.7 of 33 reviews)

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 fun-filled experience where music, drinks and incredible views will never be lacking. ... More

Free Cancellation
Private Tour
Start From $55.00
 
Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar Likely to Sell Out

Snorkeling Adventure at Isla Mujeres Includes Lunch and Open Bar

  • North America
  • Very Good33 reviews3.7

Admire the peaceful waters of the Caribbean Sea, aboard a classic or luxury catamaran and enjoy a sp....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

(4 of 51 reviews)

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectacular day in the crystal-clear waters of the Mexican Caribbean, sailing from Cancun to Isla Mujeres on a boat full of fun, explorin... More

Free Cancellation
Private Tour
Start From $59.99
 
Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun Likely to Sell Out

Trimaran La Lupita,Sail Away to Isla Mujeres from Cancun

  • North America
  • Very Good51 reviews4

Sail away through Caribbean waters with the best crew in Cancun aboard "La Lupita.¨ Enjoy a spectac....

    Free Cancellation
    Private Tour
    Start From $59.99
 
 

Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar

(3.8 of 15 reviews)

Set off on a sun-and-fun-packed day trip to charming Isla Mujeres, a must-see attraction just off the Cancun coast. Cruise on a modern catamaran while sipping a drink or two from the open bar on your way to and from the scenic isl... More

Free Cancellation
Private Tour
Start From $79.00
 
Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar Likely to Sell Out

Isla Mujeres Catamaran Sailing Experience with Lunch & Open Bar

  • North America
  • Very Good15 reviews3.8

Set off on a sun-and-fun-packed day trip to charming Isla Mujeres, a must-see attraction just off th....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Whale Shark Encounter Experience in Cancun (Snack Lunch included)

(4.3 of 4 reviews)

If you like awesome and unique activities, then this activity is for you. Welcome to the Whale Shark experience, this is a unique activity in the world and is the most enigmatic activity in Mexico. Imagine swimming next to an imme... More

Free Cancellation
Private Tour
Start From $189.00
 
Whale Shark Encounter Experience in Cancun (Snack Lunch included) Likely to Sell Out

Whale Shark Encounter Experience in Cancun (Snack Lunch included)

  • North America
  • Exellent4 reviews4.3

If you like awesome and unique activities, then this activity is for you. Welcome to the Whale Shark....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

(4.2 of 57 reviews)

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go on a trip to Isla Mujeres or just sail on the bay. Snorkel and discover the natural beauty of the great reefs of Cancun. Private... More

Free Cancellation
Private Tour
Start From $2,112.00
 
Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp Likely to Sell Out

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

  • North America
  • Exellent57 reviews4.2

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go....

    Free Cancellation
    Private Tour
    Start From $2,112.00
 
 

40 ft Catamaran

(5 of 86 reviews)

We are a company that understands privacy, attention to detail, and quality in everything we get our hands-on. We want you to feel relaxed and at home. We understand you are here to be pampered and have the nicest drinks and lunc... More

Free Cancellation
Private Tour
Start From $1,835.00
 
40 ft Catamaran Likely to Sell Out

40 ft Catamaran

  • North America
  • Superb86 reviews5

We are a company that understands privacy, attention to detail, and quality in everything we get our....

    Free Cancellation
    Private Tour
    Start From $1,835.00
 
 

Lagoon 39ft Private Catamaran Sail and Snorkel 4hr National Park

(5 of 44 reviews)

Aboard our Luxury Catamaran you will explore some of the most beautiful locations along the clear blue water of the Island. We will stop at one of the most spectacular reefs in the area for some fun in the water! We are the only ... More

Free Cancellation
Private Tour
Start From $1,900.00
 
Lagoon 39ft Private Catamaran Sail and Snorkel 4hr National Park Likely to Sell Out

Lagoon 39ft Private Catamaran Sail and Snorkel 4hr National Park

  • North America
  • Superb44 reviews5

Aboard our Luxury Catamaran you will explore some of the most beautiful locations along the clear bl....

    Free Cancellation
    Private Tour
    Start From $1,900.00
 
 

4 hrs Private Catamaran with Drinks Included

(4.9 of 105 reviews)

Our starting point is the iconic Chinese House with incredible views of the lagoon from its 360° lookout tower. Our friendly bilingual staff enlivens the tour with stories of the place and important facts about the local ecosyste... More

Free Cancellation
Private Tour
Start From $990.00
 
4 hrs Private Catamaran with Drinks Included Likely to Sell Out

4 hrs Private Catamaran with Drinks Included

  • North America
  • Superb105 reviews4.9

Our starting point is the iconic Chinese House with incredible views of the lagoon from its 360° lo....

    Free Cancellation
    Private Tour
    Start From $990.00
 
 

Private Morning Sail / Dolphin Tour on Fate, BYOB or Catering

(5 of 36 reviews)

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Morning Sail / Dolphin Tour on Fate, BYOB or Catering Likely to Sell Out

Private Morning Sail / Dolphin Tour on Fate, BYOB or Catering

  • North America
  • Superb36 reviews5

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

(4.7 of 32 reviews)

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Beach and out towards Diamond Head crater. The cruise departs from Kewalo Basin by Ala Moana Beach Park, and includes snacks, non-alc... More

Free Cancellation
Private Tour
Start From $82.96
 
Waikiki Panorama Sail: Search for Hawaiian Sea Turtles Likely to Sell Out

Waikiki Panorama Sail: Search for Hawaiian Sea Turtles

  • North America
  • Superb32 reviews4.7

Snap beautiful photos of Waikiki on this 90-minute sail, where you'll cruise past famous Waikiki Bea....

    Free Cancellation
    Private Tour
    Start From $82.96
 
Booking.com
Booking.com
Booking.com